THE 10 BEST Boston Tours & Excursions

Boston tours.

  • Historical & Heritage Tours
  • Sightseeing Tours
  • Walking Tours
  • Up to 1 hour
  • 1 to 4 hours
  • 4 hours to 1 day
  • 5.0 of 5 bubbles
  • 4.0 of 5 bubbles & up
  • 3.0 of 5 bubbles & up
  • 2.0 of 5 bubbles & up
  • Likely to Sell Out
  • Special Offers
  • The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

boston tour ideas

1. Boston Hop-On Hop-Off Trolley Tour with 14 Stops

boston tour ideas

2. Freedom Trail: Small Group Tour of Revolutionary Boston

boston tour ideas

3. Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

boston tour ideas

4. Tour of Historic Fenway Park, America's Most Beloved Ballpark

boston tour ideas

5. Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

boston tour ideas

6. Boston Whale Watching Cruise by High-Speed Catamaran

boston tour ideas

7. The Revolutionary Story Epic Small Group Walking Tour of Boston

boston tour ideas

8. Hop-on Hop-off Boston Sightseeing Tour With 24 Stops

boston tour ideas

9. Boston Small-Group Walking Food Tour With Tastings

boston tour ideas

10. Boston Tea Party Ships & Museum Admission

boston tour ideas

11. Boston Harbor Sunset Cruise

boston tour ideas

12. Boston Ghosts and Gravestones Trolley Tour

boston tour ideas

13. Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

boston tour ideas

14. Boston Freedom Trail Daily Walking Tour

boston tour ideas

15. Boston Seafood Lovers Adventure

boston tour ideas

16. Martha's Vineyard Day Trip with Optional Island Tour from Boston

boston tour ideas

17. Harvard University Campus Guided Walking Tour

boston tour ideas

18. View Boston Observation Deck Admission Tickets

boston tour ideas

19. Day Trip from Boston To Salem Witch Exhibits

boston tour ideas

20. Boston Signature Dinner Cruise

boston tour ideas

21. Boston Abbreviated Public Freedom Trail Guided Tour

boston tour ideas

22. Boston Harbor Sightseeing Cruise

boston tour ideas

23. Boston: North End to Freedom Trail - Food & History Walking Tour

boston tour ideas

24. Sightseeing Day Sail around Boston Harbor

boston tour ideas

25. 1 or 2 Day Hop-On Hop-Off Sightseeing Trolley Tour of Boston

boston tour ideas

26. Salem High Speed Ferry to/from Boston

boston tour ideas

27. Boston to Plymouth Day-Trip including Quincy, Plimoth Patuxet and Mayflower II

boston tour ideas

28. New York City Day Trip from Boston

boston tour ideas

29. Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution

boston tour ideas

30. Walking Tour Downtown Freedom Trail + Beacon Hill & Copley Square

What travelers are saying.

Brittany D

  • Jessica W 0 contributions 0 5.0 of 5 bubbles Wonderful experience Mike was really engaging throughout the whole tour. He answered questions and made the history relatable to younger guests in attendance. Read more Review of: The Revolutionary Story Epic Small Group Walking Tour of Boston Written May 13, 2024 This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Beatrice S

  • Karen B 1 contribution 0 5.0 of 5 bubbles First Freedom Trail walk in a very long time. Our tour guide Ben was the best. He was very knowledgeable and answered all of our questions. He also added a bit of humor to the walk, which was nice. We had a wonderful time. Made me want to learn more about history. Read more Review of: Boston Freedom Trail Daily Walking Tour Written May 12, 2024 This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

utkvol

  • Freedom Trail: Small Group Tour of Revolutionary Boston
  • Tour of Historic Fenway Park, America's Most Beloved Ballpark
  • Boston Hop-On Hop-Off Trolley Tour with 14 Stops
  • Boston Tea Party Ships & Museum Admission
  • Harvard University Campus Guided Walking Tour
  • North End Boston Food Tour
  • Intrepid Urban Adventures - Boston
  • Mobsters and Lobsters
  • Walk & Talk Boston Walking Tours
  • Trailblazer Tours Boston - Private Tours
  • Cambridge Historical Tours
  • Night Rider Private Charters of Boston
  • Boston Chinatown Tours
  • PhotoWalks Tours
  • Boston Foodie Tours
  • Tuckamore Aviation
  • The Motorsport Lab
  • New England Aquarium Whale Watch
  • Boston Crime Tour
  • Boston Segway Tours
  • Boston's "Politically Incorrect" North End Food Tour

The World Was Here First

The Perfect 2, 3 or 4 Days in Boston Itinerary

Last Updated on January 29, 2024

by Audrey Webster

Disclaimer: This article contains affiliate links. That means if you click a link and make a purchase, we may make a small commission. As an Amazon Associate we earn from qualifying purchases. For more information, see our privacy policy.

boston tour ideas

As one of the oldest cities in the country, Boston is filled with history. It’s a mash-up of cobblestoned streets and historic buildings with modern skyscrapers. There are a few places you cannot miss during a 2, 3, or 4 days in Boston itinerary, as well as some lesser-known parts of the city we’ll cover here.

As one of the most dynamic and historic cities in the country, there is a lot to do in Boston and so much that you can’t miss. From American history to esteemed universities to excellent museums and fantastic food (there’s more than clam chowder!), Boston has something to offer everyone.

Table of Contents

How Many Days in Boston?

When in the initial stages of planning a trip, many do wonder how many days to spend in Boston in order to do this New England city justice.

With 2 days in Boston, you’re just scratching the surface. Most of the city’s main attractions are clustered together, so you could see a lot in 2 days, but you’re also missing out on some cool parts that make the city unique.

If you have 3 days in Boston, you’re in good shape to see all the highlights as well as some lesser-known sites. You’ll be able to strike a balance between visiting historic landmarks and more trendy neighborhoods.

If you’re lucky enough to have 4 days, you can see more of the city at your leisure or use the fourth day to take a day trip to somewhere nearby. There is no shortage of historic sites and beautiful nature just outside Boston. 

Boston Skyline

Getting To & Around Boston 

You’re most likely arriving in Boston through the Logan International Airport. You can easily hail a cab, take the GO Boston Shuttle, pre-book a transfer or use public transportation to reach downtown.

If you’re visiting from another city or town in New England or even some city further south such as Washington DC or New York , you might arrive on a train or bus. Make sure to find out which train or bus transfers you need to make depending on where you’re coming from. You can view schedules here.

The Massachusetts capital is a very walkable city and it’s not actually that big. In fact, one of the best things to do in Boston is walk the Freedom Trail. Many of the most historic landmarks are located near each other.

Boston is also well-connected via a subway system, known locally as the T. You can easily get around the city using this if you want to reach somewhere a bit further afield.

Alternatively, there is the Hop On/Hop Off Trolley Tour that provides a convenient way to see the city. Taxis and rideshare are both readily available as well. It is also included in the Boston Go City Pass , which will also save you on entrance fees to many of the paid attractions listed here.

Boston Tea Party Ships & Museum

2, 3 or 4-Day Boston Itinerary

If you’re spending a few days in the Massachusetts capital, then there are a number of guided tours that you can take to get an overview of the city such as this historical walking tour , this bike tour or this food tour.

Day 1 – Freedom Trail, Museums, Quincy Market & More

Walk the freedom trail.

This 2.5-mile trail covers many of the historical highlights in Boston. You’ll want to dedicate a few solid hours to walking the trail. You can opt to walk the entire thing or a portion of it.

There are also guided tours available such as this 2-hour walking tour , which could be helpful for providing context to the landmarks as you pass them. Here are the landmarks you can expect to see:

  • Boston Common & Boston Public Garden
  • Massachusetts State House
  • Park Street Church
  • Granary Burying Grounds
  • Boston Latin School/Benjamin Franklin Statue
  • Old South Meeting House
  • Old State House
  • Faneuil Hall
  • Site of the Boston Massacre

Paul Revere House

  • Old North Church
  • USS Constitution
  • Bunker Hill Monument

You could spend however long you’d like walking the Freedom Trail and note that it doesn’t cost anything to walk the trail, but there are generally entrance fees for the various sites.

Depending on how long you want to spend, take the time to walk by these places and pick one or two that interest you to plan to visit those places. With that in mind, plan to spend 2-3 hours on the Freedom Trail.

Old State House on the Freedom Trail

Boston Tea Party & Ships Museum

Veer off Freedom Trail just slightly to pay a visit to the Boston Tea Party and Ships Museum.

The museum is chock-full with historical experts, interactive exhibits, full-scale replica sailing vessels, and historic artefacts to make this monumental event in America’s history come to life. You can pre-book tickets here.

If you have some time to spare, you can watch an award-winning documentary in Minutemen Theatre that depicts the events that led up to the American Revolution. 

Next to the museum, don’t miss the Observation Deck at Independence Wharf, either, where you can get excellent views of the harbor.

Quincy Market

Quincy Market is where old and new seamlessly merge. Here you can find hundreds of shops, both inside and outside the building. The market was established in 1825 and spans three buildings: Quincy Market, South Market, and North Market.

It’s another great place to stop as you’re walking the Freedom Trail to grab a bite to eat or do some souvenir shopping. The market is especially charming during the winter months when it’s decorated for the holidays. Quincy Market was named a National Historic Landmark in 1966. 

Quincy Market

Go to a Red Sox game

Go see the “Green Monster” for yourself during your visit to Boston. Even those who wouldn’t consider themselves baseball fans will enjoy seeing a game at Fenway Park.

It’s been the home of the Boston Red Sox since 1912, making it the oldest stadium in Major League Baseball. If you don’t have time to see a game, you can still take a guided tour of Fenway. It’s a great way to wrap up your first day of sightseeing in Boston. 

If it’s not the season for baseball or you don’t care to go to a game, then use this time to stroll along the Charles River Esplanade or, perhaps, visit the nearby Boston Museum of Fine Arts. You could also simply relax in the tranquil surroundings of Back Bay Fens Park.

Day 2 – Boston’s Museums

John f. kennedy presidential museum & library .

This exceptional museum is dedicated to the life and accomplishments of U.S. President John F. Kennedy.

Here, you’ll wander the permanent exhibit that uses large-screen projections, interactive displays, original artefacts, and re-mastered films to learn more about the former president’s life. Consider reserving tickets online in advance to save you time at the door. You can also opt for a guided tour.

A visit to the JFK Presidential Museum & Library is a great way to kick off your second day. 

Inside the JFK Presidential Library

Institute of Contemporary Art

If you have 2 days, you should consider visiting one of the many local museums. A city that’s so full of history has some great historical museums, but it also has notable art museums like the Institute of Contemporary Art.

Here you’ll find both permanent and rotating exhibits featuring contemporary artists and their work. The museum is located in a beautiful building on the waterfront overlooking Boston Harbor, so you can also take in the view. It’s recommended that you book tickets in advance. 

Isabella Stewart Gardner Museum

This museum is known for its beautiful architecture and courtyard garden. It’s a great museum to visit if you want one that is a little less crowded than other larger museums in the city. Beginning in the late 1800s, Isabella started collecting rare books, manuscripts, and pieces of art to fill her home.

Over the course of her worldwide travels, she acquired art like Rembrandt’s Self Portrait and Titian’s Europa. The museum as it stands today was built in 1901. She lived on the fourth floor and spent the remainder of her life arranging the art throughout its halls.

It’s a unique museum that’s a quiet way to spend the afternoon. If this or any of the other museums don’t interest you, there are plenty of other museums in Boston to take in. For instance, the Museum of Science – located in a building overlooking the Charles River, is an excellent place to visit if you happen to be traveling with children.

Day 3 – Boston Common, Trinity Church, Paul Revere House & More

Boston common.

You might’ve already passed through Boston Common if you walked the entirety of the Freedom Trail. If you didn’t stop for long then, it’s worth your time to dedicate a couple hours to really enjoying the park. Boston Common is America’s oldest public park having been established in 1634 and is located in the Beacon Hill neighbourhood of Boston.

Today, the park is filled with fountains, picnic tables, and green spaces for visitors to lounge and enjoy the day. Make sure to stroll through the adjacent Public Garden, as well, to truly enjoy this urban green space. If you’re seeing Boston in 3 days, then a visit to Boston Common is a great idea.

Boston Common

Trinity Church

When you start exploring Boston, you’ll immediately notice Trinity Church in Copley Square. This historic stone church sits squarely in the middle of downtown’s towering skyscrapers. It’s considered by the American Association of Architects as one of the top 10 buildings in the country.

The parish located there today was founded in 1733, which is more than 150 years before the church was built in 1877. You can enter Trinity Church on your own or schedule a tour with a knowledgeable tour guide to learn more about the church’s history. 

It looks striking as it’s sandwiched between modern skyscrapers like the John Hancock Tower and the Prudential Tower and really symbolises Boston’s mingling of old and new.

Located in the North End neighborhood, the Paul Revere House was the former home of the famous Founding Father Paul Revere. He played a pivotal role in the American Revolution, noted in history books for his famous “midnight ride” to warn colonists that the British were approaching Boston.

The home was built in 1680 and is downtown Boston’s oldest building. Inside, the home is set up to mimic what it would have looked like while Revere lived there. In fact, 90% of the structure today is original material, including doors, windows, flooring, and internal wall material.

You can pop into this Boston museum for a self-guided tour or try to time your visit to see colonial reenactors demonstrate key moments of America’s history. 

If this doesn’t interest you as much or if you’re traveling with children, consider, as well, heading to the nearby New England Aquarium where you can learn all about local marine life or you can take a food tour of North End.

Paul Revere House

The Museum of Bad Art

You’ve probably never been to a museum that focuses on bad art. The Museum of Bad Art houses “art too bad to be ignored” and is a highlight worth adding to your time in Boston. It’s the world’s only museum dedicated to bad art that began in the basement of a private home.

The museum has since grown into a local favorite that shines the spotlight on quality bad art. It’s a quirky and fun addition to your Boston trip, especially if you happen to be planning a 3-day itinerary. 

Day 4 – Lexington & Concord, Salem or Cape Cod Day Trip

Lexington and concord.

Lexington and Concord is arguably the most famous site of the Revolutionary War. For history buffs, this is a great way to round out your 4 days in Boston. It’s where the first shots of the war were fired.

To reach Lexington, you’ll take the subway and bus for a total travel time of about 45 minutes before getting off at Lexington Battle Green. You can reach Concord by taking the MBTA directly from Boston.

Lexington Green is a good starting point for your visit. This small town is home to the Belfry that sounded the alarm in 1775 to call the militia to fight. Here, you’ll also find John Hancock’s childhood home or Buckman’s Tavern. In Concord, make sure you visit the Old North Bridge.

You can also find Walden Pond, made famous by writer Henry Thoreau, and Louisa May Alcott’s “Orchard House”. There’s a lot to see during a day trip to Lexington and Concord, so make sure you leave early in the day to give yourself ample time. 

Old North Bridge in Concord

You’ve most likely heard of Salem, Massachusetts due to its famous 1692 witch trials. Salem is only about 30 minutes from Boston, so it’s an easy day trip. You can easily reach it by taking the commuter train that connects the cities, a high-speed ferry or an organised day tour.

During your day in Salem, make sure to visit the Salem Witch Trials Memorial, Peabody Essex Museum, the Old Town Hall, and the Witch House. You can end your day with a visit to Winter Island Park and Lighthouse.

As you might’ve guessed, one of the best times of year to visit Salem is Halloween. The little town comes to life with spooky decorations.

Without a doubt, Cape Cod is beautiful, especially in summer. This stretch of coastline is full of charming towns, great seafood, and relaxing beaches.

Cape Cod is about 3 hours from Boston by car, which tends to be a little long for a day trip. Instead, you can take the Cape Cod Fast Ferry from Boston to Provincetown, which is the largest town on the Cape.

In Provincetown, you can enjoy the local art galleries, lounge on the beach, and walk around and enjoy the quaint homes and shops.

If you have more than 4 days in your Boston itinerary, spending more than one day on the Cape is a relaxing way to bring your time in the area to a close.

Cape Cod

Where to Stay in Boston

Harborside Inn – This 3-star hotel in downtown Boston is a great choice for mid-range travelers to the Massachusetts capital. There are a number of great rooms to choose from, a wonderful location for exploring the city and plenty of other amenities to enjoy.

Omni Boston Hotel – If you’re looking for luxury while in Boston, then this sophisticated hotel is a great option. They have a range of lovely rooms on offer and an unbeatable location for exploring all this historic city has to offer.

HI Boston – Those visiting Boston on a budget will love this backpacker’s hostel in the center of the city. They have a range of both dorms and private rooms on offer along with other perks and great common areas for guests to enjoy.

Not quite what you’re looking for? Click here to browse more Boston hotels!

The perfect itinerary for Boston is the one that’s packed with what excites you most. If you’re a history buff, you’re going to love it here. Foodies, explorers, and everyone in between will find something to love in Boston.

Are you planning a trip to Boston? Have any questions about this itinerary? Let us know in the comments!

boston tour ideas

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About Audrey Webster

Audrey Webster is a writer for The World Was Here First. She is an Oregon native who has visited countries across the globe and currently spends her weekends exploring the Pacific Northwest and surrounding states. Her approach to traveling combines exploring famous tourist sites and wandering off the beaten path to discover new destinations.

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The 15 Best Boston Tours

Get to know one of America's most historic cities with these tours.

Cityscape

Getty Images

Hoping to experience Boston through the eyes of a local? A guided tour may be just the thing. Factoring in traveler sentiment and expert opinion, U.S. News selected some of Boston's best tours. Whether you're eating your way through the North End or zipping around Boston Common on a Segway, you'll see this New England city in a new light and learn some of its history along the way during these top Boston tours.

The Revolutionary Story Tour

Price: Adults from $76; kids from $38 Duration: 4 hours

Many reviewers call this tour enjoyable and one of the best walking tours they'd ever been on thanks to the engaging guide. Led by a local resident with degrees in history, political science and public policy, the tour takes visitors through the streets of Boston to chronologically retell the story of the American Revolution. Along the 3.5-mile jaunt, you'll pass by a dozen of the sites featured on the Freedom Trail, and you'll also hear about the key players in 18th-century Boston, including John Adams, Benjamin Franklin and Paul Revere.

Tours are offered daily at 9:30 a.m. There is also a 1:30 p.m. tour Thursday through Sunday during the winter months and daily during the summer months through the beginning of November. There is a maximum of 16 people per tour. The company partners with another local guide to provide private tours.

Check prices & availability on:

City Experiences by Hornblower – New England Aquarium Whale Watch Cruise

Price: Adults from $65; kids from $45 Duration: 3.5 hours

Hop on one of City Experience's high-speed catamarans for a whale watching excursion to the Stellwagen Bank National Marine Sanctuary. This area is a magnet for whales, dolphins, sea birds and other marine creatures who head there to feed. New England Aquarium naturalists on board offer their insights on whales, answer questions and explain whale behaviors, a big plus for travelers. During your trip, you may see several different species of whales, including humpbacks, finbacks, minkes, sei whales and endangered right whales.

Tours leave from mid-May through early-November from Long Wharf, which is located near the aquarium. Tour frequency depends on the month, but there is at least one per day. Cruisers say the tour is fun and report seeing plenty of wildlife. Combo tickets that include admission to the aquarium are also available. The company also offers sightseeing and sunset cruises.

CityView Trolley Tours

Price: Adults from $42; kids from $20 Duration: 1 hour

The family-friendly hop-on, hop-off CityView Trolley Tours offer a convenient and comfortable way to explore the city and visit its top attractions , something visitors (especially those in Boston for the first time) appreciate. Stops at the New England Aquarium, Quincy Market and Old North Church, among others, make it easy to access sites along the Freedom Trail and other neighborhoods. What's more, guides share fun and informational tidbits along the way.

Trolleys run daily from mid-April to November from 9:30 a.m. to 4:30 p.m. Note: While you can hop on and hop off the trolley as you please, tickets are only valid for one full tour loop. Two-day passes are also available.

Best Boston Tours

Old Town Trolley Tours – Boston Hop-On Hop-Off Trolley Tour

Price: Adults from $50; kids from $29 Duration: 1.5 hours

Explore the top sights in Boston on this hop-on, hop-off trolley tour that makes 18 stops. Along the route, you can hop off and explore attractions like Faneuil Hall, the "Cheers" bar, the USS Constitution and the Old State House, and then hop back on at your leisure. Without getting off, you'll tour for about 90 minutes. Trolleys frequently stop approximately every 15 minutes. Participants praise the convenience this tour offers and rave about the entertaining, informative guides. Reviewers also say the tour is a great way to see the city without having to do a lot of walking.

Trolleys run daily from 9 a.m. to 4 or 5 p.m., depending on the time of year. For one-day tours, tickets allow for unlimited re-boarding. Tickets also get you discounted rates for a Boston Harbor cruise as well as discounted entry to the Boston Tea Party Ships & Museum. Two-day tickets, as well as the Ghosts & Gravestones evening tour are also available.

Boston Pizza Tours – North End Pizza Tour

Price: From $49 Duration: 2.5 hours

Sink your teeth into some of Boston's best pizza on this walking tour. You'll start your stroll in North End, which is considered Boston's Little Italy. Along the way, you'll pass by five sites on the Freedom Trail, including the Paul Revere House and the Old North Church. The tour cost includes three full-size pizza slices, water and a cannoli. Tourgoers applaud guides for their positive attitudes and entertaining, educational delivery of Boston history. Reviewers are also complimentary of the food.

Tours are generally offered two times daily at 11 a.m. and 2 p.m., but a 5 p.m. tour is offered during certain months of the year. Tours are capped at 12 participants. The tour can accommodate vegetarian diets; those with other dietary restrictions (such as vegan diets or food allergies) will need to take a private tour.

Fenway Park Tours

Price: Adults from $25; kids from $17 Duration: 1 hour

Baseball fans and history buffs relish the chance to take a behind-the-scenes peek at America's oldest ballpark. Even non-baseball fans find the tour worthwhile, according to reviewers. The tour takes visitors to important sites within the ballpark, including the world-famous 37-foot-high Green Monster. The excellent guides, full of Red Sox and Fenway Park trivia, offer an entertaining tour and are a hit with participants.

Tours run year-round from 9.m. to 5 p.m. (at 10 a.m. November through March) and start on the hour. On game days, the last tour is scheduled three hours before game time. Fenway Park also offers a variety of other stadium tours, including Day Game Premium Tours and Fenway in Fifteen, a condensed 15-minute tour.

Best Boston Tours

Courtesy of Rose Kennedy Fitzgerald Greenway

Boston Segway Tours

Price: From $69 Duration: 1 or 2 hours

Boston Segway Tours takes visitors on an adventure through the city. Since it's faster to glide than walk, you can cover much more ground on Segway than by foot. As you travel from Boston Common to the Rose Fitzgerald Kennedy Greenway, your guide takes you by some of Boston's most famous landmarks while always keeping an eye out for riders' safety, according to tour-takers. Pick a two-hour tour to visit Cambridge.

Participants must be 14 or older and weigh at least 100 pounds to ride; additional restrictions may apply.

Urban AdvenTours – City View Bike Tour

Price: From $60 Duration: 3 hours

Exploring Boston by bike is a great way to cover a lot of ground in an exciting, active way. Urban AdvenTours' flagship City View Bike Tour takes participants on a 10- to 12-mile trek through six different neighborhoods. You'll bike through major Boston sites, such as North End, the Boston University campus and Kenmore Square, Fenway Park, the South End, Boston Common and Long Wharf. Along with the comprehensive overview of the city, riders commend the care guides take in making them feel safe.

This tour rides daily at 10 a.m., with additional 2 p.m. departures on Saturday and Sunday during the summer months. The tour is best for those comfortable riding on city streets. Children must be age 10 or older. Adults can upgrade to an electric bike for an additional fee. Urban AdvenTours also offers cycling trips through Cambridge and the Emerald Necklace park system, as well as a family-friendly tour for kids 10 and younger.

Off the Eaten Path Tours

Price: Adults from $95; kids from $40 Duration: 3 hours

On this food tour of the North End – Boston's famous Italian neighborhood – owner Paula Noukos promises more than just samples of tasty food. Besides stopping at popular spots, such as Bricco Panetteria and Galleria Umberto, you'll hear tips on how to shop for the best extra virgin olive oil and balsamic vinegar. You'll also learn about the history and architecture of this unique neighborhood, a highlight for reviewers. Travelers are also fond of the guide and appreciate her vast knowledge of the neighborhood.

Tours are generally offered Tuesday through Saturday at 11 a.m. and are limited to 12 people.

Best Boston Tours

Courtesy of Boston Duck Tours

Boston Duck Tours

Price: Adults from $53; kids from $38 Duration: 80 minutes

Quack and splash your way around Beantown with the entertaining Boston Duck Tours, which takes passengers around Boston and into the Charles River on World War II-style amphibious landing vehicles. On the tour, entertaining "conDUCKtors" keep up a lively patter, describing neighborhoods, Boston history, architecture and trivia along the way. A highlight for many visitors is when the vehicle heads into the river offering a different perspective of the city.

Ticket discounts are available for seniors and children 2 and younger. Tours depart from the Museum of Science, the Prudential Center and the New England Aquarium several times a day from mid-March through early-December.

Boston Crawling – Independence Pub Crawl

Price: From $75 Duration: 2 hours

Sip your way through the city at four historic watering holes on Boston Crawling's Independence Pub Crawl. On this tour, you'll visit pubs that have historic significance, drink local brews and hear Boston's "secret" history as you barhop along the Freedom Trail. Reviewers say the tour is informative and fun and applaud the beer recommendations provided by the guides.

Participants can take tours daily at 3 and 7 p.m. There is also an additional noon tour on the weekends. Tourgoers must be at least 21 years old, regardless of whether they're drinking. Tickets include four draft beers of your choice. If you prefer to purchase drinks as you go, you can purchase tickets for a lesser price.

PhotoWalks Tours of Boston – Freedom Trail

Price: Adults from $45; kids from $20 Duration: 1.5 hours

Explore the historic sites of the city and refine your photography skills at the same time on this tour. In addition to visiting Freedom Trail landmarks, such as Boston Common, Park Street Church, the Granary Burying Ground and the Boston Massacre Site, you'll also learn expert tips on how to use your camera or smartphone to take the best pictures – a highlight for many participants. Reviewers are also complimentary of the insightful guides.

Tours run Tuesday, Thursday and Saturday year-round at 1 p.m. The tour is capped at 10 participants, but maybe more during peak times of the year. If you're interested in exploring other neighborhoods or topics, you can sign up for one of PhotoWalks' other tours, including Beacon Hill and the North End, among others.

Best Boston Tours

Courtesy of the Freedom Trail Tour

Freedom Trail Tours – Walk Into History

Price: Adults from $17; kids from $8 Duration: 1.5 hours

The nonprofit Freedom Trail Foundation leads the way on this tour of the Freedom Trail – a milelong path that weaves past some of the city's most historic sites. A costumed guide, in character, leads you to 11 sites, including Boston Common, King's Chapel, the Old South Meeting House, the Boston Massacre site and Faneuil Hall. Reviewers rave about the guides and the characters they inhabit, and highly recommend this excursion over a self-guided tour of the Freedom Trail.

Tours are given daily at 11 a.m., noon and 1 p.m. Other themed tours, including tours that focus on the women of the Revolutionary War and African American patriots, are also available.

Boston Foodie Tours – Boston Public Market & North End Tour

Price: From $90 Duration: 3 hours

Boston Foodie Tours explores two of Boston's famous mainstays: The North End and the Boston Public Market. After enjoying pizza, cannoli and bread in the North End, you'll wind your way to the market to sample doughnuts and ice cream, among other treats. Your tour concludes with a tasting of clam chowder and cornbread. Past tourgoers say this is a must-do experience while visiting Boston.

Tours run Tuesday through Saturday at 10:30 a.m. and 11:30 a.m. on Sundays. Tours are not given on major holidays. The company also offers a comprehensive tour of the North End, plus a private foodie outing to Beacon Hill, among other options.

City Brew Tours – Boston Signature Brew Tour

Price: From $89 Duration: 3.5 hours

For an in-depth Boston beer education, City Brew Tours' Signature Brew Tour is a great place to start. During the tour, you'll be chauffeured around the city in a comfortable van, visit three craft breweries, get behind-the-scenes tours and enjoy up to 12 different local craft beers and a snack along the way. Tourgoers laud the knowledgeable guides and love that driving isn't an issue.

City Brew offers this tour Wednesday through Sunday. Outings depart at 4:45 p.m. and 5:30 p.m. on Wednesday and Thursday. Friday through Sunday, tours begin at noon. All participants must be 21 or older to tour. Tours are capped at 14 participants. A Boston Brew Mystery Crawl is also offered, as are private tours.

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Boston Itinerary: How to Spend Five Days in Boston

The towering skyline of Boston, MA as seen from near the water with a blue sky above

One of the most historic cities in the United States , Boston is the city I called home for the first 25 years of my life.

More a collection of towns than a metropolis like New York , Boston is a city steeped in history (it contains a lot of historical firsts for the United States and played a pivotal role in its founding), delicious food, wide-open green spaces, first-rate museums, and warm, welcoming people.

Visiting Boston offers all the benefits of a big metropolis without the intensity and fast pace of New York.

Boston is easy to get around and compact, making it perfect for travelers. The subway will take you wherever you need to go.

So how many days do you need to visit Boston?

Most people visit for three to four days, and I think that’s a perfect amount of time. As someone who’s lived there, I can say that, since Boston is so small, you won’t waste a lot of time “in transit,” so you can pack a lot into your days. Obviously, you can spend longer here (slow travel is the best travel), but for the first-time visitor, three to four days is enough.

Here’s a suggested Boston itinerary that will allow you to see the best of Boston:

Table of Contents

Boston Itinerary: Day 1

Boston itinerary: day 2, boston itinerary: day 3, boston itinerary: day 4, boston itinerary: day 5, other things to see and do in boston.

Boston's Freedom Trail sign

  • Boston Common
  • Massachusetts State House
  • Park Street Church
  • Granary Burying Ground
  • King’s Chapel Burying Ground
  • Benjamin Franklin statue and the former site of Boston Latin School
  • Old Corner Bookstore
  • Old South Meeting House
  • Old State House
  • Site of the Boston Massacre
  • Faneuil Hall
  • Paul Revere House
  • Old North Church
  • Copp’s Hill Burying Ground
  • USS Constitution
  • Bunker Hill Monument

You follow a brick road through the city, and there are signs and historical markers all along the way. Given all the walking that’s involved, I would make this the main activity of the day. You’ll want to take your time and see all the sites thoroughly.

You can also take a guided tour from the visitor’s center. Tours run hourly between 11am and 1pm, with additional tours in the afternoon in the spring and summer. Tickets are $17 USD for adults, $15 USD for students and seniors, and $8 USD for children 6-12 (free for kids under 6).

a sunny day in downtown Boston during a walking tour of the city

4 S Market St, +1 617-523-1300, faneuilhallmarketplace.com. Open Monday-Saturday 10am-9pm and Sunday 12pm-6pm.  

The green and lush Boston Common on a sunny summer day

Browse for Books Located a stone’s throw away from the Boston Common, Brattle Book Shop is a family-run used bookstore that dates back to 1825. It’s actually one of the oldest surviving bookstores in the country! It’s home to over 250,000 books, maps, postcards, and other odds and ends. In addition to used books, the store is also home to an impressive collection of first editions and antique books.

9 West Street, +1 617-542-0210, brattlebookshop.com. Open Monday-Saturday 9am-5:30pm.

Walk Around the Back Bay This area used to be an actual bay. Before the Europeans arrived, the indigenous population used the tidal bay to catch fish, as the bay drained completely during low tide. When the land was colonized, a dam was built and the tidal bay was eventually filled in, creating the Back Bay area.

The end of the Public Gardens meets Boston’s Back Bay, our version of New York’s SoHo and West Village. This is where Boston’s elite and wealthy live, and nearby Newbury Street is our Madison Avenue, with lots of expensive shopping and high-end eateries. It’s a beautiful space to stroll around, with pretty brownstones and tree-lined streets. You can still see plenty of old Victorian homes in this neighborhood that date back to the 19th century. ( Here’s a list of other neighborhoods worth checking out as well!

Trinity Church on a summer's day in Boston, USA

You’ll also find the Boston Public Library here. Opened in 1852, it’s one of the largest municipal libraries in the country, home to over 23 million items, with almost 4 million visitors each year.

206 Clarendon St, +1 617-536-0944, trinitychurchboston.org. The church is open for prayer and tours Tuesday-Saturday 10am-5pm and Sundays 12:15pm-4:30pm. Tours are $10 USD for adults, though it is free to enter for worship.

Head up to the Prudential Tower Head back toward Copley to see the Prudential Tower, colloquially known as “The Pru.” You can actually go up to the top and get a bird’s-eye view of Boston. There are 52 floors in the building, which was built in the 1960s. These days, it’s the second tallest building in the city (the John Hancock Tower is first).

800 Boylston St, +1 617-859-0648, prudentialcenter.com. Open daily from 10am-8pm (10pm in the summer). Admission is $34.99 USD for adults, with discount available for students, seniors, and children.

Blue skies over Boston's Charles River

47 David G. Mugar Way, +1 617-626-1250, hatchshell.com. See the website for an up-to-date list of events.

The Museum of Science in Boston, USA

1 Science Park, +1 617-723-2500, mos.org. Open Saturday-Thursday 9am-5pm and Fridays 9am-9pm. Admission is $29 USD for adults, with discounts available for seniors and children.  

A penguin at Boston's aquarium

1 Central Wharf, +1 617-973-5200, neaq.org. Open Monday-Friday 9am-5pm, weekends 9am-6pm. Admission is $34 USD for adults, with discounts available for kids and seniors.

An aerial view of the north end of Boston, Massachusetts

See the Skinny House When you’re in the North End, visit 44 Hull Street. Known as “the Skinny House” (or the Spite House), this incredibly narrow house has a rather interesting history. Built after the Civil War, it was a passion project of Joseph Euestus, who came home from the war to find that his brother had taken over more than half of the inherited land they were meant to share. Joseph decided to build on the remaining land — which his brother thought was too small to build anything on. Joseph went ahead and built a narrow four-story home on the small slice of land to block his brother’s view.

Visit an Art Gallery or Museum Boston has a lot of great galleries and museums, so depending on your interest, you’ll want to check out some (or all) of the galleries and museums below. It will take more than an afternoon to see them all but you can always spread these visits out over a few days!

  • Institute of Contemporary Art : If contemporary art is your cup of tea, this is for you. While it’s not my favorite style of art, I have to admit this place does put on some insightful exhibits. 25 Harbor Shore Drive, +1 617-478-3100, icaboston.org.
  • Commonwealth Museum : This museum explores the history of Massachusetts. It’s actually really interesting and entirely underrated (especially if you’re a history nerd like me). 220 Morrissey Blvd, +1 617-727-2816, sec.state.ma.us/arc.
  • Harvard Museum of Natural History : This natural history museum has exhibitions showcasing dinosaurs, animals, and minerals (including meteorites). It’s a great choice if you’re traveling with kids, though there is plenty of informative content for adults too! 26 Oxford St +1 617-495-3045, hmnh.harvard.edu.
  • Harvard University Art Museums : Harvard actually has three art museums – the Fogg Museum, the Busch-Reisinger Museum, and the Arthur M. Sackler Museum. They are home to both modern and historical art exhibitions. See what exhibitions are running by checking their website. harvardartmuseums.org
  • Museum of Fine Arts : This museum has an impressive collection of over 450,000 pieces of fine art. It also runs all sorts of art classes throughout the year, both multi-week classes as well as single-day workshops. If you’re looking to learn something new or improve your skills, check out the website for more details. 465 Huntington Avenue, +1 617-267-9300, mfa.org.
  • Warren Anatomical Museum : Founded in 1847, this macabre museum is filled with Civil War–era medical tools as well as some unique (and perhaps unsettling) medical mysteries. It’s super weird but super neat. A definite must if you’re looking for an off-the-beaten-path museum! 10 Shattuck St, +1 617-432-6196, countway.harvard.edu/center-history-medicine/warren-anatomical-museum.
  • Boston Tea Party and Ships Museum : This interactive museum is home to some historic ships that have been authentically restored to show you what life was like at sea during the Boston Tea Party. It also has a really informative documentary about the events that led up to the Tea Party and the American Revolution. Best of all, you can actually throw fake crates of tea into the river yourself to see what it was like! 306 Congress St, +1 617-338-1773, bostonteapartyship.com.
  • Paul Revere House : Built in 1680, this is actually the oldest building in the entire city (it’s been renovated but it’s still the original building). The museum is filled with the family’s furniture and artifacts, giving you a sense of what life was like in Boston before the Revolution. 19 N Square, +1 617-523-2338, paulreverehouse.org.
  • Museum of Bad Art : The name says it all! This is a museum filled with terrible art. The MOBA has rotating exhibits throughout the year, so there is always something new and terrible to behold. If you feel like a laugh, definitely check out this quirky gallery! 55 Davis Square, +1 781-444-6757, museumofbadart.org.
  • Isabella Stewart Gardner Museum This museum is home to an amazing art collection of over 20,000 items, including European, Asian, and American art. Opened in 1903, the museum is made up of a wide-ranging collection of paintings, tapestries, decorative arts, and sculptures. It’s one of the best museums in Boston. Don’t miss it. 25 Evans Way, +1 617-566-1401, gardnermuseum.org.

The Harvard University campus in Cambridge is a great place to spend the day

Harvard University, +1 617-495-1000, harvard.edu/on-campus/visit-harvard/tours.

Harvard Square is the place to be at night in Boston

125 Arborway, +1 617-524-1718, arboretum.harvard.edu. Open daily 7am-7pm. Admission is free.

Take the Sam Adams Brewery Tour After four days of sightseeing, you deserve a beer or five. Luckily, this brewery is located near the Arboretum so it’s easy to visit and a great way to end your day. Sam Adams is a major brewer in Boston, and locals drink it widely and frequently. The brewery offers free tours, starting in mid-afternoon and departing every 45 minutes. You get a few free samples along the way. If you’re under 21, don’t worry. You can still go — you just can’t drink.

30 Germania St, +1 617-368-5080, samueladams.com. Tours are available Monday-Thursday and Saturdays 10am-3pm. On Friday, tours are available between 10am and 5:30pm. Their Sam Signature Experience is 45 min long and costs $10 USD.

watching a baseball game in Boston

4 Yawkey Way, +1 877-733-7699, mlb.com/redsox/ballpark. See the website for an up-to-date schedule.

(The Sox not in season? No worries. We have the Bruins, Celtics, and Patriots. No matter the time of year, you’ll be able to find a game to see!)  

the start of the Black Heritage Trail in Boston

Visit the Children’s Museum If you’re traveling with kids, this is a great place to spend part of your visit. It’s the second oldest children’s museum in the US and has permanent exhibits on health and exercise, construction, space, art, and diversity. It also has a real two-story house from Kyoto, Japan, that teaches kids about life there (it’s actually pretty cool!).

308 Congress Street, +1 617-426-6500, bostonchildrensmuseum.org. Open Wednesday-Sunday 9am-12pm and 1:30pm-4:30pm. On the first Saturday of the month, the museum opens at 10am. Admission is $20 USD for both adults and kids (free for infants under 12 months).

the USS Constitution in the Boston harbour

Charlestown Navy Yard, +1 617-426-1812, ussconstitutionmuseum.org. The ship is open Tuesday-Sunday 10am-6pm (with extended hours in the summer); the museum is open 10am-6pm (with extended hours in the summer as well). Admission is free, though the museum has a suggested donation of $10-15 USD.

Visit More Museums – With any extra time, visit more museums! There’s plenty of them to see! Try not to skip the big ones!

stargazing on a clear night

725 Commonwealth Avenue, +1 617-353-2630, bu.edu/astronomy/community/open-night-observatory/. Viewings are Wednesday evenings at 7:30pm in the autumn and winter and 8:30pm in the spring and summer. Make sure to get there 10 minutes early as they don’t permit entry once it starts.

A statue in a relaxing park on a sunny day in Boston, USA

See the Mapparium – Located in the Mary Baker Eddy Library, this three-story inverted globe serves as a giant map of the world that you can walk into via a glass bridge. It is constructed of over 600 stained-glass panels and shows the world as it looked in 1935.

200 Massachusetts Avenue, +1 617-450-7000, marybakereddylibrary.org. Open daily 10am-5pm. Admission to the Mapparium is $6 USD for adults, with discounts available for students, children, and seniors.

Head to Castle Island – Castle Island is located in South Boston and is famous for Fort Independence. When the fort was no longer needed for defense, it was actually used as the first state prison. The island covers 22 acres and has excellent beaches, as well as some running trails that are popular with the locals. There’s also an area for picnics and you can visit the old fort for free. The place gets pretty busy on the weekends during the summer, and you can often see school groups exploring the fort during the spring.

Relax at the Lawn on D – This massive green space is new to the city (when I was growing up, there was nothing in this area so you would never go there). There are all sorts of free activities happening year-round, from concerts to festivities and everything in between! There’s public seating, free Wi-Fi, art exhibitions, and a few games, like table tennis and bocce. To see what events are happening during your visit, check the website for details.

420 D St, +1 877-393-3393, signatureboston.com/lawn-on-d. Open Monday-Wednesday & Friday-Saturday from 7am-11pm and Thursday & Sunday from 7am-10:30pm (hours may vary for events). Admission is free.

Hike the Blue Hills – This park is a bit out of the way, but it’s definitely worth a visit if you want to get out and stretch your legs. The 7,000-acre park is home to over 100 miles of trails and offers some picturesque viewpoints. There are also plenty of activities to keep you entertained, such as boating, fishing, skiing, and rock climbing (depending on the season). It can get busy in the summer on the weekends, so just be sure to arrive early.

Tour the Custom House – Built in the 17th century, the Custom House is one of the most recognizable buildings in the city. In 1915, a tower was added to the building, making it the tallest building in the city at the time. The building is owned by Marriott Hotels now, though you can still take a free tour (by appointment) to go up to the observation deck on the 26th floor.

3 McKinley Square, +1 617-310-6300, marriott.com/hotels/travel/bosch-marriott-vacation-club-pulse-at-custom-house-boston. Tours are free though they are by appointment only.

Boston is a great city (and I’m not just saying that because I grew up there). I’ve never encountered a person who hasn’t liked it. This Boston itinerary will give you a good overview of the city at a relaxing pace. You’ll be moving around a lot, though, so make sure you get an unlimited “T” pass (subway/train pass). If you have more time, you can squeeze in some other activities .

But why rush such a beautiful place?

Take it slow. Mix and match the itinerary to suit your needs but this is how I’d structure my days if I was visiting Boston!

Book Your Trip to Boston: Logistical Tips and Tricks

Book Your Flight Use Skyscanner to find a cheap flight. They are my favorite search engine because they search websites and airlines around the globe so you always know no stone is left unturned.

Book Your Accommodation You can book your hostel with Hostelworld as they have the biggest inventory and best deals. If you want to stay somewhere other than a hostel, use Booking.com as they consistently return the cheapest rates for guesthouses and cheap hotels.

For the best hostels, check out this post on the best hostels in the city.

If you want to know the best neighborhoods, here’s my guide to all the best areas in town !

Don’t Forget Travel Insurance Travel insurance will protect you against illness, injury, theft, and cancellations. It’s comprehensive protection in case anything goes wrong. I never go on a trip without it as I’ve had to use it many times in the past. My favorite companies that offer the best service and value are:

  • Safety Wing (best for everyone)
  • Insure My Trip (for those over 70)
  • Medjet (for additional evacuation coverage)

Looking for the Best Companies to Save Money With? Check out my resource page for the best companies to use when you travel. I list all the ones I use to save money when I’m on the road. They will save you money when you travel too.

Want More Information on Boston? Be sure to visit our robust destination guide on Boston for even more planning tips!

Got a comment on this article? Join the conversation on Facebook , Instagram , or Twitter and share your thoughts!

Disclosure: Please note that some of the links above may be affiliate links, and at no additional cost to you, I earn a commission if you make a purchase. I recommend only products and companies I use and the income goes to keeping the site community supported and ad free.

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Home » North America » Boston

BOSTON Itinerary • MUST READ! (2024)

Boston is the capital of, and largest city, in the state of Massachusetts. Boston was founded all the way back in 1633 making it one of the oldest cities in the United States, and it played a very crucial role in the American Revolution. You can learn all about its fascinating and important history during your weekend in Boston.

Planning a trip to Boston has never been this easy! The thriving port city has a myriad of exciting activities to take part in, as well as a multitude of sightseeing attractions.

If you’re up for the hustle and bustle of city living, with the peace and tranquility that comes with staying by the seashore, then a Boston visit is on the cards!

Here’s everything you need to know, to create your very own Boston itinerary!

boston tour ideas

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Best Time To Visit Boston

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If you’re wondering when to visit Boston , the answer is: there’s no time like the present! But there are certain weather patterns at different times of year that might suit your schedule best.

The most popular time to travel to Boston is between June and October. The weather is warm and there are plenty of outdoor festivals, football games and other exciting entertainment options to take part in!

When to Visit Boston

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From November to February Boston gets very cold, but if you can stomach it you’ll have plenty to celebrate! You’ll get the chance to enjoy reduced prices of accommodation, tours, and activities around the city, which is a major plus if you’re on a budget! Just remember to pack warm clothes as you’re sure to need them this time of year.

Between March and May is Boston’s springtime. The weather starts to warm (ever so slightly), but you can still enjoy discounted rates and peace and quiet at the many Boston attractions. If you’re a little wary of the weather, just take a few Boston walking tours as they’re sure to get your heart pumping in no time!

boston tour ideas

With a Boston City Pass , you can experience the best of Boston at the CHEAPEST prices. Discounts, attractions, tickets, and even public transport are all standards in any good city pass – be sure invest now and save them $$$ when you arrive!

Looking for accommodation can be a tough job, so we’re going to make your life a little easier by telling you about the best place to stay in Boston !

South Boston is a great place to stay, especially if you’re a first time visitor to this wonderful city. The neighborhood hugs the bay and is home to the scenic waterfront! The waterfront is a stretch of land about 1-mile long, where Bostonians walk their dogs or go for romantic strolls in the evening.

In recent years, the neighborhood has experienced an influx of young professionals, so expect the days to be quiet and the evenings to be abuzz with activity and youthful cheer!

Where to stay in Boston

Jamaica Plain is a very diverse neighborhood, where everyone who aspires to be different tends to stay. You’ll find hipsters of every variety staying in this old and quaint neighborhood! Jamaica Plain is home to Jamaica pond, which is a large urban park, perfect for those looking to get out of the hotel for a jog or even a leisurely stroll.

Davis Square could be considered one of the most happening neighborhoods in town. The neighborhood is home to a lively mix of students, young professionals, and old-timers who still like to party! You’ll find a multitude of restaurants and cafes, bustling with a community of thriving individuals.

Need to know to where the best hostels in Boston are? Here are our top accommodation picks for your Boston trip itinerary!

Best Hostel in Boston – HI Boston

boston itinerary

HI Boston offers an incredible communal setting that leaves you feeling refreshed to start touring Boston every morning! After indulging in a free breakfast at the hostel, be sure to play pool and engage with your fellow travelers. With a great central location, there’s no better hostel to add to your Boston itinerary!

Best Airbnb in Boston – Studio in Prime Location

Studio in Prime Location

Spack dab in the heart of Back bay is this astonishing home that offers one of the most comfortable stays in the city. It’s definitely one of the best Airbnbs in Boston . Located on the lively street of Newberry, you have access to the most premier shopping in the city and the award-winning restaurants you’ve only seen on tv. Speaking of food, the kitchen is small but does have everything you need to cook a quick meal, but being in the popping neighborhood, you will most likely be enjoying all the cafes he neighborhood has to offer anyways.

Best Budget Hotel in Boston – YOTEL Boston

boston itinerary

This wonderful hotel is located in Boston waterfront and offers a rooftop terrace with panoramic views of the city! Guests can indulge themselves at the on-site restaurant that serves absolutely delectable dishes. Make sure you make use of the on-site fitness center and take a visit to the many nearby Boston attractions!

Best Luxury Hotel in Boston – The Eliot Suite Hotel

boston itinerary

This historic hotel is located in Bostons’ iconic Back Bay area. The Eliot Suite Hotel is elegant and offers many perks, such as the on-site sashimi bar! Guests can also enjoy free access to the sports club and business center that provides a constant flow of entertainment for visitors to the hotel.

There are a hell of a lot of things to do in Boston . In order execute your Boston itinerary, you’re going to need to know how to get around!

When traveling through a few neighborhoods, taking the commuter rail is a great option! It travels around the outskirts of the suburbs, giving you access to a few different areas. It’s also a fairly cheap option, and possibly the best way to tour Boston.

Taking the bus is a very common way to get around the city. It’s perfect for intercity travel and is always decently priced. There are also extensive late-night routes for those still out and about in the early hours.

Boston itinerary

BlueBikes is a bicycle sharing system with over 100 stations and over 1000 bicycles throughout the city. If you’re looking for an easy way to get around while staying active, this may be the way to go. You can purchase a 24-hour card that gives you access to bikes all around the city for a day.

Of course, taking a taxi around the city is always an option, although traffic does tend to be an issue in rush hour, so be careful of the times you choose to take this form of transport. Taxis are also more expensive than other forms of transport, so we wouldn’t recommend it if you’re on a budget.

Boston Public Garden | Boston Pond | Isabella Stewart Gardner Museum | Trinity Church | Little Italy

If you’re only spending one day in Boston, it’s important to hit some of the most popular tourist attractions in Boston . You’ll spend the day strolling through the Boston Gardens and taking a ride in the famous swan boats, before checking out an art museum, Trinity Church and finally exploring Little Italy!

Day 1 / Stop 1 – Stroll Through the Boston Public Garden

  • Why it’s awesome: A large garden located in the heart of Boston, which is also the perfect place for a morning stroll.
  • Cost: Free!
  • Food nearby: The Friendly Toast Restaurant is a local favorite for those looking for early morning breakfast! After a stroll in the gardens you’re sure to have worked up an appetite, so be sure to try their delicious French toast or their incredible gluten-free pancakes!

Boston Public Garden is the oldest public garden in America, giving it a very old-timey feel. A Victorian bridge crosses the pond, and intricate statues are scattered around the lawns.

There is a series of paths that wind their way through the lawns, providing visitors with a wonderful view of the English-style garden. There is a formal garden area that was planted by the city in an attempt to make the garden even more appealing than it already is. The flowers planted blossom throughout the year to create a beautiful show.

Boston Public Garden

The pond that acts as the centerpiece for the public gardens is home to a great number of ducks in the warmer seasons, as well as a few swans. There are even swan boats that have become a very popular tourist attraction in Boston during the summer.

While going for your morning stroll in the public gardens, be sure to look out for the Equestrian statue of George Washington, which is a very interesting piece that seems to have gained popularity over the years.

Day 1 / Stop 2 – Ride on the Pond

  • Why it’s awesome: There are many ways to enjoy the pond, depending on what time of year you decide to visit Boston.
  • Cost: Adults USD $4 and Children USD $2.50
  • Food nearby: Saltie Girl is a highly unique restaurant that has become a favorite amongst the locals. They serve incredibly fresh seafood in a diverse range of dishes, and boy do they do it well! The atmosphere is also lovely.

After strolling around the Boston Public Gardens, you’re sure to be in need of a ride around the pond. Since 1877, there have been boats that sail the pond that are adorned with a swan body at the back of the boat.

If you decide to go for a ride, you’ll hop in the boat and be paddled around the pond by a tour guide who sits comfortably in the swan part of the boat. This can be a very peaceful and fun experience for the whole family!

Boston Pond

Unfortunately, the boats are only in operation during the summer months. But that doesn’t mean that in winter you miss out on all the fun. The pond is only 3 feet deep, so it freezes over easily in winter and makes for the perfect ice rink.

Be sure to take a skate on the ice if you do happen to be staying in Boston during the colder months.

Day 1 / Stop 3 – Visit the Isabella Stewart Gardner Museum

  • Why it’s awesome: The Isabella Stewart Gardner Museum is a woman’s personal collection of artworks that she and her husband collected throughout their lives.
  • Cost: USD $15
  • Food nearby: Wahlburgers is a famous burger joint starter by Mark Wahlberg and his brothers. They serve deliciously meaty burgers as well as a multitude of other delectable main courses. Be sure to try their spiked milkshakes if you’d like a creamy treat to get your buzz on!

The Isabella Stewart Gardner Museum is housed in the personal home of Isabella Stewart Gardner and shows off her personal collection of incredible artworks.

In the museum, you’ll find artworks from famed artists such as Botticelli, Titian, Fra Angelico, and John Singer Sargent, as well as many others.

When Isabella passed away in 1924, she instructed in her will that her house should be opened to the public as a museum. Unfortunately, in 1990 there was an art theft at the museum and 13 paintings were stolen. Amongst them were artworks from Rembrandt and Vermeer, as well as 11 others that were never recovered.

Isabella Stewart Gardner Museum

There is also a beautiful garden in the center of the museum, which is a lovely place to sit and relax, as well as taking a photo under the luscious vegetation.

Isabella was a Boston Red Sox fan, so anyone wearing Red Sox paraphernalia when visiting the museum gets a discounted entry fee. Discounts will also be given to anyone named Isabella!

Day 1 / Stop 4 – Visit Trinity Church

  • Why it’s awesome: The original Trinity Church was built in 1733 but was burnt down in the famous Great Boston Fire. The current version was built shortly afterward to replicate the original.
  • Cost: USD $10
  • Food nearby: Eataly Boston is a fantastic collection of indoor restaurants that provides you with a wonderful selection of delicious Italian food. With one communal dining area, visitors can all get their meal from a restaurant that suits their preferences whilst still dining together. Expect a selection of wonderful pasta dishes, seafood delights and a wide selection of delicious comfort food.

Trinity Church is the first Romanesque style building to be built in Boston and makes a real statement in its surrounding area. The church is still operational to this day, as people go to worship every Sunday!

For a small entrance fee, you’ll get the opportunity to tour this Boston landmark and see the incredibly intricate architecture that makes this building so great!

Trinity Church Boston

The building is built in the shape of a Greek cross, which was truly unique for its time, and it features murals by the famed artist John La Farge. The stained glass windows were done by various different artists but remain a prominent feature of the beautiful church.

Trinity Church consistently ranks in the top 10 for America’s most significant architecture and is a wonderful sightseeing adventure.

If you’re a fan of statues, ornaments, paintings, and intricate architecture, be sure to add this amazing activity to your Boston itinerary.

Day 1 / Stop 5 – Take a Walk Through Little Italy

  • Why it’s awesome: Little Italy is the oldest inhabited area in Boston and has the same feel as a quaint cobbled street in Italy.
  • Cost: Free to explore!
  • Food nearby: La Famiglia Giorgio’s Restaurant is a family-friendly restaurant that serves delectable Roman cuisine in healthy portions! If you’re looking for a wonderful mix of Italian seafood dishes and other hearty meals, then this is the perfect restaurant for you to visit during your time in little Italy. Be sure to add this wonderful restaurant to your Boston itinerary! If you have more time, you could even take a food tour of Little Italy in Boston !

Taking a stroll through the cobbled streets of Little Italy is one of the most amazing Boston points of interest. Many of the buildings in this area were built during the late 1600s and early 1700s, so they’re lots of fun to look at and to explore.

In the early 20th century, the area experienced an influx of Italian immigrants and remains the most popular place for Italians to frequent in the city.

Little Italy

The neighborhood has maintained its Italian character over the years and is now home to a variety of Italian restaurants, bakeries, and vendors.

On the last weekend of August every year, the area hosts The Feast of All Feasts , where you can experience vendors lining the streets selling wonderful smelling and tasting delights. If you’re not in the area during this time, there are still plenty of tasty treats for you in the surrounding restaurants and from vendors in the area.

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Bunker Hill Monument | USS Constitution Museum | Museum of African American History | Greenway Carousel | Boston Common

If you’re spending 2 days in Boston , you’re going to need more activities. You’ll climb a monument, visit two museums, ride a very unique carousel and end the day in Boston Common.

Let’s dig into day 2 of your 2 day itinerary in Boston!

Day 2 / Stop 1 – Climb Bunker Hill Monument

  • Why it’s awesome: Bunker Hill was where the first battle between colonial and British forces took place in America.
  • Cost: Free to visit!
  • Food nearby: Monument Restaurant and Tavern serves delicious and unique brunch meals that will fill the hole in your stomach created by the invigorating climb to the top of Bunker Hill Monument. Enjoy a variety of comfort food options in a cozy setting that allows you to sit back and relax while indulging in your meal.

The Bunker Hill Monument was built in remembrance of the first bloody battle between colonists and the Britsh forces and stands an impressive 67 meters tall. After picking up a free climbing pass at the bass of the monument, you’ll be able to climb right to the top, which provides spectacular views of the beautiful city!

At the base of the monument, you’ll see a metal statue of Colonel William Prescott, who was the leader of the rebel forces. He was the one who gave the famed instructions “Don’t fire until you see the whites of their eyes”.

Bunker Hill Monument

Although the British won that battle, it was a significant one that proved how much damage the rebels could inflict on them.

Climbing the monument is an activity you simply must add to your Boston itinerary as you’ll get the chance to enjoy panoramic views of the city below. Be sure to take your camera along for this activity as the sight is incredible!

Day 2 /  Stop 2 – Visit the USS Constitution Museum

  • Why it’s awesome: The USS Constitution is the oldest commissioned naval vessel in the world that is still afloat.
  • Cost: USD $10 – USD $15
  • Food nearby: Brewer’s Fork is a cozy and rustic restaurant that serves delicious wood-fired cuisine. The pizzas are fantastic and the other dishes are very comforting! It’s the perfect place to stop off for lunch before heading to the next activity on your Boston itinerary!

The USS Constitution was commissioned by President Washington and set sail to the high seas in 1797. The ship is best known for defeating five British warships in the war of 1812. The ship now sits in the naval yard, and contains a whole host of wartime and maritime memorabilia, and serves the public as a museum.

Visitors are allowed to board the ship and explore the decks as well as take photos onboard.

USS Constitution Museum

The wooden-hulled ship is known lovingly by Bostonians as Old Ironside and matches the old-timey feel of Boston city as a whole.

If you care for a stroll around the navy harbor, it’s always an educational experience and is one of the best places to visit in Boston . You can take a guided tour of the harbor, or venture out on your own. Either way, you’ll have a learning experience second to none.

Day 2 / Stop 3 – Explore the Museum of African American History

  • Why it’s awesome: The Museum of African American History is an informative museum that gives you the opportunity to learn about slavery and segregation in Boston.
  • Food nearby: The Paramount serves American style comfort food in a cafe style diner that has a wonderful atmosphere. Tuck into a pancake stack, fluffy french toast or a juicy burger that will tantalize your taste buds.

The building in which the Museum of African American History is housed was built in 1835 as Abiel Smith School and was the very first public school in Boston for African American children.

It was used for this purpose for twenty years until in 1855, when African American children were integrated into all public schools.

Museum of African American History

The museum not only shows what the school was like when it was in operation but also what life was like as an African American individual during the 1800’s.

If you’re interested in the history of oppression in the city, then this museum is a must-see on your Boston itinerary.

The museum is part of the Black History Tour that is run in Boston, so if you’re planning on taking the tour, then give this activity a skip on the 2nd day of your Boston itinerary.

Day 2 / Stop 4 – Ride the Greenway Carousel

  • Why it’s awesome: The Carousel is located in the Tiffany & Co Foundation Grove and is a fairly new addition to the grove.
  • Food nearby: Fogo de Chao Brazilian Steakhouse is an upscale restaurant that serves a wonderful variety of delicious Brazilian cuisine. They specialize in meat dishes but also have a fantastic selection of vegetarian meals. If you haven’t tasted Brazilian cuisine, this is the perfect place to try it for the first time, so be sure to add this tasty experience to your Brazilian itinerary.

The Greenway Carousel is an activity that’s not only for kids but for adults too! The carousel contains a variety of different animals that you can ride, all of which are native to Boston. This makes the experience all the more unique and educational.

You can find lobsters, harbor seals, owls, grasshoppers, bunny rabbits, and eagles, as well as a whole hoard of other animals.

Greenway Carousel

The carousel was designed with adults and children with physical disabilities in mind. So you’ll find it’s very easily accessible and has many features that make it a more inclusive experience.

Unfortunately, the carousel only operates on Fridays and Saturdays, so it’s great for a weekend in Boston , but you can visit on any day just to see what it looks like. Each animal on the carousel is a work of art, and worth going to see whether it’s on or not.

Be sure to take your camera along for this activity.

Day 2 / Stop 5 – Stroll the Boston Common

  • Why it’s awesome : The Boston Common is the oldest park in America as it’s been in use since 1634.
  • Food nearby: Pho Basil serves a mix of authentic Thai and Vietnamese cuisines. They serve a multitude of Vegetarian, Vegan, meat and fish dishes, so there really is something for everyone’s taste buds and dietary requirements. The meals are served in a generous portion which you’ll be very grateful for after a day of exploring and adventuring.

This 50-acre park is one of the most popular Boston landmarks as it’s visited by locals and tourists daily. We recommend visiting the Boston Common in the early evening when locals are on their way home from work, and often stop for chat or a vendor meal in the park.

The Boston Common was once a cow pasture, and then a British camp, before becoming an execution ground. Luckily for us, the area is a lot calmer now and has been used as a public park for almost 400 years.

Boston Common

The area is often used for public speeches, gatherings, protests, and concerts. Some of the most notable speakers to give a speech at the park were Martin Luther King Jr and Pope John Paul II.

This park is one of the stop-offs in the Freedom Trail, so you’ll see plenty of tour guides dressed in revolutionary period clothing.

HI Boston

HI Boston offers an incredible communal setting that leaves you feeling refreshed to start touring Boston every morning!

  • Free Breakfast
  • Reception (limited hours)

Freedom Trail | Black Heritage Trail | Boston Harborwalk | Harvard Yard | Mapparium

If you’re spending 3 days in Boston, you’re going to need a few more activities! Here’s what to do in Boston if you’re staying for a few more days!

Walk the Freedom Trail

  • 5-mile walk
  • 16 historically significant sites

The Freedom Trail is a wonderful activity to take part in during your time in Boston. Although there are many guided tours that take you along the Freedom Trail, it’s easy enough to take the tour on your own.

A series of bronze markers are embedded in the sidewalk, which point you in the right direction and allow you to follow them all 2.5 miles!

Freedom Trail

Along the way, you’ll get to stop-off at 16 historically significant sites, where you can learn a little more about the cities past before continuing along the route. The great part about taking a self-guided tour is that you decide where you’d like to spend the most time. You can also take a break to enjoy lunch at a restaurant or street-food vendor of your choice.

Most of the stops along the route are free to visit, which makes this great value for money as you’ll only have to pay admissions at 3 of the 16 sites (Paul Revere House, the Old South Meeting House, and the Old State House). If you’re on a tight budget, you can give these places a skip.

If you’re a history lover, then this activity simply must be added to your Boston itinerary!

Black Heritage Trail

  • Boston walking tour
  • 5 mile walk
  • Beacon Hill neighborhood

The Black Heritage trail leads you down a 1.5 mile trail where you’ll get the chance to visit some of the most significant places in Boston relating African American history. The Beacon Hill neighborhood was home to Boston’s black population before the civil war.

After the civil war, the African American people staying in Beacon Hill were integrated into the rest of the city with all the other Bostonians.

Along the trail, you’ll visit the 54th Massachusetts Regiment Memorial which is situated in the Boston Common. You’ll also visit the African Meeting House, which was a secret meeting place for African American individuals before the civil war.

Black Heritage Trail

You’ll then visit the Lewis and Harriet Hayden House which is the home of the famed abolitionists. There you’ll learn about the plight of African Americans who were fighting for their rights. You’ll visit a few more sights, including the first public school for African American children.

There are tours that can lead you along the trail. These take place a few times a day and may offer extra insights into the past, however it is easy enough to take yourself on the trail if you’d like to save some cash!

Take the Boston Harborwalk

  • 47 miles long
  • Stunning views
  • Activities along the way

The Boston harborwalk is something you have to do while you’re in the wonderful city! Although the walk is rather long and you probably won’t be able to walk all the way (especially in one day), you could hire a bicycle, or just complete part of the walk on foot.

It’s a wonderful way to end off the day, walking along the seaside while the sun sets. There are also plenty of activities to take part in along the way if you’d like to make a day of it.

Boston Harbor Walk, Boston

While you enjoy stunning views of the city and the sea, be sure to stop at the USS Constitution, the Boston Tea Party Museum, the New England Aquarium, and the Institute of Contemporary Art.

End your day of exploring at Castle Island, a piece of Boston that juts out into the ocean and contains many of the best restaurants, cafes and high-end shops in the city.

If walking that distance seems a little intimidating, why not take a boat ride or a cruise along the shoreline to experience the route from a different perspective. If you’re spending more than a week in Boston, be sure to complete the route before you leave as it’s quite an accomplishment! It will leave you with some great memories and magnificent views etched into your memory.

Explore Harvard Yard

  • The oldest part of Harvard University
  • The central hub of Harvard
  • Surrounded by attractions

The Harvard Yard is the central hub of the university, and is a great place to pick up on the atmosphere of this incredibly diverse school. Here you’ll find students playing outdoor games, whether it be a game of frisbee or a quieter game of chess.

In the Harvard Yard, you’ll see the John Harvard Statue to commemorate one of the founders of the university in 1638. The statue is made of bronze and serves as an integral part of the yard.

Harvard Yard

The Harvard Yard is the oldest part of the university and is surrounded by the Harvard library as well as the Memorial Church. The area opens up into the Harvard square, which consists of restaurants, bars and shops which are continually filled with cheerful students from the university!

You can roam this area of the campus as you please, and explore the different buildings that make up this wonderful university. Guided campus tours are lead by the students of the university at different times throughout the day. However, you can easily take yourself on a self-guided tour of the area!

See the Mapparium

  • See the world globe without distortion
  • Built in 1935
  • Three-story map

The Mapparium can be found in the headquarters of the Christian Science Monitor. It’s a huge glass globe the size of a three-story building. To view the globe, you step inside and view it from the inside.

The Boston Mapparium is the only place in the world where you can see the entire globe without a distorted perspective. If you stand in the middle of the floor, your eyes will be equidistant to every point on the map, allowing you to see the globe for the first time, as it really is.

Mapparium

The globe was built in 1935 and lights up so that you’re able to see each point accurately. The perfect spherical shape of the globe allows this masterpiece to be a whispering gallery too. If you whisper into one side of the globe, another individual will be able to hear you at the opposite end of the globe.

In order to enter, you’ll have to take a guided tour which takes place every 20 minutes. Be sure to check the tour times before venturing out to the awesome Boston attraction.

If you’re a fan of geographical artifacts, this is a wonderful thing to do. Although some of the names of the countries are a little out of date, you’ll still find it to be very geographically accurate!

For the most part, Boston is a fairly safe place. However to pass a safe vacation in Boston you should excercise some precautions. In recent years, theft has become a bit of a problem in recent years so it’s important not to avoid “run down looking” neighbourhoods.

Crime tends to increase at night in quiet areas, so be sure to stick to the more populated areas if you find yourself out and about during the evening.

Smoking in Boston is forbidden in most areas! To ensure you don’t get into trouble with the law, make sure you don’t start lighting up just anywhere. There are actually only a handful of places you’re allowed to smoke, so be sure to check for a sign stating you’re allowed to smoke before lighting that cigarette.

If you’re visiting Boston in winter, it’s important to be prepared. Bring shoes with rubber soles and warm jackets as it can snow at any time during the winter months. You don’t want to get caught in a sleet storm unprepared!

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If you’re spending a little more time in this wonderful city, you should consider taking a few day trips from Boston . Here are a few of our favorite day trips that you should be adding to your Boston itinerary!

Boston Duck Tour

Boston Duck Tour

The Duck is a unique amphibious vehicle that allows you to discover Boston from a completely different perspective. A duck is a vehicle that was used during World War II to travel on both land and in the water.

You’ll start off touring the historic streets of Boston before plunging into the Charles River, where you’ll enjoy an 80-minute tour of the city. Along the way you’ll get the chance to learn about the unique heritage of the city that gave birth to freedom in America.

All this while enjoying splendid views of the city from the perspective of the water!

Guided Tour of Fenway Park

Guided Tour of Fenway Park

Fenway Park is home to the beloved Boston Red Sox Baseball Team. On this guided tour, you’ll learn about the stadium which is now over 100 years old and about it’s famous home team.

You’ll learn about the many unique features of the Fenway Park Stadium and about the careers of some of its very best players. You’ll also browse the stadiums 170,000 artifacts and over 150,000 photographs.

If you’re a sports fanatic, this tour is the perfect one for you while you’re visiting Boston.

The Boston Tea Party Interactive Day-Trip

The Boston Tea Party Interactive Day-Trip

During this Boston day-trip, you’ll get the opportunity to go back in time, and learn about the Boston Tea Party , which triggered the American Revolution. The Boston Tea Party was a protest against unfair taxes, so you’ll get the chance to throw tea overboard to recreate the actions of the sons of liberty.

Along the way, you’ll see holographic characters that will teach you about the events that triggered the American Revolution. You’ll also explore a replica of 2 of the Tea Party Ships that belonged to the Dutch East India Company.

Boston Guided Trolley Tour

Boston Guided Trolley Tour

On this trolley tour, you’ll travel past 120 of the best sightseeing highlights in Boston. You’ll travel through Beantown from Little Italy, all the way through to the waterfront. Be sure to take an amble around the waterfront as there are a myriad of awesome restaurants and wonderful shops to explore.

You’ll be able to stop for photos at any point along the route, so be sure to bring your camera along for this adventure!

You’ll follow along the freedom trail, stopping off at many of its main attractions before the tour comes to an end.

Martha’s Vineyard Day Trip and Island Tour

Martha’s Vineyard Day Trip and Island Tour

Take this day trip from Boston that gives you the opportunity to travel to Martha’s Vineyard without the hassle of booking land and ocean transport.

On the tour you’ll see the homes of many famous celebrities, a gingerbread house and America’s oldest carousel. All of which are great sightseeing opportunities.

Enjoy magnificent views as you travel through the water to the wonderful island. You’ll visit all 6 towns on the island before hopping back on a ferry and heading back to Boston. The tour is all-inclusive so snacks and lunch will be provided during the day.

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Find out what people want to know when planning their Boston itinerary.

What should you include on a 3 day Boston itinerary?

Make sure to check out these Boston hotspots: – Little Italy – Bunker Hill Monument – Boston Common – Black Heritage Trail

Where should you stay for a weekend in Boston?

Back Bay is a great option if you’re short on time as it offers easy access to top attractions. For nightlife, base yourself downtown.

What can you do in one day in Boston?

Walking the Freedom Trail (or part of it) is a great way to see Boston’s top historical attractions. Head to Little Italy for food, and chill out in the Public Garden.

Are there any good day trips from Boston?

There are plenty of Boston trips to choose from. Hop on a Boston Duck Tour, a guided Trolley Tour, or head out to Martha’s Vineyard for an island tour.

Boston being one of the oldest cities in the United States has so many heritage sights to see and history lessons to learn. Although the city does have a dark past, Boston is also the birthplace of freedom in America.

Boston leaves little for the heart to desire as it provides sea-side views, as well as a vibrant city life that is comparable to that of the hustle and bustle of New York.

Stroll through the waterfront in the morning and spend the evening exploring the thriving nightlife in Boston, before heading back to one of the best places to stay in Boston.

No matter what your vacation preferences are, this holiday is sure to blow your mind and keep you coming back.

So what are you waiting for? Start booking the most exciting tours in Boston for your travels! Can you hear it? The hustle and bustle of Boston’s city life is calling your name!

boston tour ideas

Mary Beth Skylis

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  • Destinations
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Boston Travel Guide

boston tour ideas

Boston is not only one of America's oldest cities, it's also one of the most walkable, and we'd even go as far as saying it's one of the easiest to explore. From the Italian roots of the North End to Boston's quintessential brick facades and New England charm, the city has historical and cultural fascination around every corner. First-time visitors wondering what to do in Boston will be thrilled to find that there is an activity to please every kind of traveler—Red Sox games for the sports fans, oysters shucked fresh at the Boston's best restaurants for the foodies, Freedom Trail walking tours for the history buffs, and public green spaces for relaxing in the summertime.

Boston is an intimate city, but its cultural breadth makes it feel like a much larger hub. You can feast on some of the country's best dim sum in Chinatown, then walk 15 minutes and be at a brewery by the water. You can go spend an afternoon at a world-renowned art museum and wind up at a Sox game that night, or start your day strolling the Harvard University campus and end the day taking in a concert at the legendary House of Blues.

Eastern Standard Time (Daylight Savings Time, seasonal. Dates vary)

Best Time to Go

The best time to visit Boston is from May to November. The late spring and summer months bring beautiful weather (temperatures reach nearly 70 by May and hover in the low 80s by July). Fall in Boston is picturesque, with Harvard University, MIT, and Boston University's campuses trimmed in foliage and temperatures slipping into the low 70s in September and low 60s in October.

Visiting in the late spring means catching the Bruins and Celtics close to the playoffs, but you'll want to avoid the graduation weeks in May if at all possible. The summer is lovely in Boston—it's not too hot, and while tourists flock to the city in June, July, and August, the student population clears out. Fall is by no means the off-season, with tourists continuing to arrive and students moving in, but visiting in September and October affords you some of the very best Boston weather. We'd recommend avoiding Boston travel from November to April, as these are the coldest, grayest months.

Things to Know

Boston Common is the oldest public park in the United States dating back to 1634.

Boston was the first U.S. city to build a subway line, the Tremont Street Subway built in 1897.

Another Boston first was Revere Beach, the first public beach in the country.

Boston baked beans, New England clam chowder, Boston cream pie, lobster rolls, and Fenway Franks are some of the foods associated with the city.

Boston's Beacon Hill neighborhood is one of the city's oldest communities, named for the beacon that once warned locals about invasions. Today it's a protected historic district, and its classic homes can be admired on a self-guided walking tour .

The National Park Service manages several of Boston's popular tourist sites.

How to Get Around

Trains: Public transportation in Boston runs through Massachusetts Bay Transportation Authority (MBTA), which offers two types of trains: the metro and the commuter rail. There are 13 commuter rail lines, all of which will take you out to various suburbs of the city. There is also a comprehensive metro—which Bostonians call "the T"—that runs throughout Boston and can easily bring you to most major attractions and neighborhoods in the city. The T has four lines—the red line, blue line, orange line, and green line—and is generally very easy to navigate. Find the subway map here .

You can purchase a CharlieCard , a reusable card to use on MBTA trains and buses.

Buses: The MBTA offers a vast number of city buses , all numbered and servicing different areas of the city. They also have Silver Line buses that go to Logan Airport from South Station.

Taxis: While taxis are not as abundant here as they are in, say, New York City, it's still simple to grab a cab at Logan Airport or at South Station (a central transportation hub where most buses and trains from other cities arrive). You can also, of course, call in advance for a taxi from a local cab company like Boston Cab Dispatch .

Car service: Uber and Lyft are available in Boston, as are black car services like Master Livery .

Best Hotels

Boston harbor hotel.

Address: 70 Rowes Wharf, Boston, MA 02110 Phone: (617) 439-7000 Book Now

The epitome of luxury hospitality in Boston, Boston Harbor Hotel is a five-star property right on the water with 232 rooms and suites. The centrally located hotel is walking distance to South Station, Faneuil Hall, and State Street. Guests will enjoy dining on-site at Rowes Wharf Sea Grille, exercising in the private health club, and languishing in the beautifully designed common areas.

Encore Boston Harbor

Address: 1 Broadway, Boston, MA 02149 Phone: (857) 770-7000 Book Now

Bringing Las Vegas hotel vibes to Boston, Encore Boston Harbor opened in 2019 offering the chic atmosphere promised by Wynn Hotels. In Everett, Massachusetts, it's slightly out of the way, but you can still make it to the heart of downtown Boston in 15 minutes by car. Encore Boston Harbor has a 24-hour casino and exemplary dining at Rare Steakhouse.

Four Seasons Hotel Boston

Courtesy of Four Seasons Hotel Boston

Address: 200 Boylston Street, Boston, MA 02116 Phone: (617) 351-2036 Book Now

Four Seasons Hotel Boston gives travelers a taste of the Back Bay and is near Boston's Freedom Trail and Beacon Hill. The hotel is perfect for long-term stays or families. Four Seasons Hotel Boston has a lovely heated indoor pool and on-site dining with views of the Boston Public Garden at Aujourd'hui Lounge. "You can tell that the staff of Four Seasons Hotel Boston considered every angle of the guest experience," said Liz Cantrell , a T+L senior editor.

The guest rooms were redone in 2019 and the property underwent a renovation of the public spaces in 2023. "The new design is stunning and reflects the Boston Public Garden and pays homage to the historic brownstones around the neighborhood of Back Bay," Cantrell added. "There are shades of green and botanical touches throughout the hotel, but I found the most stunning example to be the impressionist mural — depicting the Public Garden's flora and fauna — behind the reception desk."

XV Beacon Hotel

Address: 15 Beacon Street, Boston, MA 02108 Phone: (617) 670-1500 Book Now

Named for its address of 15 Beacon Street, XV Beacon Hotel is a five-star property with a boutique spirit and a historic facade. The beaux-arts building in the luxe Beacon Hill neighborhood of Boston is home to just 63 rooms, cultivating an intimate, exclusive feel. But even more remarkable is the fact that there are only seven rooms to a floor, which guarantees ample space and privacy in each guest room.

Kimpton Nine Zero Hotel

Address: 90 Tremont Street, Boston, MA 02108 Phone: (617) 772-5800 Book Now

On Boston's iconic Tremont Street, Kimpton Nine Zero is an inviting boutique hotel with complimentary wine happy hours and 190 rooms and suites with chic decor pieces (if you're lucky, you might end up with an Eames chair set by the window). The hotel sits at the intersection of Downtown Crossing, Beacon Hill, and the Financial District, and is a short walk to Faneuil Hall, Boston Common, the waterfront, and TD Garden for those keen on catching a Celtics or Bruins game.

The Liberty, a Luxury Collection Hotel

Address: 215 Charles Street, Boston, MA 02114 Phone: (617) 224-4000 Book Now

On Charles Street, The Liberty has North End charm with exposed brick-lined interiors and high-end Italian fare at Scampo. The hotel was once the Charles Street Jail, and the common spaces really play into that theme. Visit Alibi for cocktails and small plates "set in the old 'drunk tank' of what was Boston's historic Charles Street Jail," and their seafood restaurant called CLINK, also on-site.

The Charles Hotel

Address: 1 Bennett Street,Boston, MA 02138 Phone: (617) 864-1200 Book Now

The Charles Hotel is a Cambridge landmark located right in Harvard Square—situating it next to great coffee houses, music venues, shopping, and some of the most idyllic brick-lined streets in Cambridge. The rooms at The Charles Hotel are furnished with historic pieces from all over New England and some offer views of the Charles River. You'll also find high-end suites to accommodate larger families, including the Dean's Suite, Presidential Suite, and Chancellor's Suite.

The Verb Hotel

Address: 1271 Boylston Street, Boston, MA 02215 Phone: (617) 566-4500 Book Now

A boutique, three-star hotel near Fenway Park known for keeping the spirit of rock music alive, The Verb Hotel features eclectic music-inspired decor and vibrant colors. The vibe in the rooms and common spaces is very retro-chic, and the hotel has an outdoor pool and lively pool deck. You can also dine on-site at The Verb's sushi restaurant, Hojoko.

907 Main Hotel

Address: 907 Main Street, Boston, MA 02139 Phone: (617) 354-9907 Book Now

A boutique hotel in Cambridge, 907 Main Hotel just opened in fall 2020 as a city venture by independent New Hampshire hotel company Hay Creek Hotels. In the buzzing Central Square, 907 is minimalist and cozy with a rooftop bar (the only rooftop bar in Central Square, in fact). And it's close to both Harvard University and MIT.

The Newbury Boston Hotel

Address: 1 Newbury Street, Boston, MA 02116 Phone: (617) 536-5700 Book Now

The Newbury Boston Hotel opens in spring 2021 and will sit at the intersection of Newbury and Arlington streets. Formerly the Taj Boston Hotel, this iconic property at 1 Newbury Street was originally a Ritz-Carlton when it opened in the 1920s. Located in the Back Bay, one of the famously high-end neighborhoods of Boston, The Newbury is walking distance to the Boston Public Garden and a myriad of other Boston attractions.

Best Restaurants

Neptune oyster.

Address: 63 Salem Street #1, Boston, MA 02113 Phone: (617) 742-3474 Website

An iconic North End seafood restaurant, Neptune Oyster serves great lobster rolls and the freshest of fish. But most patrons come for the oysters, as Neptune features eight or nine varieties, as well as for the clams, which are served fried or on the half shell. You'll have to navigate the mad scramble for the coveted seats at the counter, or wait a while for a table in this intimate but lively space, but it's worth it either way.

Oleana Restaurant

Address: 134 Hampshire Street, Cambridge, MA 02139 Phone: (617) 661-0505 Website

Oleana Restaurant is a signature Cambridge restaurant featuring outstanding Turkish and Middle Eastern cuisine, and an imaginative mix of small plates with bold flavors. A popular place that generally requires reservations, you'll be exposed to a creative use of spice blends, delicious leafy vegetables, and a classic cassoulet .

The Boston Sail Loft

Address: 80 Atlantic Avenue, Boston, MA 02110 Phone: (617) 227-7280 Website

When you think of the Seaport District, your first thoughts may stray to tea being dumped in the harbor. But as more and more restaurants are calling this area home, visitors have flocked to the Seaport for a wide range of cuisines. The Boston Sail Loft, winner of multiple Best Clam Chowder in Boston awards, may be no-frills, but it certainly has a lot to offer, including their broiled fresh scrod that's sure to please.

Santarpio's Pizza

Address: 111 Chelsea Street, Boston, MA 02128 Phone: (617) 567-9871 Website

An East Boston landmark for more than 100 years, now with a location in Peabody, too, Santarpio's is in the Pizza Hall of Fame. Four generations of Santarpios have been assembling "upside-down" pizzas—toppings, cheese, and then sauce—on a thin crust that is unequivocally regarded as the best pizza in the city. It's hard to find, in the shadows of Logan Airport, but it's where discussions about great pizza begin and end.

Tatte Bakery & Cafe

Address: Multiple locations Website

It's not often that a bakery starts from one's home and in 14 short years expands to 18 brick-and-mortar bakeries, including two in Washington, D.C.. Nor is it easy for a bakery to be gluten-free, but Tatte's does have a "gluten-friendly" menu that's a big hit. While pastries and desserts are a big draw for patrons, Tatte's does have a dinner menu, an all-day menu, and a weekend brunch.

Christina's Homemade Ice Cream

Address: 1255 Cambridge Street, Cambridge, MA 02139 Phone: (617) 492-7021 Website

Featuring some of the area's finest homemade ice cream, this Cambridge institution has been hand-cranking out its product for almost 30 years. Conveniently located between Harvard and MIT, Christina's is known not only for its innovative and bold flavors, but for the sheer number of flavors that practically forces you to return multiple times. Thankfully, it's open seven days a week.

Address: 1 Huntington Avenue, Boston, MA 02116 Phone: (617) 412-4600 Website

Part of the Columbus Hospitality Group, operating seven restaurants and two hotels in the Boston area, Sorellina brings contemporary Italian-Mediterrranean cuisine to historic Copley Square. The extensive wine list is sure to impress, and their knowledgeable staff complement the "warm-modern design and chic decor" that brings loyal patrons back again and again.

Modern Pastry

Address: 257 Hanover Street, Boston, MA 02113 Phone: (617) 523-3783 Website

In the ongoing cannoli wars in the city's North End, Modern consistently earns top prize. A family-owned business dating back 90+ years, their hand-crafted pastries attract such a following that lines often snake out the door and around the corner. Want something other than a cannoli? Try their carrot cake, ricotta pie, or their delicate pizzelle.

Address: 9 East Street, Boston, MA 02111 Phone: (617) 654-9900 Website

Omakase, a form of Japanese dining where patrons leave themselves entirely in the hands of the chef, is elevated to art form at O Ya. If you don't wish to splurge on omakase, the sushi à la carte is exceptional, and there's a nice range of sakes available to complement the sushi.

Mamma Maria

Address: 3 N Square, Boston, MA 02113 Phone: (617) 523-0077 Website

Mamma Mia is a Boston institution, featuring regional Italian dishes that leverage the local markets, and the bountiful New England produce, meats, and seafood. Romantic, old-world, and authentic are some of the adjectives used to describe this intimate restaurant overlooking North Square, with its cobblestones and historic buildings that transport you back in time.

Address: 21 Bow Street, Somerville, MA 02143 Phone: (617) 616-5319 Website

Union Square in Somerville, just across the Charles River from Boston, is home to this gem of a restaurant, serving luscious Peruvian food. As you immerse yourself in Andean culture, you'll be guided through the staples of Peruvian cuisine, like slow-cooked stews and ceviches. The original "closed-door" in-home restaurant has now expanded to its current space, and integrates Andean music, art, and design for a full sensory experience.

Hei La Moon Restaurant

Address: 88 Beach Street, Boston, MA 02111 Phone: (617) 338-8813 Website

Situated on the outskirts of Chinatown, Hei La Moon has a huge space and a menu to match. It's a great spot for dim sum, available seven days a week, with authentic Chinese food items ranging from shark fin dumplings to fried taro cake.

Alive & Kicking Lobsters

Address: 269 Putnam Avenue, Cambridge, MA 02139 Phone: (617) 876-0451 Website

Lobster rolls, with a twist. Perfectly seasoned lobster meat, salt, pepper, minimal mayo, layered not on a hot dog bun, but two beautifully buttered and toasted pieces of scali bread is what you'll find at Alive & Kicking Lobsters. It's an actual lobster sandwich, that you can take outside and eat, sitting at their picnic tables of this unassuming Cambridge shop. It's definitely worth crossing over the Boston bridges for this tasty treat.

Things to Do

Fenway park.

Address: 4 Jersey Street, Boston, MA 02215 Phone: (877) 733-7699 Website

Visiting Fenway Park is a rite-of-passage activity, because one of the best things to do in Boston is drink beer on the third baseline at a Red Sox game. Opening day at Fenway tends to fall in April, and baseball season—if the Sox make the playoffs—will run into October. Whether you're in Boston on a summer day, or you have to bundle up for a game in late September, it's always worth it to catch a Red Sox game at Fenway Park.

The Freedom Trail

Violet Smirnova/Travel + Leisure

Address: 204 Freedom Trail, Boston, MA Website

Walk the 2.5-mile Freedom Trail as a self-guided tour. It starts at Boston Common and passes 16 important Boston landmarks, including Old North Church and Paul Revere's house. The Freedom Trail organization also offers guided tours, homing in on specific subject matters, from Boston breweries to revolutionary women.

Quincy Market

Address: 206 S Market Street, Boston, MA 02109 Website

Historic Quincy Market, which opened in 1826, is a Boston food hall that first-time visitors won't want to miss. Grab a steaming chowder in a bread bowl from Boston Chowder Co., or an ice cream cone at Quincy's Place. You'll also love shopping at the adjacent North Market, where you'll find local retailers, like Boston Pewter Co., and a myriad of souvenir shops.

Isabella Stewart Gardner Museum

Address: 25 Evans Way, Boston, MA 02115 Phone: (617) 566-1401 Website

The Isabella Stewart Gardner Museum is regarded as one of the most beautiful museums in the country, not just because of the art, but thanks to the opulent courtyard garden. The idyllic courtyard blooms year round, featuring hydrangeas in May and June, bellflowers in August and September, and even winter tropical plants in January. Art lovers will also enjoy the contemporary selection juxtaposed with iconic pieces by Rembrandt, and of course, an ever-relevant rotation of new exhibits.

Museum of Fine Arts

Address: 465 Huntington Avenue, Boston, MA 02115 Phone: (617) 267-9300 Website

One of the most recognizable museums in the world, the MFA hosts exceptional traveling exhibitions—including impressionist exhibitions featuring the memorable works of Monet and Cezanne. They also have long-standing collections that delve into contemporary art and a stunning repertoire of global work.

Boston Common

Address: 139 Tremont Street, Boston, MA 02111 Website

Boston Common is the start of the Freedom Trail, but it's also just a beautiful place to sprawl out for the day in the summer or fall. On Boston Common, you'll find Frog Pond, a picturesque pool in the warmer months and a delightful skating rink in the winter. The park dates back to 1634 and is considered America's oldest park.

Boston Public Garden

Address: 4 Charles Street, Boston, MA 02111 Website

Next to Boston Common is Boston Public Garden, another prime place to relax on a Saturday in Boston. The artfully landscaped gardens are home to iconic artwork, like the Make Way for Ducklings statues. The garden's centrally located pond is where you'll find the famous Swan Boats for a quintessentially romantic Boston experience.

Address: 100 Legends Way, Boston, MA 02114 Phone: (617) 624-1000 Website

TD Garden is where the Celtics and the Bruins play, which means you have the chance to catch a basketball or hockey game while staying in the heart of the city. (In fact, a big perk of Boston is that three of their four major sports teams play in Boston proper.) Catch the Bruins from October to April (or even May if they make the playoffs) and the Celtics on a similar timeline.

House of Blues

Address: 15 Lansdowne Street, Boston, MA 02215 Website

Certainly the most iconic music venue in Boston, the House of Blues on Lansdowne Street is where you can find A-list musical talent. You'll want to scour Ticketmaster in advance of your trip to see if there are any good shows when you're visiting.

Boston Sailing Center

Address: 54 Lewis Wharf, Boston, MA 02210 Phone: (617) 227-4198 Website

Sailing in Boston Harbor is a delightful way to see the city in the summertime. If you're a proficient sailor, you can rent a boat at Boston Sailing Center, but you can also go out with an instructor for a private sailing lesson.

Charles River Bike Path

There are ample biking and running trails in Boston, including the Minuteman Bikeway, which runs from Cambridge all the way to Bedford, Massachusetts, and Cambridge's Fresh Pond. But one of the best Boston paths is the 24-mile Charles River Bike Path, which runs along both the Boston and Cambridge sides of the river passing landmarks from Boston's Museum of Science to Watertown Square, just outside the city.

Trillium Brewing Company

Fancy an outdoor craft beer? Trillium Brewing Company has three prime locations in Boston, one in Fenway with indoor and outdoor space, one near the Seaport district which boasts a great restaurant, and a lively seasonal beer garden near the waterfront.

Best Shopping

Newberry street.

Newbury Street is the most luxurious shopping street in Boston whether you're ready to buy one-of-a-kind pieces at high-end boutiques or you're more of a window shopper. Highlights include Bobbles & Lace for women's clothing and Rothy's Newbury Street for the cult-shoe enthusiasts.

SoWa Vintage Market

Address: 450 Harrison Avenue, Boston, MA 02118 Website

The South End is known for SoWa Vintage Market, which is quite a trendy shopping scene. You'll find vintage apparel, furniture, a slew of gorgeous old leather goods, and of course, vinyl records galore.

Address: 98 Charles Street, Boston, MA 02114 Phone: (617) 722-9200 Website

For those who love a luxurious independent boutique in a charming neighborhood, look no further than Good on Charles Street. You'll find elevated New England home goods, jewelry, and accessories, not to mention a well-curated selection of vintage.

Faneuil Hall Marketplace

Address: 4 S Market Street, Boston, MA 02109 Website

The Faneuil Hall Marketplace is a shopping epicenter of Boston, situated right in front of Quincy Market and adjacent to North Market and South Market. Faneuil Hall Marketplace is where you'll find everything from souvenir shops to New England home goods to favorite, fashion-forward chain stores. Think of Quincy Market, North Market, South Market, and Faneuil Hall as one expansive shopping area, where you'll find great food, plenty of shopping, and a hefty dose of American history.

The Shops at Prudential Center

Address: 800 Boylston Street, Boston, MA 02199 Phone: (617) 236-3100 Website

Have you ever wondered what's actually in the Prudential Center? Well, there's quite a lot going on at the Pru, but many see it as a shopping capital of Boston. With more than 75 stores, including essentials like Saks Fifth Avenue and Canada Goose, and a number of restaurants, it's a lovely place to spend an afternoon on a cold day.

Brattle Book Shop

Address: 9 West Street, Boston, MA 02111 Phone: (617) 542-0210 Website

One of Boston's famous independent book stores is Brattle Book Shop, right off Tremont Street near Boston Common. First opened in 1825, it's "one of America's oldest and largest antiquarian book shops."

Boston Public Market

Address: 100 Hanover Street, Boston, MA 02113 Website

Boston Public Market, near the Haymarket metro station and Quincy Market, is a popular indoor food market open year-round. It feels like a gourmet indoor farmer's market, where you'll find artisanal, locally sourced goods and delicious prepared foods.

Formaggio Kitchen

Address: 268 Shawmut Avenue, Boston, MA 02118 Phone: (617) 350-6996 Website

For the passionate foodie, Formaggio's Kitchen is a culinary institution with a truly revelatory cheese selection. They started out in Cambridge (where they have two locations), and have now expanded to a Boston location in the South End on Shawmut Avenue—and have even set up a shop in New York City.

Copley Place

Address: 100 Huntington Avenue, Boston, MA 02116 Phone: (617) 262-6600 Website

Copley Place, in the Back Bay, is a prime shopping area for legacy brands. The enclosed shopping center has more than 50 high-end boutiques, including coveted names like Louis Vuitton and Burberry.

December Thieves

Address: 51 Charles Street, Boston, MA 02114 Phone: (857) 239-9149 Website

Venture to the chic enclave of Beacon Hill—which some might think of as a more intimate version of the Back Bay—and you'll find December Thieves, which offers a "curious and cultivated" selection of clothing, accessories, and home goods. The Beacon Hill boutique fuses luxury comfort, high-fashion, and academia.

Neighborhoods to Know

Back Bay: Often regarded as the ritziest neighborhood in Boston, Back Bay is home to Newbury Street, Copley Square, and the Prudential Center. Come for the classic Boston attractions, stay for the luxury, brick-facade row houses.

Cambridge: Cambridge sits directly across from Boston, with the Charles River separating the two. Cambridge is, of course, home to Harvard University and MIT. Think of it this way: Boston is to Manhattan as Cambridge is to Brooklyn. Known for more than just the ivy leagues, visitors will love poking around Harvard Square during the day, grabbing a cup of coffee from the Peet's featured in Good Will Hunting and picking out a book at The Coop, and checking out the lively scene in Central Square at night.

South End: Tucked just beyond Back Bay and Fenway/Kenmore, the South End is known for its Victorian-style row houses. It's a low-key neighborhood with residential charm, but still offers local shopping and trendy eateries.

North End: The North End is right by the water, across from East Boston, and a short walk from Faneuil Hall and Quincy Market. It's the hub of Italian culture in Boston—often called Boston's Little Italy—and is one of the oldest neighborhoods in Boston, home to landmarks like Old North Church and Paul Revere's house.

Seaport: Southeast of downtown, nestled by the Boston waterfront is the chic yet laid-back Seaport neighborhood. The Seaport is a charming area to simply walk along the water and fantasize about living in the high-rises overlooking the harbor.

Fenway/Kenmore: In terms of hanging out in the Room Where It Happens, Fenway/Kenmore tends to be the heart of the action, especially during baseball season. Fenway/Kenmore is home to Fenway Park, the House of Blues, pub-lined Landsdowne Street, and a slew of great restaurants. It's also where you'll find the famous Boston Latin Academy, and is adjacent to the Back Bay and close to the Isabella Stewart Gardner Museum and the Museum of Fine Arts.

Winter : Expect up to nine days of rain or snow in the winter months, and temperatures dipping into the low 30s. Generally, December to February is cold and snowy—with quite a bit of slush. Spring : You'll still get about eight days of rain per month in the spring, but temperatures will start to rise by April to the mid 50s, and by May can get up to the high 60s. Summer : If you like a warm breeze on summer evenings, you'll love Boston in June, July, and August, when temperatures are in the high 70s and low 80s. Summer is extremely pleasant (and mild compared to the Southeast), though it does get a bit humid. Fall : September temperatures can still be in the 70s during the day, but by October, you can feel dips into the 40s at night. Nonetheless, fall brings mild temperatures and lovely foliage.

The following are average Fahrenheit lows and highs by month. Average annual precipitation 21.14 inches.

January 23 - 37 February 24 - 38 March 31 - 45 April 41 - 56 May 50 - 66 June 59 - 76 July 66 - 82 August 65 - 80 September 58 - 73 October 47 - 62 November 38 - 52 December 29 - 42

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Portland, Maine

The 16 best day trips from Boston

Take a break from city life and visit these nearby New England destinations—no packing required

Olivia Vanni

While many of us could easily spend every waking moment in Boston, it can be refreshing to escape the city for 24 hours or so. Fortunately, this picturesque New England region offers an array of potential day trips from Boston, including quaint seaside villages, historic towns and stunning mountain vistas. So grab your pals or significant other, and hop on a ferry, train or automobile to one of these lovely destinations. Once you're back in town, you'll once again feel ready to take advantage of the  best Boston attractions ,  best free things to do in Boston  and  best museums in Boston . And when you need a little longer time away check out our list of the best weekend getaways in New England . RECOMMENDED: The Best Hotels in Boston

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Best day trips from Boston

Newport, RI

1.  Newport, RI

The Newport mansions of the Gilded Age still impress with their grandeur—just as they were built to do. If you have time to only tour one estate, check out The Breakers . Near the International Tennis Hall of Fame , the Audrain Auto Museum houses a seasonally rotating display of incredible cars inside a gorgeous Art Deco building.

Take the Cliff Walk, which has stunning views of the ocean, or relax at the public Easton’s Beach . Stroll past cool shops and eateries on narrow Thames Street. On Marlborough Street, dine at the White Horse Tavern , which claims to be America’s oldest restaurant, or duck over to The Reef at Howard Wharf for dinner and drinks with a view. Near the harbor, Bowen’s Wharf’s buildings date back to the 1700s, now offering an inviting maze of restaurants and shops. Stroll over the causeway to Goat Island where the Newport Harbor Lighthouse is overlooked by the upscale Gurney’s Resort.

Portland, ME

2.  Portland, ME

​​Maine's largest city, located about a two-hour drive north of Boston, attracts epicureans from around the country to its cobblestone streets. Wander the charming, hilly Old Port district, where every kind of boutique imaginable touts colorful wares. Pop into one of the many quaint pubs and dimly lit cocktail bars, like the excellent Jewel Box or Blyth & Burrows —the latter of which pairs the best in innovative mixology with equally scrumptious small plates. In the West End arts district, enjoy the I.M. Pei-designed Portland Museum of Art and the State Theatre , which hosts national acts, both musical, comedic and theatrical.

The food scene here lives up to the hype:   Cong Tu Bot for nationally celebrated Vietnamese fare;  Green Elephant for an inventive vegetarian meal;   Evo Kitchen + Bar for progressive twists on Mediterranean cooking; or  Union , a vibrant locavore haunt located at  The Press Hotel , whose historic building was formerly the home of the Portland Press Herald.

Newburyport, MA

3.  Newburyport, MA

The Newburyport Historic District, which encompasses most of the downtown, is listed in the National Register of Historic Places. This treasure trove of well-preserved, Federal-period architecture includes the notable Cushing House Museum & Garden , home of statesman Caleb Cushing, and the Custom House Maritime Museum , which also unravels local history. The beautiful Waterfront Park and boardwalk has regular concerts during warmer months.

Catch a play or see a show at the Firehouse Center for the Arts , grab a gourmet sandwich and bottle of wine at Joppa Fine Foods ,  relax with excellent cocktails and modern Middle Eastern bites at Bar25 ,  dine on classic seafood at The Black Cow  or head to the Newburyport Brewing Company ,  offering a friendly tap room and beer garden.

Newburyport includes part of neighboring, sedate Plum Island , a barrier island overlooking salt marshes.

Gloucester, MA

4.  Gloucester, MA

Shipbuilders and fishermen put Gloucester on the map, and both industries still exist there today —just  on a smaller scale. The Fishermen’s Memorial on Gloucester Harbor honors all those lost at sea, including the Andrea Gale and its crew, the real-life victims of The Perfect Storm . Check out the Cape Ann Museum , which has an amazing collection of art and artifacts specific to Gloucester and its surroundings.

Across narrow Main Street, you can savor straight-off-the boat seafood at the chic basement restaurant  Tonno . Oak to Ember  will impress with its menu of hearty, wood-fire-cooked dishes and thoughtful cocktails. Or, if you're more about ocean views, head to the Beauport Hotel , whose 1606 Restaurant has a great deck overlooking the water. Next door to the hotel, Beauport Cruise Lines offers seasonal jaunts around the harbor.

Salem, MA

5.  Salem, MA

Salem is forever linked to its horrifying and fascinating 1692 Witch Trials. The curious flock to the home of presiding Judge Corwin, which today is a museum known as The Witch House . Halloween is a big thing here—so are new age and cult shops. On a less spooky note, the Peabody Essex Museum houses a wonderful art collection, and Salem is the birthplace of Nathaniel Hawthorne, author of The House of the Seven Gables. You can even tour the house he may have been writing about, the 350-year-old Turner-Ingersoll Mansion.

Though it only dates back to 1930, Pioneer Village —a 10-minute drive from downtown, in Forest River Park—reenacts early 17th-century colonial life. Eat like a local at Ledger or Settler , or nerd out with old school arcade games and pinball machines at Bit Bar . 

Provincetown, MA

6.  Provincetown, MA

Creative, sassy P-Town—located only a 90-minute ferry ride from Boston—is an artsy LGBT hotspot. It’s got a great mix of galleries, restaurants and nightlife hangouts. Lined with dozens of colorful shops, friendly eateries and local businesses, Commercial Street is the bustling heart of the town. Seek out one of the many events and festivals that fuel the thriving arts scene.

The famous and seasonal  Lobster Pot is the biggest name in town for classic lobster rolls and fresh seafood treats. Climb the 252-foot granite Pilgrim Monument for dramatic harbor views, then escape to Race Point Beach to enjoy the sights, sounds and smells of the open ocean.

Eat innovative seasonal dishes at Strangers & Saints and great seafood at Mac’s Fish House , which has crispy fish and chips and Happy Hour dollar oysters. Explore the beautifully barren Outer Cape’s stretch of the Cape Cod National Seashore , including Truro’s picturesque Highland Light .

Ogunquit, ME

7.  Ogunquit, ME

Set on the breathtaking Maine coast, Ogunquit is a popular, classic beach town with a quiet ambiance, particularly in the cooler months when crowds disappear. But it’s also a historic arts community; the Ogunquit Museum of American Art was started in the 1950s by native artist Henry Strater, a student of Ogunquit’s Perkins Cove artists colony.

Wander the galleries around town, explore the Barn Gallery on Shore Road and get tickets to a show at the Ogunquit Playhouse —which boasts eight decades of professional theatre and summertime children’s productions—or another summer stock theater.

8.  Watch Hill, RI

A coastal village that’s part of the town of Westerly, Watch Hill has one of the best beaches on the East Coast, and celebrity glamour to spare. Get to town early and take a walk out on the Napatree Point Conservation Area , where  you’ll find the remains of Fort Mansfield and lots of beautiful birds like osprey and piping plovers.

After your nature walk, head into the charming town for a stroll and some shopping. The kids will love the vintage carousel, and be sure to have lunch at the Olympia Tea Room (supposedly Taylor Swift’s fave—you can take a peek at her house from afar, too, because it’s hard to miss). Finish the day with cocktails at the gorgeous Ocean House , where you can have a drink and a bite to eat.

Concord, MA

9.  Concord, MA

Stroll to the Old North Bridge and explore the Minute Man National Historical Park’s five-mile Battle Road Trail, dedicated to the Battle of Concord (April 19, 1775), where militia engaged with British troops and ignited the Revolutionary War. The 19th-century Transcendentalist movement and its influential authors and thinkers—Ralph Waldo Emerson, Henry David Thoreau and Bronson Alcott—were rooted in Concord, and the Concord Museum is a good place to connect the dots. Located just outside of Concord Center are Walden Pond , which honors Thoreau’s famed naturalist journal, and Orchard House , where Louisa May Alcott wrote Little Women 150 years ago.

Pick up a picnic lunch at The Concord Cheese Shop . The Saltbox Kitchen’s tasty dishes and small-batch brewery are both fueled by produce from its nearby Saltbox Farm. For dinner, Woods Hill Table  also sources from their own farm at Woods Hill in Bath, NH, and the sleek, seasonally-focused 80 Thoreau is worth the day trip alone.

10.  Providence, RI

Providence is a foodie’s dream. Why does this small capital city have so much kitchen talent? Nearby Johnson & Wales University’s College of Culinary Arts is a major factor. Hemenway’s downtown is the grand dame of area seafood restaurants;  Waterman Grille is a vibrant jewel on the East Side near Brown University; and Aleppo Sweets is a lauded Syrian bakery and cafe—just to name a few spots. Federal Hill, the city’s impressive Italian neighborhood, is also loaded with Italian eateries and shops. 

Waterplace Park is a lovely gathering spot, and it anchors the city’s annual WaterFire program, which runs from spring through late fall; braziers along the Providence River are lit at sunset and stoked with aromatic wood by black-clad figures on boats, while themed music plays.

Providence is home to the notable Trinity Repertory Company , and The Strand Ballroom & Theatre, one of the nation’s best rock venues. The Rhode Island School of Design’s museum includes one the country’s finest university art collections.

11.  Mystic, CT

Settled in 1654, Mystic was once a shipbuilding seaport village. Now, it's a quintessential New England town, packed with mom-and-pop shops and activities for the whole family to do. 

During warm weather, spend a few hours on the sea with a day sail or sunset cruise from Argia Mystic Cruises , or visit the famous Mystic Aquarium or the Mystic Seaport Museum .  

After working up an appetite, stroll through the village to see the famous weighted Bascule bridge . P ick up a sweet treat from award winning Sift Bake Shop  and  splurge on a Connecticut lobster roll at the The Shipwright's Daughter  or a hearty, grass-fed burger at the Engine Room .  And, if you must eat pizza in Mystic, head to Nana’s Bakery and Pizza for inventive takes on personal pies.

12.  Falmouth, MA

Falmouth is nestled on the southwestern part of Cape Cod, 20 miles south of the Sagamore Bridge. Lined with great beaches, cool boutiques and relaxing spots to eat and drink, it's also one of The Cape’s easiest towns to get to. Do breakfast or lunch like a local at The Pickle Jar Kitchen .

The Falmouth Museums on the Green brings 1700s Cape Cod to life; the Federalist home of Dr. Francis Wicks is wonderfully preserved and packed with original artifacts. The Shining Sea Bike Trail ,  which hugs the coast and brings you past lovely views of both the Vineyard Sound and Buzzards Bay, runs from Falmouth to Woods Hole. The trail’s name comes from “America the Beautiful,” the famous poem by Katherine Lee Bates, a Falmouth native. (Though once a railroad, the path follows ancient Wampanoag Indian trails.) One more highlight: the Woods Hole Oceanographic Institution Ocean Science Discovery Center .

Lexington, MA

13.  Lexington, MA

The best part of taking a day trip to Lexington? You can easily do it by bicycle by traveling down the Minuteman Bikeway , which begins in North Cambridge and runs right through the leafy suburb, some 15 miles northwest of Boston. This posh town is most famous for its historic Battle Green , where the bloody Battle of Lexington took place and patriotic Minute Men engaged the British Army on Lexington Common. Many of the original homes flanking the battleground are preserved, including one that serves as a visitor’s center.

Stroll Lexington Center’s mom-and-pop shops, enjoy homemade ice cream at Rancatore’s or dine at il Casale   from local chef Dante de Magistris, who draws from his family’s roots to make handmade pastas, delicious sfizis and classic dishes, all in a rustic-chic atmosphere. For an elegant Sunday brunch or dinner, The Inn at Hastings Park’s Town Meeting Bistro  is a modern pleasure involving sleek, seasonal dishes.

14.  Kittery, ME

Kittery, while most famous for its shopping, has so much more to offer. First stop: Bob’s Clam Hut , a 60-year-old roadside diner that serves incredible fried clams, sustainable local fish and amazing milkshakes. Next stop? Yes, shopping at the adjacent Kittery Premium Outlets , whose stores include everything from discounted Calvin Klein to Lindt chocolate.

Also known for the historic Portsmouth Naval Yard —which is in Kittery, not neighboring Portsmouth, NH—this sleepy town includes Tributary Brewing Company , which has a cool tasting room and live music on weekends.

The heart of Kittery Foreside, which is the downtown area, is Wallingford Square and it's dotted with all kinds of restaurants including the sleek bistro Anneke Jans  and casual asian eatery  Anju Noodle Bar . Or  stop by Lil’s Café , a quaint spot set in a former bank whose old walk-in safe is now its Vinyl Vault, a small alcove with used records for sale. Lil’s bakery downstairs turns out some of the best pastries in New England and excellent chai, too.

Washington, CT

15.  Washington, CT

For a small town in rural Connecticut, Washington has a big reputation for its arts and architecture. The Judy Black Memorial Park and Gardens is set in a once-abandoned gas station and boasts lovely landscaping and revolving art exhibits.

Every July, the Litchfield Jazz Festival takes place at venues around town and world-renowned modern dance company Pilobolus holds its Five Senses Festival . In September, Gilmore Girls fans take over—the town inspired the beloved TV program’s fictional Stars Hollow. Surrounded by colonial architecture, you can shop at unique boutiques and treat yourself to dinner (and a room, for a real spurge) at the historic, luxurious Mayflower Inn .

16.  Stockbridge, MA

Just off I-90, Stockbridge is the gateway to the beautiful Berkshires, part of the Taconic Mountains. Main Street is home to the venerable Red Lion Inn , a one-time frontier town tavern that maintains a casual eatery called Widow Bingham’s Tavern, as well as a gorgeously original main dining room with traditional favorites and an award-winning wine list.

Nature and art dominate the area: Just off Park Street, behind Main Street, take the wooden footbridge and walk the Laurel Hill Association’s beautiful trails. Visit the Norman Rockwell Museum and see where the renowned illustrator and artist lived and worked. Nearby, visit Chesterwood , the home of the Lincoln Memorial sculptor Daniel Chester French, and Naumkeag , a Gilded Age architectural masterpiece. A few miles away in Lenox is the Tanglewood Music Center , the Boston Symphony Orchestra’s summer home. Nearby, you can take a guided tour of Edith Wharton’s home, The Mount , and learn about the woman behind the building and the books.

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view of brick buildings and flower boxes in the boston north end, one of the best things to do in boston one day itinerary

How to Spend One Perfect Day in Boston, MA (Itinerary + Tips!)

Boston is one of our absolute favorite cities in the USA, and luckily, even one day in Boston, MA is enough to get an overview of what makes the city so special!

We once spent a delightful summer living in Boston, and return visits have continued to leave us increasingly enchanted with the city.

With its gorgeous architecture, deep ties to American history, and impressive walkability, Boston is incredibly fun to explore, whether you have a mere 24 hours in Boston or months to uncover Beantown’s best attractions.

We designed this one day Boston itinerary to help you discover as many of the city’s highlights as possible in a single day–all of which are found along a walkable route!

The famous Freedom Trail, the charming North End (also known as Boston’s Little Italy), stately Beacon Hill, and the bustling Market District are all touched on here, and our hope is that you say goodbye to Boston already excited to plan your next visit.

Here’s how to see the best of Boston in a day!

Table of Contents

The Perfect One Day in Boston Itinerary

What about the freedom trail, where to stay in boston, ma, more than 24 hours in boston, getting around during one day in boston, quick tips for seeing boston in a day, read more about visiting boston (and new england), your one day boston itinerary map.

kate storm standing on acorn street in boston massachusetts, one of the most romantic getaways in usa

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Start your morning in the Boston Public Garden.

The Boston Public Garden is one of our favorite places in the city and the perfect place to kick off your day in Boston.

The garden is quiet and beautiful, and it’s a great place to relax, take a walk, and enjoy a bit of peace in the midst of the hustle and bustle of the city.

With only 24 hours in Boston (or less, if you’re planning a day trip to Boston) you don’t need to spend long here, but it’s worth stopping by and makes a convenient starting point.

Be sure to check out the Make Way for Ducklings Statue, put in place for the famous children’s book that features Boston, while you’re there! If you’d like to enjoy views of the Public Garden from the water, the swan paddle boats in the garden’s pond are famously inexpensive at $3.00/ride.

boston public garden in the summer, one of the best things to do in boston ma

Stroll through the Boston Common and enjoy views of the Massachusetts State House.

Located right next door to the Public Garden, the Boston Common is the heart and soul of the city.

Established in 1634, it’s the oldest public park in the USA–though the surroundings are quite a bit different than they were back in the 17th century!

Today, the Common is extremely centrally located, and within a few minutes walk from here you can be in Beacon Hill, in Back Bay, at the Massachusetts State House, in the Theater District, shopping at Downtown Crossing (where you’ll find all the standard chain stores), or exploring a piece of American history (which, of course, the Boston Common itself also is).

The park is gorgeous to walk through–be sure to take in plenty of views of the gold-domed Massachusetts State House while you’re there!

view of the massachusetts state house gold dome with a lawn on the boston common in the foreground, one of the best things to do in boston in one day

Meander through Beacon Hill, one of the prettiest places to visit in Boston.

Located directly north of the Boston Common (more or less behind the state house), Beacon Hill is widely considered one of the most beautiful neighborhoods in Boston and is my personal favorite to explore.

This is where you’ll find the Boston that you see on postcards: redbrick mansions, black shutters, a cobblestone path or two, tree-lined streets.

We recommend walking from Boston Common up to Louisburg Square, which boasts some of the most prestigious addresses in Boston (former Secretary of State John Kerry lives here).

From there, take a quick stroll to Acorn Street to take advantage of one of Boston’s most photogenic spots.

Just be sure to be cognizant of the residents as you snap photos!

Beacon Hill is a very residential neighborhood, and while photos and admirers are generally welcome, blocking doorways and climbing stoops is not.

2 Days in Boston Itinerary: Beacon Hill

Stop by Park Street Church and the Granary Hill Burying Ground.

After enjoying a bit of time in Beacon Hill, head back down to Boston Common and pay a visit to the Park Street Church and Granary Burying Ground, which are located right next door to the Common.

While you can see the bulk of the cemetery from the street, it’s a shady, peaceful spot, and worth a quick peek inside (only a quick one, though: this one day Boston itinerary features a somewhat outsized number of burying grounds).

As you step inside, you’ll notice a large monument with a very familiar name in Granary Burying Ground!

Benjamin Franklin’s parents are buried here, and a monument to the family is erected toward the center of the cemetery.

granary burying ground along boston freedom trail with franklin monument prominent in the photo, part of a one day in boston itinerary

Visit King’s Chapel and Burying Ground.

The King’s Chapel is my favorite church in Boston to go inside–not because it is ornate, but because it is so unusual among US churches.

Built originally as an Anglican Church in the 18th century, the church has enclosed “boxes” instead of rows of pews.

Originally, prominent families who were members of the church would have a box of their own that they would sit in each Sunday.

The King’s Chapel still has an active congregation–but these days, instead of Anglicans, Unitarians call the chapel home.

Kings Chapel, Boston

Sample the original Boston Creme Pie at the Omni Parker House.

Think you need to make a reservation and sit down to a meal to eat the original Boston Creme Pie?

You definitely don’t!

The Omni Parker House has a small shop on the first floor selling the delicious cakes, and stopping to pick one up is a great way to sample the flavor without eating up too much of your one day in Boston (pun intended).

If you want to also try the original Parker House rolls (which are, in fact, delicious), then consider following in the footsteps of Ulysses S. Grant, John F. Kennedy, Franklin D. Roosevelt, and many more by planning a meal ( or even an overnight stay ) at the Omni Parker House as well.

Boston Creme Pie shot from above, one of the best things to eat in Boston

Stop to admire the Old Corner Bookstore.

The former home of Anne Hutchinson has acted as a bookstore, an apothecary, a private home, a Boston Globe souvenir shop, a diamond store, and now a Chipotle: talk about evolution!

The building is still worth a nod as you go by, though (and is officially part of the Freedom Trail, despite its concurrent status as a place to grab a burrito).

The Old Corner Bookstore also happens to be set right across from the Irish Famine Memorial–a striking statue worth taking a look at during your day visiting Boston.

irish famine memorial in boston with old corner bookstore visible behind it, one of the best places to visit in boston in 24 hours

Pay a visit to the Old State House and the site of the Boston Massacre.

As the oldest surviving public building in Boston, the Old State House has seen more than its fair share of American history!

This building was once the seat of the colonial government, then became the seat of the Massachusetts state government, and eventually Boston City Hall.

And, of course, it was the site of an important moment in the American Revolution: the Boston Massacre, which is commemorated with a plaque in the exact location of the altercation.

The Old State House has been a museum since the 19th century, after more than 100 years in public service and a brief stint as a commercial building.

As you wander your way through Boston on your way to the Old State House, be sure to note the Old South Meeting House along the way!

exterior of the old state house on the freedom trail boston in one day itinerary

Head to the Boston Market District to browse (and snack).

The Market District is easily one of the most iconic places to visit in Boston, and a must-see when sampling Boston in a day!

Made up of several markets that are found in very close proximity to each other, there have been markets operating in this area since at least 1743.

Starting with the most famous (though not necessarily the best place to shop), keep an eye out for:

Things to Do in Boston: Quincy Market

Faneuil Hall Marketplace

Made up of closely located Faneuil Hall, Quincy Market, South Market, and North Market, this is the heart of Boston’s historic market district.

It’s also one of the most touristy places in the USA, comparably with places like Fisherman’s Wharf in San Francisco or Navy Pier in Chicago .

It’s definitely worth stopping by this historic spot during your day in Boston, but we wouldn’t recommend spending long here (and based on the usual levels of crowds, you probably won’t want to).

front facade of faneuil hall marketplace as seen during one day in boston itinerary

Boston Public Market

Looking to purchase some New England specialties, whether to devour immediately or to take home as souvenirs?

Boston Public Market is the perfect spot for that: featuring exclusively New England-based products and companies, you can pick up anything from produce to donuts to crafts here.

This is one of my favorite spots in Boston–and not just because of how good the ice cream is!

If you’re lucky enough to have your 24 hours in Boston overlap with a Friday or Saturday, be sure to swing by Haymarket (located right in front of the Boston Public Market) to check out a fabulous farmer’s market!

Disply of berries and tomatoes at Boston Public Market, one of the best things to do in Boston MA

Pause at the New England Holocaust Memorial.

Right in between the Boston Public Market/Haymarket area and the Faneuil Hall Marketplace sits the sobering New England Holocaust Memorial.

It takes very little time to walk through–no line, no entrance fee–but is absolutely worth taking a moment to slow down and appreciate.

new england holocaust memorial as seen from the outside, one of the best things to see in boston itinerary

Make your way into the North End for some sightseeing.

Boston’s North End (also known as “Little Italy”, though you won’t catch a local calling it that) is the oldest neighborhood in Boston and a fascinating sort of place.

Once a neighborhood popular with Italian immigrants, today it is more popular with tourists thanks to its beautiful architecture, many historic sights, dozens of restaurants, and famous pastry shops.

Here are a few things to be sure to check out when visiting the North End!

crowd in front of modern pastry in boston north end

Paul Revere House

The oldest remaining building in downtown Boston once belonged to none other than Paul Revere!

Whether you head inside for a tour as part of your one day Boston itinerary, or simply admire the facade as you stroll by, be sure to note this piece of American history sitting in the North End.

Old North Church

And speaking of Paul Revere…

The whole “one if by land, two if by sea” story?

That lantern was said to have been hung here, at the Old North Church (which also happens to be the oldest church in Boston that is still standing today).

You’ll find a statue of Paul Revere on his horse nearby as well.

Kate Storm with a friend standing next to the Paul Revere statue in the North End in Boston MA

Copp’s Hill Burying Ground + The Spite House

Boston’s second-oldest cemetery holds more than 1200 marked graves that include plenty of notable burials from the colonial era… but that’s not the only reason to visit.

Right across the street from Copp’s Hill Burying Ground sits the Spite House (also known as the Skinny House), which is home to one of my favorite Boston stories.

As the story goes, two brothers inherited land from their father.

While one was away serving in the American Civil War, the other brother built a large home, taking over part of the soldier’s inheritance.

When the soldier returned home, he built the “Spite House”–incredibly skinny, and yet incredibly effective at blocking his brother’s view.

The legitimacy of the story is somewhat questionable, but it’s a classic Boston tale.

2 Days in Boston Itinerary: Spite House

Enjoy an Italian-American dinner in the North End.

While the North End is indisputably touristy today, it still serves up incredible Italian-American food… if you know where to look.

Like many iconic neighborhoods around the world, you’ll find a mix of mediocre-to-terrible tourist traps and delicious restaurants here, so it’s imperative to check reviews before sitting down!

We have loved our experiences at both Ristorante Euno and Tresca (pictured below: everything was delicious, but their house special of chicken parm made with vodka sauce was a standout!).

kate storm and jeremy storm dining at tresca in the north end boston with several pastas in front of them

Not in the mood for Italian-American food?

I can’t say I understand, but you do have options!

The Bell in Hand Tavern (the burger is one of my favorites) and the Union Oyster House are both Boston classics that you can find nearby, and Neptune Oyster is another excellent option (I’m not an oyster fan and found plenty of tasty options when visiting).

More into ambiance than anything and not ready to hang up your sightseeing hat?

A scenic dinner cruise on the Boston Harbor might be right for you!

Book your dinner cruise on the Boston Harbor today!

boats in the boston harbor at sunset, a fun addition to an itinerary for boston ma

… and some classic pastries for dessert!

If you’ve heard one thing about eating dessert (and specifically cannoli) in the North End, it’s probably about how delicious Mike’s Pastry is.

If you’ve heard two things, it’s probably that Modern Pastry is better and more “unknown”.

Here’s what we can tell you firsthand: Modern Pastry is tasty (though it’s no longer unknown and getting more popular every day), and the line at Mike’s Pastry is always too long for us to bother with (though we’ve heard from others it dies down sometimes–if you visit in the winter, you might get lucky!).

Looking for something slightly further off the beaten path?

We found the beautiful Caffé Vittoria thanks to my stepmom (a Boston local of 30 years) and it’s now our go-to pastry spot in the North End, with great prices, a beautiful interior, and delicious desserts.

desserts at cafe vittoria, one of the fun things to do in boston north end

If you know of one attraction in Boston, it’s probably the Freedom Trail.

This famous 2.5-mile sightseeing trail covers 16 historical sights related to American history in Boston and it is easily (and deservedly!) one of the most popular things to do in the city.

So don’t worry–it’s definitely on the list!

In fact, the vast majority of the  16 sights on the Freedom Trail  are covered as part of this one day Boston itinerary, including the Boston Common, Park Street Church, King’s Chapel, Faneuil Hall, every historical sight I discuss in the North End, and more.

2 Days in Boston Itinerary: Freedom Trail

By following this Boston itinerary, you’ll spend quite a bit of time walking the Freedom Trail, and you’ll have tons of opportunities to check out the brick markings that denote where it leads!

Rather than simply list something so vague and malleable as part of the itinerary, though, we wanted to be sure to give specific suggestions.

After all, the trail can be seen in any order and doesn’t need to be seen all at once!

With only 24 hours in Boston, you likely won’t be able to tour the interior of each building, but you’ll see them from the outside and can pick and choose which ones to enter.

Kate Storm and Jeremy Storm in Boston MA

With only 24 hours in Boston, we recommend staying somewhere close to a Boston T (metro) stop that is near the center of the action.

The North End is a tempting option, but it is fairly difficult to get in and out of.

Back Bay or the Historic Downtown area along the Freedom Trail are both ideal places to stay.

The Theatre District (near Downtown Crossing and Chinatown) is another solid option with a great central location.

paramount sign in boston theater district

If budget is an issue, you may need to go a bit further out. That’s not a problem–just make sure you’re within walking distance of a T stop!

For budget travelers not willing to sacrifice on location, the HI Boston Hostel is a great option.

Mid-range travelers will love the location (and breakfast) at the Boston Park Plaza .

Want access to a kitchenette in your room? Copley House features some studios and apartments!

For travelers looking to splurge, the Boston Omni Parker House Hotel has it all: history, a prime location on the Freedom Trail, plenty of ambiance, and of course, the original Parker House rolls and Boston cream pie served right on-site.

Check rates & book your stay in Boston today!

Commonwealth Avenue in Back, one of the prettiest places to see in Boston

If you’re lucky enough to have more than 24 hours in Boston, it’s safe to say that you absolutely will not run out of things to do!

With a full weekend in Boston or more, the first things we’d recommend adding on would be plenty of time exploring the neighborhood of Back Bay, getting out on the water with a whale-watching cruise or harbor cruise , and visiting at least one museum.

Boston is chock full of world-class museums, but you can’t go wrong with the Isabella Stewart Gardner Museum (the Venetian-style building alone is worth a visit, and the museum is famously the victim of a heist ), the Museum of Science, or the Boston Tea Party Ships and Museum (especially if you’re visiting Boston with kids, but it’s fun for all ages).

Things to Do in Boston: Park Street Church

Other fun things to do in Boston include visiting Fenway (or even attending a Red Sox game), saying hello to the penguins at the New England Aquarium, or digging into some of Boston’s hidden gems and visiting quirky attractions like the Mapparium (one of the most memorable maps we’ve ever laid eyes on!).

If you’d like to complete the Freedom Trail, the USS Constitution, and the Bunker Hill Memorial are both a bit further from the city center than the attractions covered in this one day Boston itinerary, but they’re well worth a visit!

And, while it doesn’t make sense with only 24 hours in Boston, if you are staying longer and checking out some of the above attractions, be sure to price out a Boston Go Card to see if it can save you money on your trip!

Here’s our full guide to 55 cool things to do in Boston.

2 Days in Boston Itinerary: Penguins at Aquarium

Thanks in large part to the fact that Boston’s historic core was built long before horseless carriages took over the roadways, the best things to do with a day in Boston are found surprisingly close together!

This entire one day in Boston itinerary is found along a walkable route that takes about an hour in total to cover, though that depends highly on how much you meander in places like the Boston Common and Beacon Hill (and meandering is truly one of the best parts of visiting Boston).

Walking doesn’t appeal?

If so, the wildly popular Boston Duck Tour or a Hop-On/Hop-Off Bus Tour might be right for you.

Things to Do in Boston: Harborwalk

If you want to trim just some walking, or need an efficient way to get back to your hotel at the end of the night, Boston’s subway system (the T) has several stops near this route that you can take advantage of.

If you’re driving into the city for the day, there’s a very convenient parking garage right under the Boston Common that will deliver you more or less right to the starting point of this Boston itinerary.

Alternatively, you could park in a garage outside the city center and take one of the commuter rails into the city (less convenient, but generally less expensive and allows you to avoid driving into the city center).

combination of historic and modern architecture in downtown boston massachusetts

Pick and choose your indoor attractions (weather permitting).

This itinerary for Boston mentions several buildings-turned-small-museums that don’t take long to step inside individually, but add up to eat up a decent chunk of your day (and in the case of some, your wallet).

For places like the King’s Chapel, Old South Meeting House, Paul Revere’s House, etc., we’re assuming that you’ll see each from the outside as you walk the Freedom Trail, and pick and choose which to enter based on your personal sightseeing style.

And, you may be more inclined to spend more time inside museums on a winter day than a summer one!

Tickets generally run between $5 and $15 per adult for each attraction.

Some Freedom Trail attractions, like Faneuil Hall , the Boston Common, and the burying grounds, are free to visit.

Things to Do in Boston: Boston Public Garden

Don’t want to walk? Consider a Duck Tour.

Cheesy? Yes.

Entertaining? Absolutely.

Boston’s Duck Tours are famous for the unmistakable truck-slash-boat contraptions that they cart tourists around in by both land and sea, and they’re very popular with visitors of all ages.

Corniness aside, if you’re looking for an excellent way to get an overview of Boston’s most famous sights and history without too much walking, a Duck Tour might be the right choice for you!

The tours do sell out, especially in the summer, so be sure to book in advance if you want to make a Duck Tour part of your 24 hour Boston itinerary!

Book your duck tour in Boston today!

boston skyline at sunset with boston harbor in the foreground

… but wandering is at least half the fun.

I truly can’t overstate this enough: Boston is one of the absolute best cities in the US to explore on foot (personally, I’d say Savannah is the other city closest to its level, with places like New York , Charleston , and New Orleans also ranking extremely close).

If you arrive in Boston with dry weather and no mobility issues, wear your most comfortable shoes and spend the day hitting the pavement!

You’ll see and experience much more on foot in Boston than you would any other way, and hopefully have a lot of fun as you do.

close up of all saints way as seen one day in boston ma

Keep the season in mind.

Boston is an extremely seasonal destination, with sightseeing crowds peaking in the summer and fall (when the fall foliage is at its best in New England, the crowds are plentiful in Boston).

… but Boston can be enjoyed year-round.

Summer and fall may be most popular, but there are benefits to visiting Boston year-round… as long as you’re willing to bundle up!

Winter, while cold and dark, is a much less crowded time to spend a day in Boston (and it’s much easier on the wallet).

Spring brings temperamental weather, but increasingly longer days and the fun of watching the city wake up.

With a big enough coat and thick enough boots, we’d be happy to visit Boston year-round.

Commonwealth Avenue in Boston MA under a blanket of snow with Boston Public Garden visible in the background

Make your dinner reservations in advance.

This itinerary for Boston in a day suggests having dinner in Boston’s famous North End… and while the experience is absolutely worth it, you don’t want to show up without a reservation!

The neighborhood’s restaurant scene is incredibly popular, and without planning ahead, you may end up finding yourself without a table–or worse, at a tourist trap restaurant rather than a delicious one.

Same-day or next-day reservations are generally all that’s needed on weekdays and/or if you’re willing to eat on the early or late side, but ideally, it’s best to plan at least a couple of days in advance (or longer if you’re heading out on a summer Saturday night and are hoping to nab a table at a trendy new place).

sign for italian cuisine in boston north end, a fun place to go when visiting boston in a day

Planning a trip to Boston soon, and want to keep reading?

You can browse all of our 100+ USA blog posts here , or check out these guides:

  • 55 Best Things to Do in Boston (+ Travel Tips!)
  • 21 Best Places to Visit in New England
  • 17 Fun Weekend Getaways from Boston
  • 15 Amazing Things to Do in Acadia National Park
  • 15 Wicked Fun Quotes About Boston
Take This Map With You! Click each highlight to pull up the name of the destination. To save this map to “Your Places” on Google Maps, click the star to the right of the title. You’ll then be able to find it under the Maps tab of your Google Maps account! To open the map in a new window, click the button on the top right of the map.

4 photos of boston attractions, acorn street, north end, public garden, beacon hill. black and red text reads "how to spend 1 day boston"

About Kate Storm

Image of the author, Kate Storm

In May 2016, I left my suburban life in the USA and became a full-time traveler. Since then, I have visited 50+ countries on 5 continents and lived in Portugal, developing a special love of traveling in Europe (especially Italy) along the way. Today, along with my husband Jeremy and dog Ranger, I’m working toward my eventual goal of splitting my life between Europe and the USA.

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Boston Travel Guide

Are you searching for some activities to enjoy in Boston, Massachusetts? Find your next great experience on our Calendar of Events . It provides the most popular Boston events , concerts , theater shows , musicals , sports events , festivals, holiday happenings, family events, unique tours, and more. Let us help you plan your vacation and discover everything Boston, MA has to offer. From tours and restaurants to things to do , get the most from your trip!

Best Events

Boston Celtics

Upcoming Events & Tickets

New England Knockouts vs. Washington Wild Things

Best Boston Tours

5 Top-Rated Tours from Boston, MA

Discover the best Boston tours. Explore 100+ points of interest. Hop on and hop off at all popular Boston tours and attractions. We’ve got several options to choose from to help you maximize your time in Boston and still see the best first. See our most recommended things to do in Boston, MA.

Boston Hop-On Hop-Off Trolley Tour with 15 Stops

Boston Hop-On Hop-Off Trolley Tour

Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour. If you upgrade to the Gold or Platinum Pass, you will be given your (seasonal) Harbor Cruise ticket when you check in for the Trolley Tour. These seasonal cruises depart periodically throughout the day close to Stop 1.

  • Discover Boston at your leisure with a hop-on hop-off trolley tour.
  • See the most popular sights of Boston at your own pace.
  • Hop on and off at any of the stops as often as you wish.

Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

Martha's Vineyard Daytrip Tour

Overview Join Boston’s only award-winning, original, Martha’s Vineyard Day Trip! Leave the trouble of driving to someone else and enjoy a day trip to Martha’s Vineyard from Boston. Then, take a short cruise to Martha’s Vineyard then enjoy free time to explore or upgrade to add an island tour. Complimentary snacks, bottled water, island guidebooks, and a discount card with island perks are provided during the drive.

  • Hassle-free ride from Boston to Cape Cod aboard an air-conditioned Mini Coach Bus
  • Panoramic ocean views on a cruise between Cape Cod and Martha’s Vineyard
  • Spend hours exploring Martha’s Vineyard at your leisure – beaches, shopping, and dining available.
  • Narrated Island Tour upgrade available with stops in Edgartown and Gay Head Cliffs

Boston Tea Party Ships & Museum Admission

Boston Tea Party Ships

Relive the most important event leading up to the American Revolution on this self-guided tour of the Boston Tea Party Ships and Museum. Take a journey back in time to the famous Boston Tea Party, an incident that changed the course of American history. It’s more than a stroll through historic artifacts, though. It’s truly one of the top-rated museums in the city of Boston. Explore authentically restored tea ships and throw the fated tea into Boston Harbor.

  • Admission to the Boston Tea Party Ships and Museum.
  • Get an in-depth look at the events leading up to the Boston Tea Party.
  • Learn how the Boston Tea Party kick-started the American Revolution.
  • See one of the two remaining tea chests from the Boston Tea Party.

Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

Historic Sightseeing Harbor Cruise

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites while listening to live commentary on board. Pass landmarks like the Boston Tea Party ships, USS Constitution, and Boston Light—the oldest continuously manned lighthouse in the United States.

  • Historic sightseeing cruise of Boston Harbor.
  • Narrated tour with tales of the Revolutionary War, Legends of the Sea, and Boston’s Historical Figures
  • See America’s oldest continuously manned lighthouse
  • Sail through the Harbor Islands National Park Area and Boston’s working Port.

Boston Whale Watching Cruise by High-Speed Catamaran

Whale Watching Cruise

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The onboard galley offers food and beverages for purchase during the trip.

  • Boston Whale Watch Cruise aboard a high-speed catamaran.
  • See Humpbacks, Finbacks, and the critically endangered Right Whales during your sail.
  • Enjoy a scenic whale-watching cruise around Stellwagen Bank National Marine Sanctuary.
  • Narrated by a New England Aquarium Naturalist as your Guide.

Boston Day Trips

5 Top-Rated Day Trips from Boston, MA

Blessed with beautiful natural areas, Massachusetts contains an array of unique attractions for all types of travelers. In cities and towns, visitors will find museums, unique attractions, and great restaurants. In the more remote parts of Massachusetts, there are waterfalls, miles of hiking trails, and tranquil beaches. Classic New England towns and quiet fishing villages line the Massachusetts coast. Massachusetts enjoys a unique history that lives on in full force through its special attractions and well-preserved historic places.

Martha's Vineyard Day Trip with Optional Island Tour from Boston

Martha's Vineyard Day Trip

Visit Martha’s Vineyard on a day trip from Boston to experience the island beauty without the hassle of booking ground and ferry transport. From hotel pickup and drop-off to included ferry tickets, snacks, water, and sightseeing maps, this Martha’s Vineyard excursion is designed for maximum time exploring, with the option to upgrade and include a guided tour of the entire island aboard a high-top, small-group van and explore all six towns on the island, indulge in lunch, and spend more time learning about scenic New England.

  • Ground and boat transport get you to the Vineyard with one booking.
  • Customizable tour: choose between independent and guided options.
  • Early departure for more time on Martha’s Vineyard.
  • Ferry trip is a great chance to see the coast and marine wildlife.

Boston to Salem One-Way or Round-Trip High Speed Ferry

Boston to Salem One-Way

Don’t let time determine whether to see Boston or Salem. Visit both towns with the help of a quick and comfortable catamaran. This high-speed ferry service travels from Boston to Salem (or vice versa). Enjoy the scenic adventure from the upper or lower deck of the boat—or just relax at the lounge inside. An onboard galley offers food and beverages for purchase. Upon arrival, many top attractions are within walking distance. One-way or round-trip tickets are available with a variety of convenient departure times.

  • Fast, efficient transportation between Boston and Salem.
  • Onboard galley offers food and beverages for purchase.
  • See top Salem and Boston attractions within walking distance of the ports.
  • One-way or round-trip ferry service available.

Boston to Plymouth Day-Trip including Quincy, Plimoth Patuxet and Mayflower II

Boston to Plymouth Day-Trip

Discover historic New England as you explore two iconic Massachusetts destinations on this full-day tour from Boston. Travel through Quincy, MA, the birthplace of two U.S. Presidents, and journey along the state’s South Shore coastal area on route to Plymouth. Explore the 400-year-old town’s harbor, enjoy lunch (own expense), view Plymouth Rock, and tour Plimoth Plantation. You’ll also board the Mayflower II and learn the fascinating history of the Pilgrim’s.

  • Explore multiple historic New England sites in just one day—ideal for travelers short on time.
  • Bypass lengthy queues with skip-the-line entrance to Plimoth Plantation.
  • Admission to the Mayflower II included as an added convenience.
  • Round-trip transport by mini-coach ensures a stress-free excursion.

Boston to Newport Small-Group Day Trip with Breakers & Marble House Admission

Newport Small-Group Day Trip

Escape the hustle of the city and get away to the tranquility of Newport, Rhode Island, on a guided, small-group day tour from Boston. This quaint coastal town, known as America’s First Resort, is the perfect getaway and just 70 miles south of Beantown.

Explore the Breakers mansion, the most grandiose of Newport’s summer mansions. Visit attractions like the Ocean Drive Historic District, the St Mary’s Church complex, and the U.S. Naval War College, among others. Hotel pickup and drop-off plus a snack, guidebook, and discount offer card are included.

Boston Freedom Trail Day Trip from New York City

Boston Freedom Trail Day

Swap the Big Apple for a day in history-steeped Boston undistracted by transportation worries. Travel to the city by comfortable vehicle, and enjoy a comprehensive tour of its highlights with the benefit of a guide for commentary. Stroll around Cambridge’s Harvard Yard, admire the city’s Revolutionary-era landmarks along the Freedom Trail, and enjoy free time for a lunch of local favorites such as clam chowder at Quincy Market.

  • Explore historical Boston on a day trip from New York City.
  • No planning needed: go by luxe vehicle and hear about the sites via a guide.
  • Tour Harvard, walk the Freedom Trail, and see the Boston Tea Party site.
  • Time for local seafood meal (own cost) such as lobster roll at Quincy Market.

Welcome to Boston, MA

Boston , officially the City of Boston , is the capital and most populous city of the Commonwealth of Massachusetts in the United States and the 24th-most populous city in the country. Whether you’re a local, new in town, or just cruising through we’ve got loads of great tips and events. Boston is perfect for family fun and romantic getaways. Start planning your Boston trip. Explore the complete list of Entertainment Venues in Boston , MA. Check out our events calendar for concerts , theater shows , musicals , sporting events , and more.

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10 things to do in Boston this Mother’s Day weekend

Welcome to BosTen, your weekly guide to the coolest events and best things to do in Boston this weekend. Sign up for our weekly email newsletter here . Have an idea about what we should cover? Leave us a comment on this article or in the BosTen Facebook group , or email us at [email protected] .

See art after hours with MFA Late Nites

This Friday, the Museum of Fine Arts is bringing back its signature MFA Late Nites event, keeping its doors open until 1 a.m. for visitors and offering nightlife-themed activities to accompany its exhibits. It’s the perfect opportunity to see  Hallyu! The Korean Wave , which explores the rising global influence of South Korean culture through objects like a scale-model recreation of the bathroom from “Parasite” and a suit worn by Psy in the music video for global hit “Gangnam Style.” Visitors are encouraged to “dress to impress” for Late Nites, which will include DJs, dancing, art-making, live music, and other activities. (Friday, May 10 from 8 p.m. to 1 a.m.; 465 Huntington Ave., Boston; $25) — Kevin Slane

Hit the ‘Piñata’ with Freddie Gibbs & Madlib

Midwest rapper Freddie Gibbs reached a career peak in 2014 when he teamed with producer Madlib for their hit album “Pinata,” which featured a throwback sound at a moment in time when trap beats dominated the scene. Gibbs is unflinching in describing his hardscrabble Gary, Indiana roots — though he sure makes those tough times pretty danceable on a few tracks, such as the Danny Brown joint “High.” To celebrate the album’s 10th anniversary, Gibbs and Madlib are doing a limited “Teñata” tour, with the first show on Friday night at MGM Music Hall. One would assume the duo’s set will lean heavily on the 17-track “Piñata,” but hopefully MadGibbs will find time to throw in tracks from their 2019 album “Bandana” as well.  (Friday, May 10 at 8 p.m.; 2 Lansdowne St., Boston; $32-$63) — Kevin Slane

Laugh it up with Nate Jackson at The Shubert

Ah, people sitting up front for Nate Jackson at the Shubert: You have no idea what you’re in for. Well, if you’re a fan of the globally touring comedian, you actually probably do — spontaneous, hysterical riffs about any number of audience members lucky (or unfortunate?) enough not to blend into the background. But don’t worry, Jackson —  TikTok superstar , a featured actor on the NBC comedy hit “Young Rock” (he’s Junkyard Dog), and owner of Super Funny Comedy Club in Tacoma, one of just four Black-owned comedy clubs in the U.S. — is never mean-spirited, only hilarious. ( Friday, May 10 at 7 p.m.; 265 Tremont St., Boston ,  $43.50-$53.50 ) — Peter Chianca

Rock out with Guster at Somerville Porchfest

Once a year, Somerville transforms into one huge concert during  PorchFest , with hundreds of musicians performing on porches across the city. The annual celebration returns this Saturday from noon to 6 p.m., with performances split into two-hour windows: West Somerville porches will play during a noon to 2 p.m. window, Central Somerville from 2-4 p.m., and East Somerville from 4-6 p.m. This year features easily the biggest act to ever perform at Porchfest, indie rock outfit Guster . The group, which formed at Tufts back in 1991 before rising to national prominence, will perform at 12 Aberdeen Road (just down the street from their old apartment ) from 3 to 3:30 p.m. The group, which is releasing its first new album in five years next week, typically draws thousands of people to its shows, so the city of Somerville is taking the rare step of closing down the road during the performance. To see a full schedule of the more than 400 acts scheduled to put on a show, check out the official  2024 Somerville Porchfest map .  (Saturday, May 11 from 12-6 p.m. at various locations; free) — Kevin Slane

Shop the Seaport Summer Market

In collaboration with  the Makers Show , the Seaport Summer Market returns for the third year starting this weekend. The market runs from 11 a.m. to 7 p.m. on Saturdays and Sundays through June 30, then resumes later in the summer from Aug. 24 through Sept. 22. It features over 80 vendors each weekend and over 130 vendors in total throughout the season, selling goods like cosmetics, art, specialty foods, clothing, and plants. Guests can also expect a pop-up from Boston Children’s Museum, a DJ, and food trucks like  Cheese Louise ,  ZaZ , and  Blanche’s Ice Cream . (Saturday, May 11 and Sunday, May 12 from 11 a.m.-7 p.m.; 88 Seaport Blvd., Boston; free) — Natalie Gale

Take flight at the Mass Audubon Bird-A-Thon

This Saturday is Mass Audubon’s annual Bird-A-Thon, when thousands of birders spend 24 hours trying to identify as many species as possible. Hardcore avian enthusiasts will be stationed deep in the wilderness this weekend, but amateur birders who want a taste of the action before the madness truly begins should swing by Boston Nature Center in Mattapan on Friday for an evening bird stroll. The free educational event is an unofficial kickoff to the Bird-A-Thon, so you’ll be able to learn more about all of the area’s feathered friends.  (Friday, May 10 from 6-7:30 p.m.; 500 Walk Hill St.; free) — Kevin Slane

Bring the kids to the Duckling Day Parade

Duckling Day returns to Boston Common and the Public Garden this Sunday, celebrating both Mother’s Day and Robert McCloskey’s beloved book “Make Way for Ducklings.” Festivities kick off at 10 a.m. near the Parkman Bandstand with “Playtime on the Common,” where children can play interactive circus games with Esh Circus Arts, see a magician, check out the “Make Way for Ducklings” reading station, and visit with the Harvard University Marching Band. The parade begins at noon, marching from the bandstand through the Common and Public Garden and ending at the “Make Way for Ducklings” statues.  Registration  costs $35 for a family of any size and includes a goodie bag full of Duckling Day-themed gifts.  (Sunday, May 12 from 10 a.m.-12:30 p.m.; 165 Tremont St., Boston; $35 per family) — Natalie Gale

Smell the flowers at Arnold Arboretum’s Lilac Sunday

Lilac Sunday returns to the Arnold Arboretum of Harvard University in Jamaica Plain this Mother’s Day, a sure sign that spring is here in Boston. This year’s celebration will be the 114th annual Lilac Sunday, celebrating the park’s hundreds of fragrant purple lilacs while they’re in peak bloom. Visitors can explore the arboretum’s lilac grove with an expert tour,  self-guided tour , or by downloading the park’s mobile app,  Expeditions . The day also includes hands-on children’s programming, and picnicking in the arboretum’s landscape is allowed on Lilac Sunday only.  (Sunday, May 12 from 10 a.m.-3 p.m.; Arborway, Boston; free) — Natalie Gale

Grab an origami flower at the Harvard Art Museums

Now that the Harvard Art Museums always offer free admission, the staff is coming up with additional new and creative perks to get people to come visit. This Sunday, curator Elizabeth M. Rudy will be offering a handmade origami flower to the first 100 people to arrive at the special exhibition “ LaToya M. Hobbs: It’s Time. ” The exhibit showcases how Hobbs, a woodcut artist, balances her roles as a contemporary creative, wife, mother, and educator. If you want to keep the flower theme going, you can also swing by the glass flowers at the Harvard Museum of Natural History, one of the gems of the entire Harvard Art Museums system. (Sunday, May 12 from 10 a.m.-5 p.m.; 32 Quincy St., Cambridge; free) — Kevin Slane

Bring Mom  to the Mother’s Day Makers Market

Still searching for the perfect Mother’s Day gift? Let her pick one out herself at the Mother’s Day Makers Market this Sunday from noon to 5 p.m. at the Charles River Speedway in Brighton. The event, run by Boston Women’s Market, features 30 women-founded local businesses, selling a mix of jewelry, art, home goods, and more. There will also be a number of activities throughout the day, including a bouquet-making station at Butterbean Florals, a spritz bar from cocktail spot Birds of Paradise and refreshments from Speedway fixtures like empanada shop Super Bien.  (Sunday, May 12 from 12-5 p.m.; 525 Western Ave., Boston; free) — Kevin Slane

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John Prybot smells lilacs during the annual Lilac Sunday at the Arnold Arboretum in 2015.

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Things to do | three men arraigned on gun charges following fatal shooting of 16-year-old at northboro house party, things to do, things to do | make lifetime memories with these mother-daughter trip ideas, whether you are looking for relaxation or excitement, these are some of the best trips for moms and daughters..

boston tour ideas

Taking a trip together is the perfect way to celebrate Mother’s Day, a birthday or graduation. It’s an opportunity to reconnect, create lasting memories and share new adventures. Whether you are looking for relaxation or excitement, these are some of the best trips for moms and daughters.

Planning the right type of trip for a mother-daughter vacation

When planning a mom-and-daughter vacation, the range of trip types makes it possible to plan travel that suits the two of you. Depart on an adventure to explore a new city, culture or activity together. Or opt for a relaxing trip if you are looking for a chance to unwind as you reconnect.

Book a mother-daughter cruise

A cruise is a great escape from daily life with a myriad of destinations to choose from. Cruising has been rising in popularity in recent years, with sales up more than 25% from 2023 to 2024, according to Insider Travel Report. This means more options for the experience you want.

With destinations around the world, mothers and daughters can embark on a Caribbean cruise , or explore the Mediterranean Sea. River cruises are another option for trips on beautiful rivers in the U.S. and Europe.

Onboard, mothers and daughters can enjoy poolside relaxation, spa treatments, brunch, afternoon drinks and shows, among many other activities. At ports of call, share new experiences as you explore towns and cities together. Many cruise lines offer guided excursions as well, such as tours of Caribbean islands or the historical sites of Europe.

Travel to a new city

Exploring new locations and cultures is one of the best ways to connect with others. By planning a city break trip, you can work together to choose an itinerary you will both enjoy. Consider taking a long weekend in Paris or Rome for a European getaway, or stay closer to home in New Orleans or New York City.

Be sure to consider both rest and adventure on a city break. “Most of my mother-daughter travelers want a well-rounded experience,” says Theresa Chu-Bermudez, travel advisor and founder of Get Out! Custom Travels . “For example, they would like to see the major sights while also taking time for relaxing at the spa and for shopping.”

Go on a mother-daughter adventure trip

Adventure travel is all about immersing yourself in local cultures, trying exciting activities and even getting out of your comfort zone on occasion. These trips can be highly active with experiences like trekking or biking, or more restful with a focus on wellness and local living. No matter what type of trip you plan, adventure travel will let you create lifetime memories together.

Traveling for adventure and immersion has become more popular in recent years, and over 75% of adventure travelers are women, as shown by data collected by Condor Ferries . Several companies offer adventure tours with pre-determined itineraries for easy planning, although you can also plan your own if you have more personalized activities in mind.

Top destinations for mothers and daughters

A mother-daughter trip is a great time to check off a bucket list destination, especially if you are celebrating an event like a birthday or graduation. You may instead want to escape to a location close to home for a long weekend and a chance to catch up.

Get away for a weekend in Charleston

Traveling within the U.S. is extremely popular, with 85% of travelers planning domestic vacations this spring, according to Vacasa . These can be simpler to coordinate, more affordable and better for quick trips. Of the many fantastic U.S. destinations, Charleston, South Carolina, is great for mothers and daughters.

Friendly, historic and thriving, Charleston is perfect for a weekend trip. Downtown Charleston is packed with restaurants, shopping, arts and cultural activities. When you are ready for a break from the city, head to the beautiful local beaches to relax by the ocean.

Travel to an island paradise in Aruba

If your ideal mother-daughter vacation includes sandy beaches and sparkling water, Aruba is a top-choice destination. This Caribbean island is warm and sunny year round, making for a luxurious escape.

Aruba has become an increasingly popular tourist destination, with travel there up 20% in 2024, as noted by Tourism Analytics. You have many resorts and activities to choose from on your trip. Spend time on Aruba’s many beaches, indulge in a champagne brunch boat ride, hike through the national park or relax with a spa treatment at one of the island’s resorts.

Experience culture together on a Greek Islands cruise

The islands of Greece boast stunning scenery and beaches, as well as history, culture and food at every stop. Embracing a new culture together can be a great way to learn more about each other and strengthen the mother-daughter bond.

In recalling a recent trip to Greece with her mother, Chu-Bermudez says, “Exploring new ports together in the Aegean via a small ship made it stress-free and allowed us to really enjoy the trip. One of my favorite parts of traveling with my mom is seeing different sides of her. When we were docked outside of Nafplion in Greece, she got up and started dancing with the traditional Greek dancers who had come on board!”

Planning an itinerary of mother-daughter vacation activities

Taking a mother-daughter vacation is a great time to enjoy the activities you both like and to share new experiences. If you are planning the trip as a gift to your mother or daughter, be sure to include some of her favorite activities.

Depending on your destination, some of the best itineraries for a mother-and-daughter trip include exploring a city’s museums, shopping and restaurants. Walking tours, boat tours, food tours and other organized tours let you see the city with minimal planning.

If you want adventure in nature, local parks often have opportunities for hiking, biking, sailing, ziplining and more. On the other hand, add some time for relaxing together by scheduling a spa day or beach day.

Get away on a mother-daughter vacation this year

Whether you are looking for a Mother’s Day present, celebrating your daughter’s birthday or simply want to make lifelong memories, plan a mom-and-daughter vacation this year. From a cruise in the Caribbean to a cultural trip in Europe to a weekend getaway in a vibrant U.S. city, a mother-daughter trip is an unbeatable way to spend time together while enjoying a vacation.

Lisa Wells is a travel, food and lifestyle writer and photographer who has traveled across 37 countries. As the founder of Coastal Wandering , she shares her love for laid-back beach living with stories, recipes, and tips for a relaxed coastal lifestyle.

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    Public Small Group Walking Tour of the Full Boston Freedom Trail. 355. Historical Tours. from . $35. per adult. Boston to Newport Small-Group Day Trip with Breakers & Marble House Admission. 39. Historical Tours. from . $139. per adult. Boston Small-Group Freedom Trail History Tour Pub Crawl. 475.

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    History Tour of Boston. If the weather is nice, follow the red brick road around Boston's iconic landmarks. This self-guided tour is called the Freedom Trail. There are a number of tours, like the Freedom Trail Tour, which lasts 90 minutes and stops at 11 of the trail's 16 spots.

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    per adult. 6. Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River. 6,499. Duck Boat Tours. 1-2 hours. Boston is best seen by land and water, and this duck tour takes you from Boston Common to the Charles River on a single …. Free cancellation. Recommended by 91% of travelers.

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    2, 3 or 4-Day Boston Itinerary. If you're spending a few days in the Massachusetts capital, then there are a number of guided tours that you can take to get an overview of the city such as this historical walking tour, this bike tour or this food tour.. Day 1 - Freedom Trail, Museums, Quincy Market & More

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    More Boston itinerary ideas Boston Tea Party Ships & Museum. Fitting the Boston Tea Party Ships & Museum into a 1-day trip can be tough. If you've got extra time between shopping in Back Bay and dinner, squeeze in a quick visit to this unique museum. The museum features interactive exhibits detailing the infamous historic event.

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    Opened in 1852, it's one of the largest municipal libraries in the country, home to over 23 million items, with almost 4 million visitors each year. 206 Clarendon St, +1 617-536-0944, trinitychurchboston.org. The church is open for prayer and tours Tuesday-Saturday 10am-5pm and Sundays 12:15pm-4:30pm.

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    Plan your perfect vacation with the categories below. Step into history on the Freedom Trail, grab a lobster roll, visit our famous stadiums, or uncover the cultural diversity of 23 neighborhoods. No matter what's in your perfect itinerary, here's how to have a uniquely Boston experience. Explore Boston. Discover history around every corner ...

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    In fact, 14 of the 16 sights on the Freedom Trail are covered in this 2 days in Boston itinerary, including Boston Common, Park Street Church, King's Chapel, Faneuil Hall, every historical sight I discuss in the North End, and more. If you follow this Boston itinerary on your weekend in Boston, you'll spend quite a bit of time walking the ...

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    Address: 90 Tremont Street, Boston, MA 02108. Phone: (617) 772-5800. Book Now. On Boston's iconic Tremont Street, Kimpton Nine Zero is an inviting boutique hotel with complimentary wine happy ...

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    6. Provincetown, MA. Creative, sassy P-Town—located only a 90-minute ferry ride from Boston—is an artsy LGBT hotspot. It's got a great mix of galleries, restaurants and nightlife hangouts ...

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    Visit Faneuil Hall, explore the city's Old State House, and see the site of the Boston Massacre before ending up in modern-day Boston at Copley Square. There are 16 set stops on the Freedom Trail, but the path allows for flexibility to explore the city at your own pace. 2. Immerse yourself in Boston's museums.

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    Start your morning in the Boston Public Garden. The Boston Public Garden is one of our favorite places in the city and the perfect place to kick off your day in Boston. The garden is quiet and beautiful, and it's a great place to relax, take a walk, and enjoy a bit of peace in the midst of the hustle and bustle of the city. READ NEXT.

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    North End Walking Food Tour - Eat your way through Boston's North End (Little Italy) and discover authentic spots to eat. Sample meats and cheese in the oldest Italian Salumeria in Boston, visit an Italian bakery, and more. Find out more here. 2. North End Little Italy Pizza Tour - A pizza-forward tour that you won't want to miss! If ...

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    Explore the complete list of Entertainment Venues in Boston, MA. Check out our events calendar for concerts, theater shows, musicals, sporting events, and more. Fun Things To Do in Boston, MA: Concerts, Musicals, Sports, Festivals, Tours, Holiday Happenings, Family Events, Day Trips & more.

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    Visitors are encouraged to "dress to impress" for Late Nites, which will include DJs, dancing, art-making, live music, and other activities. (Friday, May 10 from 8 p.m. to 1 a.m.; 465 ...

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    Share ideas. Find new solutions. Don't miss this chance to engage with other leaders and your peers in the industry and product lodges to brainstorm, exchange expertise, and solve challenges together. ... World Tour Boston is the place to discover everything we can do for your business. Check out sessions and explore hands-on demos.