boat-tour

Your guide to Chicago lake and river cruises

One of the best ways to see Chicago is from the water. The city is home to two stunning waterfronts — the Chicago River and Lake Michigan — and each offers plenty of cruise options. Admire the skyline on a lakefront cruise, learn about the city’s iconic architecture on a Chicago River cruise, enjoy dinner and dancing aboard an all-glass vessel, sip cocktails on a tiki-themed boat, paddle your own kayak — the options are truly endless. Here’s your guide to Chicago lake and river cruises, boat tours, dinner cruises, and beyond.

See it all with Shoreline Sightseeing

Shoreline Sightseeing boat cruise on the Chicago River

One of Chicago’s classic cruise options, Shoreline Sightseeing covers all the bases. Their ultra-popular Architecture River Tour takes you on all three branches of the historic Chicago River takes you past dozens of landmark buildings.

They also offer skyline lake tours, plus specialty cruises and holiday events. Hop on a boat at Navy Pier or on Michigan Avenue.

Dine on the water with City Experiences

Odyssey River Cruise

City Experiences dining cruises are the perfect way to create a memorable moment in Chicago. Choose from a river or lake dining cruise, complete with delicious cuisine, cocktails, and entertainment.

Their glass-enclosed river vessel is particularly stunning. It offers passengers panoramic views of the city’s most iconic buildings as you glide along the Chicago River. They also offer lakefront brunch and dinner cruise options that depart from Navy Pier.

Entertain the family with Wendella Boats

water boat tour chicago

For three generations, Wendella Tours and Cruises has been cruising the Chicago waterways. With its variety of tour options, cruise times and lengths, and a heated, enclosed cabin, Wendella is a great choice for families looking for flexibility. Choose from lake & river architecture, sunset cruises, and more.

Admire architecture with Chicago’s First Lady

An architecture boat cruise on the Chicago River

Around the world, Chicago is known for its outstanding architecture, and it’s easiest to admire the city’s legacy from the water. By partnering with the Chicago Architecture Center , Chicago’s First Lady offers the most comprehensive tour of the skyline — docents must train 100 hours before they can lead tours.

Speed across Lake Michigan on Seadog Boat Tours

Seadog Boat Tour

Are you up for a thrill? Race across Lake Michigan on SeaDog Cruises, featuring 30 minutes of high speeds and exhilarating twists and turns. Come prepared to get splashed.

SeaDog also offers lakefront speedboat tours and a river/lake architecture tour, featuring views of Chicago’s iconic Buckingham Fountain, Grant Park, Museum Campus, and more.

Live it up on an Island Party Boat

Looking for a party? These tiki-themed boats are always a good time, offering drink packages, stellar views, and fun vibes. You can hop on an Island Party Boat at Monroe Harbor or the Chicago Riverwalk, which is also where you’ll find their beach-inspired bar Island Party Hut. Choose from a river cruise, lake cruise, tacky tour guide cruise, or even a dueling pianos cruise.

Go back in time with Chicago Fireboat Tours

Step onto a real, historic fireboat and get ready for a unique experience with Chicago Fireboat Tours . The river tours are given aboard a real piece of Chicago history — a retired fireboat that patrolled the Chicago from 1937 to 1981. Tours are led by expert docents and include historic and sunset options.

Splurge on a Free Spirit Yacht Cruises

Looking to splurge a little? These private yacht charters are the way to go. The spacious yachts comfortably fit up to 49 or 120 people, making them the perfect option for a large celebration or an intimate gathering. Premium bar and catering packages round out the experience.

Explore the Chicago River with Urban Kayaks

Kayaking in Chicago

If you’re ready to ditch the captain and explore the water on your own, then it’s time to grab a paddle at Urban Kayaks . You’ll go through a brief training session before you hit the water, but you’re free to paddle the river or lake at your own pace. Or join in a guided tour to catch the sunset, fireworks, or historic highlights. Rentals are available at the Chicago Riverwalk or Monroe Harbor.

Rent an electric boat

Boat Bike from Chicago Electric Boat Company

Chicago Electric Boat Company offers fun and unique ways to get out on the water, including donut boats, retro boats, and even a bike boat that your group can pedal down the Chicago River. Rental locations include Marina City, the Chicago Riverwalk, and Rockwell on the River in Avondale.

See the skyline aboard Mercury Cruises

While Chicago’s summer fireworks are already fun to watch, it’s an entirely new experience when you’re on a 3D tour. Before the show, you’ll cruise around the lake and see some of Chicago’s famous landmarks.

Mercury Cruises also offer Urban Adventure, Canine Cruises, and Chicago by Night tours.

Check out Chinatown via Chicago Water Taxi

Chicago Water Taxi Boat Tour

Hop on! The Chicago Water Taxi is a fun and cheap way to get around Chicago. The Water Taxi stops at Ogilvie Transportation Center, Chinatown, Goose Island, the Chicago Riverwalk, Michigan Avenue, and River North. Get a one-way ticket for $6 or an all-day pass for $10. Check their daily routes and schedules for more details. Cruises.

From this article

Chicago Architecture Center

Tours & Attractions

Chicago architecture center.

Mercury, Chicago’s Skyline Cruiseline

Mercury, Chicago’s Skyline Cruiseline

Shoreline Sightseeing Company

Shoreline Sightseeing Company

Streeterville

Free Spirit Yacht Cruises

Special Event Venues

Free spirit yacht cruises.

Urban Kayaks

Urban Kayaks

River North

Wendella Tours & Cruises

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chicago boat tours

The 15 best boat tours in Chicago

See the skyline from dazzling new vantage points aboard one of the best boat tours in Chicago

Sure, walks along Michigan Avenue and State Street are nice and rooftop bars offer plenty of pretty sights – but the best way to see downtown Chicago is from the water. Both the Chicago River and Lake Michigan offer unparalleled vantage points for taking in the city’s world-famous architecture and the breathtaking Chicago skyline , with many of the tours providing unique insights into the city’s culture and history.

From architecture tours and history lessons to  straightforward sightseeing affairs , romantic excursions and pirate-themed family fun, there's a Chicago cruise for every groove. Below we’ve got the essential list of the city’s finest waterborne tours, including tall-mast ships and glitzy speed boats. Bon voyage!  

RECOMMENDED: Find more to explore with the best things to do in Chicago Plan your trip with the  best hotels in Chicago

How do we determine the cream of the crop? Our staff picks combine the top, most recent reviews with some of our personal favorites to make sure you get the best deal on the web. Throughout this article, you may notice some affiliate links – these have no influence on our editorial content – we pinky swear. For more information, see our  affiliate guidelines .

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Best Chicago boat tours

1.5-Hour Guided Architecture River Cruise

1.  1.5-Hour Guided Architecture River Cruise

Departing from Navy Pier's Polk Bros Park or the northeast corner of the Michigan Avenue Bridge, this 60-minute trip packs in all of the architectural sights that visitors want to see. Tour guides highlight more than 40 towering Chicago landmarks, including the Tribune Tower, the Wrigley Building, and Marina City (a.k.a. "The Corncobs" or " The Wilco Building "). 

Don't miss:  Locally sourced food and drink from the boat bar.  

Seadog River and Lake Architectural Tour

2.  Seadog River and Lake Architectural Tour

There are few more iconic Chicago sights than seeing the bright yellow Seadog speeding around town. Combining speed and sightseeing, Seadog’s architecture tour whizzes guests past the likes of the Willis Tower and Lyric Opera, all while arming you with an impressive load of facts about the Windy City. And after this blustery 75-minute tour has finished traversing the Chicago River, it ends with a thrilling whizz across Lake Michigan, past Museum Campus, and Grant Park. This one departs from Seadog’s dock at Navy Pier throughout the summer months.

Don't miss:  Local beer, spirits and Garrett's Popcorn at the boat bar.

Wendella: Chicago's Original Family-Friendly Architecture Tour

3.  Wendella: Chicago's Original Family-Friendly Architecture Tour

If you're weighing your options, Wendella's architecture tour (which it claims is Chicago's original ) is another way to explore all of the beautiful structures that line the river. Over the course of the 90-minute tour, you'll navigate all three branches of the Chicago River, while your guide fills you in on the stories behind some of the skyline's most prominent edifices. This tour departs from the Wendella Dock, located at the northwest corner of the Michigan Avenue Bridge at the foot of the Wrigley Building.

Don't miss: Live commentary from the tour guide, with material to entertain the whole family. 

1.5-Hour Romantic Sunset Cruise

4.  1.5-Hour Romantic Sunset Cruise

How do you end the perfect day of sightseeing? With the perfect sunset, obvs. Setting off from Wendella Dock (at the northwest corner of the Michigan Avenue Bridge at the foot of the Wrigley Building), this 90-minute cruise will breeze along Lake Michigan as the glint of the sun on Chicago's skyscrapers is replaced by twinkling city lights. 

Don't miss: Toasting to the end of the day with wine, local beer and hand-crafted cocktails.

Tall Ship Windy Architecture & Skyline Sailing Tour

5.  Tall Ship Windy Architecture & Skyline Sailing Tour

Let the wind carry you to stunning views of the city from aboard the Tall Ship Windy, a four-masted, 148-foot topsail schooner. The 75-minute trip cruise brings guests on a scenic route running along the Lake Michigan shoreline, where you can take in lovely skyline vistas and glimpses of the sunset. Head to the onboard bar to find snacks and drinks for sale. 

Don't miss:  Bring the kids for the special pirate-themed cruise, featuring  tales of swashbuckling  on the Great Lakes.  

Seadog Speedboat Tour

6.  Seadog Speedboat Tour

If you balk at the idea of traipsing around museums and galleries all day with just your legs for locomotion, this whistle-stop boat ride is the tour for you. See every worthy Chicago landmark in 30 minutes on Seadog’s speedboat, which can sometimes feel like a floating rollercoaster. Launching from Navy Pier, the captain will efficiently guide you (with a running commentary) around Lake Michigan, past Museum Campus, Magnificent Mile, Grant Park, and more.

Don't miss: Upgrade to the Extreme Thrill Ride, which includes full 360° spins and more. 

Lake Michigan Skyline Sightseeing Cruise

7.  Lake Michigan Skyline Sightseeing Cruise

Want to see Chicago from the water but don't have much time to spare? You can peep the skyline in just 30 minutes on Shoreline's Classic Lake Tour, which departs from Navy Pier and boasts some of the best views you'll find on Lake Michigan. The commentary on the city's architecture and history is pre-recorded, so you won't miss out on any information because your guide ran out of time (and if you've heard it before, you can sit back and enjoy those sweet, sweet sights).

Don't miss: Proceeding straight to the boarding line with a barcode that lets you skip the ticket office. 

Lake Michigan Gourmet Dinner Cruise

8.  Lake Michigan Gourmet Dinner Cruise

Enjoy a three-course gourmet dinner on the water in the Odyssey Chicago, where you can enjoy breathtaking views of the skyline surrounding you. Departing from Navy Pier, this cruise includes a dinner with freshly prepared entrées, mains, and desserts. The 2.5 or 3-hour ride takes you around Lake Michigan, with a cash bar to keep the drinks flowing throughout your meal.

Don't miss: The live DJ set and unlimited tea and coffee.

https://media.timeout.com/images/106037667/image.jpg

9.  Chicago's Lake Michigan Kayak Tour

If you want to couple a workout with your sightseeing, consider touring Lake Michigan by kayak. The rental lasts one hour and if you've never kayaked before, don't worry – tandem kayaks are available for less experienced guests. The meeting point is at Ohio Street Beach and you'll be provided with a life jacket on arrival before paddling out onto Chicago's most incredible river view.

Don't miss: Take a break along the urban beachfront, with the chance to also rent stand-up paddle boards.  

Lake Michigan Buffet Brunch Cruise

10.  Lake Michigan Buffet Brunch Cruise

If you're looking for dinner with a view, you could do worse than watching the sunset against the skyline aboard this 2.5 or 3-hour Lake Michigan brunch, lunch, or dinner cruise. Grab a group of friends and book a table – ideally one with a window-facing view—for a buffet-style meal before making your way to the dancefloor for an evening of DJ-curated music. Unlimited coffee, tea, and water will be on hand.

Don't miss: Creative signature cocktails at the bar. 

Lake Michigan Odyssey Gourmet Lunch Cruise

11.  Lake Michigan Odyssey Gourmet Lunch Cruise

Why settle for lunch at a land-bound restaurant when you could eat your meal on Lake Michigan? The Odyssey's lunch cruise includes a three-course meal and all the coffee, hot tea, iced tea and water you can drink. Visit the cash bar to buy wine, beer and cocktails and enjoy the views on this two-hour tour.

Don't miss: Dance on the top deck to tunes played out by the onboard DJ. 

12.  Chicago Fireboat Tours Historical and Architectural Cruise

Hosted on the bright red Fred A. Busse Fireboat – which served the Chicago Fire Department until 1981 – this architectural tour of the Chicago River lasts anywhere from 90 minutes to two hours. A docent will fill you in on the history of buildings lining the river as well as the story of the boat you've boarded, which formerly traveled the city's waterways to fight fires. 

Don't miss: Check out the vintage firefighting artifacts and photos on board. 

Lady Grebe Chicago River Experience

13.  Lady Grebe Chicago River Experience

Want to feel extra posh? Grab a group of up to six friends and book a private cruise aboard Lady Grebe, a 48-foot vintage yacht that can be reserved for two-hour trips along the Chicago River. The reservation comes with a premium drinks package and you can also opt to kick things up a notch with picnic baskets full of food or full-service catering. 

Don't miss:  Book a Chicago Architecture Center docent to give a guided tour for an educational twist.

Chicago Electric Boat Company Tour

14.  Chicago Electric Boat Company Tour

Go your own way. Be your own captain. That’s what’s on offer with this Chicago River tour. The Chicago Electric Boat Company lets passengers steer the ship themselves (if they’ve got a valid driver’s license and watched a 10-minute tutorial, that is), allowing total freedom on the Windy City’s waterways. If you’re looking to still have some kind of tour, you can hire a personal tour guide—and we haven’t even gotten to the best bit. These boats are all electric, so they’re a little bit more environmentally friendly, too.

Don't miss: Hot tub boat rentals are also available.

Chicago Architecture Center River Cruise Aboard Chicago’s First Lady

15.  Chicago Architecture Center River Cruise Aboard Chicago’s First Lady

There's a reason the Chicago Architecture Foundation's beloved tour has been named the Best Boat Tour in the U.S.  The center’s official tour goes into detail on more than 50 buildings both on the riverfront and beyond. In doing so, they give a fascinating history of the city and those that built it—plus you can easily upgrade your ticket to include entry to just Chicago Architecture Center itself. It’s a proper design enthusiast’s dream. This one leaves from the Chicago First Lady Cruises dock and lasts around 90 minutes. 

Don't miss:  Gather friends for the serene evening cruise for just a few dollars more.

GYG Chicago TTD

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THE 10 BEST Chicago Boat Tours

Boat tours in chicago.

  • Sports Camps & Clinics
  • 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
  • Chicago Skyline
  • Adler Planetarium
  • Buckingham Fountain
  • Likely to Sell Out
  • 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.

water boat tour chicago

1. Chicago Architecture River Cruise

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2. Chicago River 90-Minute Architecture Tour

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3. Chicago Architecture Center River Cruise aboard Chicago's First Lady

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4. Chicago River 45-Minute Architecture Tour from Magnificent Mile

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5. Chicago River Architecture Tour with Small Boat Upgrade Option

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6. Chicago River 90-Minute Architecture Boat Tour

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7. Chicago Lake and River Architecture Tour

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8. Chicago 3D Fireworks Cruise

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9. Small Group Lake Michigan Tour

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10. Chicago Buffet Lunch Cruise on Lake Michigan

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11. Lake Michigan Skyline Cruise in Chicago

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12. Chicago by Night: 90 Minute River and Lakefront Cruise

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13. Chicago Skyline Sunset Sail Aboard a Tall Ship

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14. Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

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15. Chicago Urban Adventure River and Lake Cruise

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16. Chicago Skyline Tall Ship Sightseeing Cruise

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17. Chicago Skyline Tiki Chic Party Cruise Lock and Lake

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18. Lake Michigan 30-Minute Speedboat Ride

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19. Lake Michigan Fireworks Cruise in Chicago

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20. Chicago Educational Tour and Sail Aboard a Tall Ship

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21. Chicago Private Sunset Sail on Lake Michigan

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22. Lake Michigan and Chicago River Architecture Cruise by Speedboat

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23. Chicago Fireworks Dinner Cruise with Buffet

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24. Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

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25. Chicago Gourmet Dinner Cruise on Lake Michigan

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26. Chicago River Architectural Lunch Cruise

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27. Chicago's Navy Pier Firework Sail Aboard a Tall Ship

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28. Private Evening Sail in Chicago Ending with Navy Pier Fireworks

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29. Chicago's Lake Michigan Plated Lunch Cruise

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30. Small-Group Sightseeing Boat Tour in Chicago

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The 7 best chicago boat tours of 2024: river & lake cruises.

Enjoy architectural boat tours, kayak excursions, speedboat rides and more.

Best Chicago Boat Tours

Tall Ship Windy.

Courtesy of Tall Ship Windy

If you're hoping to see as much of Chicago as you can in a short amount of time, you may want to sign up for a boat tour. During each tour, you'll learn the historical significance of the skyline's iconic buildings while enjoying breathtaking views of the Windy City. Considering traveler reviews and expert opinion, U.S. News selected the best Chicago boat tours, ranging from an architectural boat tour on the river to a thrilling speedboat ride on Lake Michigan.

Editor’s Pick: Wendella Boats – Chicago River Architecture Tour

Price: Adults from $44; kids from $20 Duration: 1.5 hours

U.S. News independently paid to send Cortney Fries , an award-winning writer based in Chicago, on this tour to provide readers with an unbiased, first-hand perspective of what to expect. The Wendella Boats Chicago River Architecture Tour was selected by our team as an Editor’s Pick thanks to its popularity and favorable user reviews.

Cruise three branches of the Chicago River as you take in views of famous Chicago landmarks, such as the Willis Tower and Merchandise Mart. A knowledgeable guide provides an overview of the architecture and interesting lessons in Chicago history along the way. For instance, did you know that the Lyric Opera House was built in the shape of a giant throne, or that the Chicago River is the only natural river reversed by humankind? Learn about: the four stars on the Chicago flag and what they represent, the legend of the O’Leary cow starting the Great Chicago Fire, the statue atop the Chicago Board of Trade and Chicago’s famous drawbridges.

Refreshments and snacks are sold on board. Sit on the top deck to listen to the live tour with unobstructed views, but bring a jacket or sun hat if it’s cool or sunny. Climate-controlled seating is offered below, as are restrooms. Tours are generally available daily beginning at 9:30 a.m., with multiple departures throughout the day and evening. If you’re short on time or traveling with kids, the 45-minute version of this architecture tour may be your best option.

Chicago River Architecture Cruise

Cortney Fries

Why we love it:

  • The Chicago River Architecture Tour is one of the best ways to learn about and explore Chicago sans crowds. 
  • Guides are engaging, informative and also provide ideas for other places to visit during your trip. 
  • Tours depart from Michigan Avenue near the Wrigley Building, where there are plenty of shopping and dining options nearby. Arrive early so you can enjoy the area and give yourself enough time to find parking.

– Cortney Fries

Check prices & availability on:

Tall Ship Windy – Chicago Skyline Sail

Price: Adults from $49; kids from $39 Duration: 75 minutes

Tall Ship Windy's Chicago Skyline Sail introduces you to the beauty and splendor of Chicago's world-famous buildings aboard the company's four-masted schooner. On the sightseeing tour, you'll learn interesting facts about the history of this renowned waterfront and its skyline, as well as the people who built it. Travelers love the experience, describing the crew and the schooner as incredible. They recommend booking one of the sunset sails for photo-worthy views.

Tours depart from Navy Pier daily from May through September at 1, 3, 5 and 7 p.m. Note that the 1 p.m. sail is all about the history of piracy in the area. Tall Ship Windy also offers nighttime cruises on select days to correspond with Navy Pier's seasonal Fireworks at the Pier show.

Chicago Architecture Foundation Center River Cruise

Price: Adults from $54; kids from $24 Duration: 1.5 hours

Hop aboard Chicago's First Lady for a tour of the Windy City's spectacular skyline. With one of the Chicago Architecture Center's volunteer docents guiding your trip, you'll learn the architectural and cultural history of more than 50 of Chicago's iconic buildings. Boats are equipped with open-air upper decks, climate-controlled lower cabins, full-service bars and restrooms. Travelers say this architectural boat tour is not to be missed and describe it as a family-friendly experience with spectacular views. They also rave about the insightful, entertaining tour guides who provide a wealth of information.

Cruises generally depart daily from 9 a.m. to 8 p.m., though exact times may vary by day. For an additional $5, you can gain access to the Chicago Architecture Center (which saves you $9 on center admission).

Best Chicago Boat Tours

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City Experiences by Hornblower – Chicago Seadog Lakefront Speedboat Tour

Price: Adults from $35; children from $25 Duration: 30 minutes

This speedboat tour departs from popular Navy Pier, taking travelers on a fast-paced, 30-minute ride along Lake Michigan's shores. During the cruise, an expert guide will share the history of Chicago and the landmarks that created its iconic skyline. Along with the entertaining commentary, you'll enjoy photo-worthy views of lakefront attractions. Reviewers rave about the tour, saying that the views are superb and the speedboat makes for a thrilling ride.

The tour, which operates from March through October or early November, departs hourly every day starting as early as 11 a.m.; exact departure times vary by day. Keep in mind that the tour is not recommended for pregnant women or people with neck or back injuries. Prefer a more low-key ride? The company also offers brunch, lunch and dinner cruises on larger vessels, along with architectural boat tours.

Urban Kayaks – Historic Chicago Tour

Price: Singles from $65; tandems from $130 Duration: 2 hours

Travelers angling for an active way to see the Chicago River should book this guided kayak outing. You'll learn about Chicago's contemporary urban landscape – and the historical significance of many of its buildings – while you paddle alongside an expert guide. What's more, the tour is suitable for novice and experienced kayakers alike. According to the company, you should expect to get wet and will want to dress accordingly. Reviewers enjoy seeing the city from their kayaks and say you'll pass beautiful and romantic views along the way. They also appreciate the attentive, friendly guides.

Tours are available daily at 11 a.m. and 3 p.m. from May through September. If you'd rather paddle the lake, consider renting a kayak from the company or signing up for its paddleboarding class.

Shoreline Sightseeing – Skyline Lake Tour

Price: Adults from $30; kids from $12 Duration: 30 minutes

Sit back, relax and take in the dramatic scenery of the Chicago skyline with this tour of Lake Michigan. The prerecorded narration will help you learn about Chicago's most famous buildings, such as the Willis Tower, and how they came to life. Along the short cruise, you'll have just enough time to take in the views and enjoy a drink or snack from the bar. Visitors love the tour for the views and history lesson, though some complain it was difficult to hear the narration from the back of the boat. They also advise future riders to bring a jacket because it gets cold on the water.

Tours depart daily in the spring, summer and early fall multiple times a day, weather permitting. Shoreline Sightseeing also offers architecture tours on the Chicago River.

Best Chicago Boat Tours

Tours & Boats – 90-Minute Architecture Boat Tour

Price: Adults from $49; kids from $25 Duration: 1.5 hours

Tour-takers say this boat ride is entertaining and educational thanks to the informed guides. You'll see Chicago's many famous buildings up close as guides tell stories of the city's history. Plus, the tour takes you to the locks on the river's main branch, Chinatown in the south and Goose Island in the north.

Cruise departures vary by month and day. Boats depart from River City Marina, which is about a mile west of Grant Park. For several reviewers, the boat's departure point was another reason to book with Tours & Boats as it offers better parking options than some of the other river cruise companies in the city. Tours & Boats also operates private tours.

You may also be interested in:

  • The Best Chicago Tours
  • The Best Chicago Walking Tours
  • The Best Chicago Segway Tours
  • Best Hotels in Chicago
  • Best Things to Do in Chicago

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There’s one sure recipe to make your business or social event even more memorable – just add water and Chicago’s First Lady!

Recalling the handsome elegance of 20th century luxury yachts, our vessels are sure to make an impression. Choose from seven perfectly sized ships for your private event.

Your wedding is the start of your lifelong journey together, so begin that journey in a truly memorable way - a wedding cruise down the Chicago River.

Evening River Cruise

Experience our renowned daytime CAC River Cruise in the glow of the setting sun. Take in the city’s magnificent architecture bathed in golden light as it begins its transition from day to night.

water boat tour chicago

“The very best city tour I have been on in my life! We were in America for a month and this was our best morning.” - JurassicBill TripAdvisor, Dorset UK

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"What an amazing experience, this tour brings all the beautiful architecture and history to life.” - Rachel M Yelp, Arizona, USA

THE 10 BEST Chicago Boat Rides & Cruises

Boat rides & cruises in chicago.

  • Boat Rentals
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  • Surfing, Windsurfing & Kitesurfing
  • Waterskiing & Jetskiing
  • Scuba & Snorkeling
  • Dolphin & Whale Watching
  • Swim with Dolphins
  • Up to 1 hour
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  • 5.0 of 5 bubbles
  • 4.0 of 5 bubbles & up
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  • 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.

water boat tour chicago

1. Chicago Architecture River Cruise

water boat tour chicago

2. Chicago River 90-Minute Architecture Tour

water boat tour chicago

3. Chicago Architecture Center River Cruise aboard Chicago's First Lady

water boat tour chicago

4. Chicago River 45-Minute Architecture Tour from Magnificent Mile

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5. Lake Michigan Sunset Cruise in Chicago

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6. Chicago River Architecture Tour with Small Boat Upgrade Option

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7. Chicago River 90-Minute Architecture Boat Tour

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8. Chicago Lake and River Architecture Tour

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9. Chicago River Cocktail Cruise

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10. Chicago 3D Fireworks Cruise

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11. Chicago Buffet Lunch Cruise on Lake Michigan

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12. Lake Michigan Skyline Cruise in Chicago

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13. Chicago by Night: 90 Minute River and Lakefront Cruise

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14. Chicago Skyline Sunset Sail Aboard a Tall Ship

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15. Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

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16. Small Group Lake Michigan Tour

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17. Chicago Urban Adventure River and Lake Cruise

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18. Premier Chicago River Dinner Cruise

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19. Chicago Skyline Tall Ship Sightseeing Cruise

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20. Chicago Skyline Tiki Chic Party Cruise Lock and Lake

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21. Chicago Buffet Dinner Cruise on Lake Michigan

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22. Lake Michigan 30-Minute Speedboat Ride

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23. Lake Michigan Fireworks Cruise in Chicago

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24. Chicago River Architecture Tour Aboard a Historic Yacht

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25. Chicago City Tour with Architecture River Cruise Option

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26. Chicago Educational Tour and Sail Aboard a Tall Ship

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27. Chicago Private Sunset Sail on Lake Michigan

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28. Lake Michigan and Chicago River Architecture Cruise by Speedboat

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29. Chicago Fireworks Dinner Cruise with Buffet

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30. Best of Chicago Small-Group Tour with Skydeck and River Cruise

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Unforgettable views. Unparalleled experiences.

Cruises & Tours

Explore chicago by land, water or air.

Whether you’re in town for just one day or are a life-long resident, cruises and tours of Chicago are a great way to see the sights, discover something new, or treat yourself to an unforgettable experience.

From laid-back sightseeing cruises and elegant dining cruises to heart-pumping thrill rides to upscale private charters, Lake Michigan and Chicago River cruises departing from Navy Pier offer a memorable experience for all.

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Our Cruises & Tours

cruises and tours 3

Architecture & Sightseeing Cruises

Take in Chicago’s iconic skyline and the scenic Chicago River with sightseeing cruises at Navy Pier! These fun experiences offer guests panoramic city views along with entertaining and enlightening commentary about Chicago’s architecture and history.

cruises and tours 4

Brunch, Lunch and Dinner Cruises

When you dine on Like Michigan, every table is the best in the house. Navy Pier’s brunch, lunch and dinner cruises pair world-class cuisine with panoramic views of the city and lakefront.

cruises and tours speedboat tours and extreme thrill rides 1

Speedboat Tours and Thrill Rides

This isn’t your parents’ leisure cruise! On these 30-minute speed boat rides, you’ll tear across Lake Michigan at up to 45 miles per hour while getting entertaining and informative commentary on Chicago.

cruises and tours specialty and holiday cruises 1

Specialty and Holiday Cruises

There’s always something worth celebrating with cruises on Lake Michigan and the Chicago River. Our partners offer themed cruises for major holidays, as well as a wide variety of special events that are sure to get you in the party mood.

odyssey lake michigan

Groups And Private Charters

Perfect for corporate outings and special occasions, group cruises and private charters offer unforgettable experiences for up to 800 guests.

cruises and tours bicycle tours 1

Bicycle Tours

Bike & Roll Chicago allows guests to rent bicycles for a fun experience on the lakefront.

Cruise & Tour Types

Shoreline Architecture River Tours

Shoreline Architecture River Tours

Take Shoreline’s award-winning 75-minute Architecture River Tour to discover Chicago’s renowned landmarks as presented by our expert and entertaining guides. You’ll learn how Chicago rose...

City Cruises – Premier Dinner Cruise on Lake Michigan

City Cruises – Premier Dinner Cruise on Lake Michigan

Lake Michigan dinner cruises are the perfect setting for celebrating with friends, connecting with colleagues, or a romantic evening. Odyssey Lake Michigan dinner cruises are...

City Cruises – Premier Lunch Cruise on Lake Michigan

City Cruises – Premier Lunch Cruise on Lake Michigan

A two-hour Lake Michigan lunch cruise is the perfect way to enjoy time with family or the company of great friends. Retreat from a busy...

City Cruises – Signature Dinner Cruise on Lake Michigan

City Cruises – Signature Dinner Cruise on Lake Michigan

Celebrate a special occasion, host a group event or share a romantic evening aboard Spirit of Chicago. Great for parties of all sizes, a Spirit...

City Cruises – Spirit of Chicago Dinner Cruise

City Cruises – Spirit of Chicago Dinner Cruise

Catch the Chicago skyline at sunset during the most beautiful time of the year, and join us for a fun, laid-back, 2-hour cruise. Spirit's Lakefront...

City Cruises – Odyssey Lake Michigan Dinner Cruises

City Cruises – Odyssey Lake Michigan Dinner Cruises

Odyssey Lake Michigan presents special prix fixe dinner cruises, offering guests the opportunity to try one of Chicago’s most unique dining experiences at an incredible...

City Cruises – Spirit of Chicago Brunch Cruises

City Cruises – Spirit of Chicago Brunch Cruises

Whether you’re a native Chicagoan, newcomer, or just visiting, a Spirit of Chicago brunch cruise is the perfect weekend outing. See well-known Chicago attractions from...

City Cruises – Signature Lunch Cruise on Lake Michigan

City Cruises – Signature Lunch Cruise on Lake Michigan

With the sunshine reflecting off the lakefront, there’s no better place to enjoy an afternoon in Chicago than aboard a lunch cruise. Departing from Navy...

City Cruises – Seadog River and Lake Architecture Tour

City Cruises – Seadog River and Lake Architecture Tour

Enjoy Chicago’s iconic skyline with an exciting architecture cruise on the Chicago River. Departing from Navy Pier, this 75-minute narrated cruise is the best way...

City Cruises – Seadog Lakefront Speedboat Tour

City Cruises – Seadog Lakefront Speedboat Tour

Our Lakefront Speedboat Tour is the best way to view Chicago from the lake, combining an exciting speedboat ride along the shoreline with informative and...

City Cruises – Seadog Extreme Thrill Rides

City Cruises – Seadog Extreme Thrill Rides

With exhilarating high speeds and full 360° spins, this jet-propelled ride blasts off to start and splashes down to stop. Experience full throttle slalom runs,...

City Cruises – Odyssey Lake Michigan Brunch Cruise

City Cruises – Odyssey Lake Michigan Brunch Cruise

This two-hour brunch cruise on Odyssey Lake Michigan, departing from Navy Pier, is ideal for capping off an incredible weekend. Enjoy a delicious menu stocked...

City Cruises – Odyssey Lake Michigan Groups

City Cruises – Odyssey Lake Michigan Groups

Host a truly unforgettable event on Lake Michigan. Book your group aboard one of Odyssey's regularly scheduled lunch or dinner cruises, or have an event...

Shoreline Sightseeing Group Tours

Shoreline Sightseeing Group Tours

Adventures are meant to be shared. Turn your next family gathering or corporate outing into an awesome adventure by booking with Shoreline. We offer special...

City Cruises – Chicago Elite Private Events

City Cruises – Chicago Elite Private Events

It's your yacht. Let our professional event planners create a custom event just for your group aboard the Chicago Elite. With two fully enClosed ,...

City Cruises – Seadog Groups

City Cruises – Seadog Groups

Planning a special outing for your group? Charter Seadog for an event everyone will enjoy! With the ability to travel both the lake and river,...

Shoreline Sightseeing Water Taxis

Shoreline Sightseeing Water Taxis

Shoreline Sightseeing’s water taxis are a great way to get around town. Starting in May and running through September, our water taxi service offers fast...

City Cruises – Spirit of Chicago Group Cruises

City Cruises – Spirit of Chicago Group Cruises

Host an event unlike any other in the city! Book your group aboard one of Spirit’s regularly scheduled lunch, brunch, cocktail or dinner cruises, or...

City Cruises – Premier Brunch Cruise on Lake Michigan

City Cruises – Premier Brunch Cruise on Lake Michigan

Experience the city’s most unique floating event venue! City Cruises offers all-inclusive packages, chef-prepared menus, full bar options, and entertainment customized to fit your needs—all...

City Cruises – Signature Brunch Cruise on Lake Michigan

City Cruises – Signature Brunch Cruise on Lake Michigan

Shoreline Skyline Lake Tours

Shoreline Skyline Lake Tours

Shoreline’s 40-minute Skyline Lake Tour offers a relaxing way to experience the panoramic of the city’s famed skyline as seen from majestic Lake Michigan. The...

Tall Ship Windy Chicago Skyline Sail

Tall Ship Windy Chicago Skyline Sail

Tall Ship Windy is closed for the season and will reopen in May 2024. Visit the Tall Ship Windy website to stay up to date...

Tall Ship Windy Private Charters & Weddings in Chicago

Tall Ship Windy Private Charters & Weddings in Chicago

A Beautiful Stage for Your Event Set sail on Windy for weddings, parties, corporate functions, reunions, church outings, tour groups, team building and more! Windy...

Tour Schedule

Set sail today or buy your tickets in advance—we’ve got more boats and more departure times to fit your schedule. Select  Show departures  next to the tour you’re interested in below, and then click on your desired departure time.

Sightseeing in Chicago? Chicago CityPASS® tickets save 48% on premier admission to Chicago’s top 5 attractions, including the Architecture River Tour. LEARN MORE

Go City & Explorer Passes need to be redeemed at one of our booths in person, on the day of use.

Please note: all tours and departure times are subject to cancellation or change depending on the weather.

Architecture River Tours ({{groupedtours(archi).length}} tours) Hide departures Show departures

From Michigan Avenue

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From Navy Pier

No tours available for this day.

Skyline Lake Tours ({{groupedtours(skyline).length}} tours) Hide departures Show departures

No tours available for this day. Please note , more Skyline tour times are available in summer due to better weather conditions. Spring and fall tour times are added as weather permits.

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No tours available for this day. Please note , fireworks tours typically run on Wednesday and Saturday evenings during the summer.

Now in its 83rd season, Shoreline Sightseeing operates Chicago's largest and most diverse fleet of cruise boats and water taxis with 11 major tour vessels and 7 water taxis.

(312) 222-9328 ext. 1 [email protected]

  • Architecture River Tour
  • Skyline Tour
  • Fireworks Tour
  • Water Taxis
  • Accessibility Information

water boat tour chicago

Chicago Architecture Center River Cruise aboard Chicago's First Lady

water boat tour chicago

Experience why we're the #1 rated boat cruise in Chicago, tickets are on sale now for the 2024 season!

Buy Tickets

Voted as one of the Top 10 Boat Tours in North America by USA Today readers for 3 years in a row and Chicago Reader's Best Tour for over 10 years ! Looking for the ultimate Chicago architecture experience? Buy a combo ticket for the river cruise AND visit the Chicago Architecture Center—you'll save $9!

For more than 25 years, the CAC's expertly trained docent volunteers have led the CAC River Cruise, sharing fascinating stories behind more than 50 buildings along the Chicago River. Hear how Chicago grew from a small settlement into one of the world's largest cities in less than 100 years. In just 90 minutes, you'll get the best overview of Chicago’s architecture and its history.

The CAC River Cruise is available in 4 languages: Continental French, Latin American Spanish, Japanese and Korean. To access these languages, please download the "Listen Everywhere" app in advance. Once you are on board the boat, the app will connect and allow you to listen in your selected language as the boat makes its way down the river.

*Continue your exploration with a visit to the CAC! Combo tickets include admission to the Center for just $5 (regular price $14). Admission is valid up to 7 days before or after your cruise.

*Please note that infant tickets must be purchased with a Priority or General Boarding Adult ticket. 

Evening River Cruise

The city's most popular tour is now offered in the evening. Serene and bathed in softer light, the city's architecture takes on a whole new life in the setting sun. Wind-down from the work-week by enjoying a cocktail with friends and family and experience Chicago's skyline on our luxury boats.

All departures lATER THAN 5:00 PM

  • CAC Members please call 312.922.8687 or come to the CAC Box Office at 111 E. Wacker Drive to redeem your BOGO benefit. 
  • You can buy a CAC membership over the phone and redeem your BOGO annual benefit at the time of your membership purchase.
  • Each person must have a ticket, including infants and children.
  • All tours depart rain or shine.
  • Arrive 30 minutes prior to your cruise departure time. Allow extra time for traffic and parking in summer.
  • Cruise guests board 15 minutes before departure time.
  • GENERAL ADMISSION SEATING
  • A full-service bar and snack bar are available onboard.
  • Tickets start at $54.00 for daytime cruises, $59.00 for evening cruises. Upgrade your ticket for $5 to include Chicago Architecture Center admission. Your visit must occur within 7 days before or after your tour.  View the CAC's hours .
  • Tickets may not be refunded or exchanged if you miss your boat. Allow extra time.
  • Find more information, including available parking, in our FAQs

Interested in a tour for a group of 20 or more? Please contact our group sales team at [email protected] . Private rentals are available.

Directions to Chicago’s First Lady boat dock

See a map here  or enter 112 E. Wacker Drive into your GPS. Located at the northeast corner of Michigan Avenue and Wacker Drive, a black awning marks the boat dock entrance stairs that lead down to the river. If you have limited mobility, see these directions  for an alternative way to reach the dock.

About our Boat Partner

We’re proud to partner with Chicago’s First Lady Cruises, operator of Chicago’s finest fleet of cruising vessels. Its boats hold up to 250 passengers and feature open-air upper decks, full-service bars, climate-controlled lower cabins and upscale marble and granite restrooms. Being onboard is sure to be an experience you'll never forget. 

Photos From This Tour

water boat tour chicago

Upcoming Chicago Architecture Center River Cruise aboard Chicago's First Lady Tours

Tuesday jun 4.

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Wednesday Jun 5

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Friday Jun 7

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Saturday Jun 8

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Sunday Jun 9

Highlights of this tour.

water boat tour chicago

Chicago Riverwalk

1 w. lower wacker drive.

Strolling along Chicago’s beautiful Riverwalk, it’s hard to imagine just how much things have changed…

water boat tour chicago

Skidmore, Owings & Merrill

Architect/firm.

Skidmore, Owings & Merrill (SOM) was founded in 1936 by Louis Skidmore and Nathaniel Owings. Partner…

water boat tour chicago

trunnion bascule bridge

trunnion is a French word for "stump" or pivot point; bascule is a French word for "see-saw"; a trunnion…

water boat tour chicago

Tribune Tower

435 n. michigan ave..

In 1922, on the occasion of its 75th anniversary, the Chicago Tribune announced an international competition…

water boat tour chicago

London Guarantee Building

360 n. michigan ave..

Located where Fort Dearborn once stood, the London Guarantee & Accident Building is one of four structures…

water boat tour chicago

330 North Wabash / AMA Plaza (IBM Plaza)

330 n. wabash ave..

One of the last American projects designed by Ludwig Mies van der Rohe, this powerful Modernist structure…

water boat tour chicago

Ludwig Mies van der Rohe

It’s difficult to imagine what the skyline of Chicago might look like without architect Ludwig Mies van…

water boat tour chicago

Arts and Crafts

The Arts and Crafts movement originated in England in the mid-19th century as an antidote to the dehumanizing…

water boat tour chicago

150 North Riverside

150 n. riverside.

Gravity-defying 150 North Riverside has already taken its rightful place among Chicago’s architectural…

water boat tour chicago

a large vertical, concrete pier, cast in place and used in a foundation where the soil is unstable

water boat tour chicago

333 West Wacker

333 w. wacker dr..

When you’ve got it, you’ve got it—and 333 West Wacker has it.

water boat tour chicago

Apple Michigan Avenue

401 n. michigan ave..

Foster + Partners’ Apple Michigan Avenue store is an impressive, airy glass box with a curved-edge…

water boat tour chicago

Merchandise Mart

222 w. merchandise mart plaza.

Size has always mattered in the Midwest.

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Riverwalk Food Tour of Chicago

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  • About this activity

Chicago River Architecture Tour with Small Boat Upgrade Option

  • Free cancellation available
  • Mobile voucher
  • Instant confirmation

Welcome to Chicago River Boat Architecture Tours! We’re proud to present you with an in-depth, expert architectural-based river boat tour that delves into one of the most remarkable American cities today. Known for unique, daring, and historical architectural pursuits, it’s hard to cover all of the design and building treasures that make up the Windy City today. If you’re ready to learning more about the designs, people, and innovations behind these creations, throw on your captains hat and get ready to cruise along the Chicago River and see what architects from around the world travel to see in Chicago. Tour departures from 465 N. McClurg Ct.

Activity and redemption location map

Activity location

  • Chicago, Illinois, United States

Meeting/Redemption Point

  • 465 North McClurg Court
  • 60611, Chicago, Illinois, United States
  • Tue, Jun 4 $49
  • Wed, Jun 5 $49
  • Thu, Jun 6 $49
  • Fri, Jun 7 $49
  • Sat, Jun 8 $49
  • Sun, Jun 9 $49
  • Mon, Jun 10 $49
  • Tue, Jun 11 $49
  • Wed, Jun 12 $49
  • Thu, Jun 13 $49
  • Fri, Jun 14 $49
  • Sat, Jun 15 $49
  • Sun, Jun 16 $49
  • Mon, Jun 17 $49
  • Tue, Jun 18 $49

River Boat Architecture Tour

  • Activity duration is 1 hour and 30 minutes 1h 30m 1h 30m

90 minute guided cruise down the skyscraper lined Chicago River

What's included, what's not

  • What's included What's included Available for purchase onboard
  • What's included What's included Local guide
  • What's included What's included Bottled water
  • What's included What's included Snacks
  • What's included What's included Port pickup and drop-off
  • What's included What's included Starbucks coffee provided free of charge

Know before you book

  • Wheelchair accessible
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Children must be accompanied by an adult

Activity itinerary

Chicago river, navy pier (pass by), cloud gate (pass by), best deals on things to do, top experiences in chicago.

Chicago Water Taxi

Connecting chicago.

  • Next departures
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  • Ogilvie / Union (West Loop)
  • Michigan Avenue

Next Departures

Ticketing options, one-way ticket.

Valid for one ride between any two CWT dock locations.

*Half price One-Way tickets available for Senior Citizens. Must purchase at the Ogilvie/Union or Michigan Ave Dock. * One Way Tickets are free for active duty military and children ages 3 years old and younger.

Commuter Ten Ride Pass

Valid for ten one-way rides between any two dock locations for one passenger. This ticket is for commuters only and cannot be used by groups or multiple riders. Rides do not expire and can be used in subsequent years.

All Day Pass

Valid for unlimited rides on one calendar day.

Some Vessels are Climate-Controlled

Restrooms on board, some routes are ada accessible, bring your bike / luggage, food welcome (no outside alcohol).

* Not all amenities included on all vessels

Just Visiting?

Explore the city of Chicago from the Chicago Water Taxi. The Chicago Water Taxi connects several Chicago neighborhoods with various dining, sightseeing and shopping attractions. Looking for a guided architecture tour or Lake Michigan cruise? Wendella offers an expansive variety of tour and cruise options.

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water boat tour chicago

7 things that might surprise you about the Chicago Architecture Boat Tour

T here are plenty of ways to take in the sights, sounds (and smells) of Chicago, but you don't necessarily have to be on land to do that.

And you don't have to be a tourist, either.

In fact, one of the most beloved ways — among locals and visitors alike — to experience city is by journeying across the Chicago River and Lake Michigan while a tour guide talks about buildings and regales you on the untold story of Mrs. O'Leary's cow.

In other words: a Chicago Architecture Boat Tour.

"As you're going up and down the Chicago River and on Lake Michigan, you're seeing the city’s evolving architecture, which is changing every year" said Andrew Sargis, director of sales and marketing for Wendella Tours and Cruises .

Wendella, billed as Chicago's "original" architecture tour, in 1935 gave its first architecture tour of the city from a wooden diesel yacht out on Navy Pier, Sargis said. Now, upwards of 20 architecture tours are offered daily, with more on the weekends. On average, Wendella tours see roughly 100,000 passengers each month over the summer, Sargis said.

And though the majority of guests on any given Wendella architecture tour are tourists, Sargis said, locals take them, too.

MORE: Even Chicagoans can't get enough of this tourist attraction: ‘It's about the only touristy thing I do'

"I was surprised when I first started, we get a lot of repeat locals," Bobby Scheffle, a Wendella tour guide told NBC Chicago. "And always there's a lot of local people that come on when they have guests visiting them in town. They like to show off the city this way."

But there's something else about the experience that makes it so very Chicago.

"I think it is really unique to experience the city from a boat on a river, because we think about other big cities in the United States -- there aren't many that have a river that go right through downtown," Scheffle said. "You feel like you're in the city, you hear the noise, and you see the buildings and all that."

Whether you're taking the ride for the first time or the 50th, bringing out-of-town guests out for a memorable activity or just itching to be a tourist in your own city, here are seven things to know about the Chicago Architecture Boat Tour.

Will weather stop a tour from running?

Wendella's architecture tours run year-round, Sargis said, although "weather is a factor."

Weather events like ice on the river or significant snowfall can impact operations, Sargis said, but they typically don't, since the Chicago River -- a federal waterway -- must remain navigable year-round.

While Wendella's boats do have climate-controlled indoor lounges, tours during the winter may run at limited times. But rain, snow, extreme heat or wind, unflappable Chicagoans still show up.

"We went on drizzly day a few years ago," Kathy Rambo wrote on NBC Chicago's Facebook page. "There were only about 10 of us on the boat!

And most often, the tour will run — rain or shine — so don't hesitate to bring a raincoat.

"I have certainly [given tours] under thunderstorms and downpours, and I've gotten drenched sometimes," Scheffle said. "I've never had a tour get canceled because no one bought a ticket. There's always someone wanting to come out here in the rain or the cold."

What's the best time of year (or day) to go?

It depends on when exactly your favorite time of the year is, and what you're hoping to see.

For Sargis, it's late summer. "There's this point of time in September when the weather is beautiful, but there's not that summer rush."

There are other times that Chicagoans may want to consider, too.

"St. Patrick's Day Celebration when they dye the river, and any Wednesday or Saturday night [over the summer], watching the fireworks over Lake Michigan , especially if you're local" Sargis said.

During the summer months, Wendella's tours run start as early as 9 a.m., with the day's final tour not ending until 10 p.m. or 11 p.m., Scheffle said, "so if you want to come for a ride to see the city lights, you can come late, and it's also beautiful, just a little more difficult to see the colors on the buildings if that's what you want to see."

Laura Pubins, who lives in a suburb outside of Chicago, agrees.

"My favorite one was when we were on a boat at sunset," Pubins wrote to NBC Chicago on Facebook. "It was an awesome new view of the city."

What's the most photogenic spot on the tour?

For Sargis, it's "anything out on Lake Michigan," with the skyline in the background.

On the river though, there's one moment that captures the city best, Scheffle said, no matter what time of day you're taking the trip.

"The best place to take a photo on the 90-minute river tour is when we come up the south branch from Chinatown," Scheffle said. "That's the best place because you get the whole skyline from the south. It's really beautiful."

For locals though, it may not be what you're looking at, so much as how you're looking at it.

"You're looking at [the city] from underneath," said Chicago resident Nick Pappas, 55, who recently found himself on a 90-minute river tour. "It's just a different perspective on the river that you don't get on the street level. As amazing as that sounds, you're only, like, 20 feet down, but it gives you a whole different perspective."

What does the training for a tour guide look like?

According to Sargis, all Wendella tour guides are trained in-house -- and the spots are competitive.

"There's high demand," Sargis said, of the position. "There are more people that want to be tour guides than space available. It's certainly a popular job, and people want to do it." While the tour guide of any given architecture tour isn't made public, many people do request certain ones for private events, Sargis said.

For the tours, there's a general script, with highlights that must be mentioned, Sargis said. But improvisation, along with sharing personal history is encouraged, too.

"All of the tour guides have their own experience in the city, and will add parts of their history in it," Sargis said. "We have a tour guide that is a retired police officer, and he will interject anecdotes form his career. We have a tour guide that's a Vietnam War Veteran, and when we go by the Vietnam War Memorial, he will always discuss the importance of it to him."

For Scheffle, the training included joining multiple tours a week for two weeks and flashcards.

"For a while, I, just drove Uber and Lyft," Scheffle said. "And then, I remembered that I really liked Chicago. I like learning fun facts about it. And there are people in the city that have that as a job -- to tell people fun facts about Chicago and I started looking into tourism jobs in the city."

What's the most common question tour guides get?

Believe it or not, it's not always about The Great Chicago Fire , or Mrs. O'Leary and her cow, at least on Scheffle's tours.

"My favorite thing on the tour that happens is probably when little kids ask questions," Scheffle said. "The common question that a kid will ask, because I talk about the tallest building, second tallest building, third tallest building, a lot of times a kid will ask what's the shortest building in Chicago? Which I don't have a good answer for."

Are you supposed to tip your guide?

"It's up to the discretion of the client," Sargis said. "I would say a lot of our passengers do tip our tour guides."

What's the absolute best part of the tour?

Sure the tour is photogenic, and the city's history is fascinating. And though some may go on the tour to find out what buildings are new, others prefer to think about the old.

"My favorite building to talk about is probably the Board of Trade building," Scheffle said. "Just because I remember walking by it much younger and always, I remember, really being impressed by it, thinking was such a cool big city building."

For a local on the tour, the memories are nice. But a day out on the water in Chicago is just hard to beat.

"It's great. I don't have to work," said Pappas, who has lived in the city for 55 years. "Every time, it's a little treat to go down the river."

Video editors Ivonne Ramirez and DS Shin produced and created the video for this story.

The Reid Murdoch Building and Chicago River in Chicago, Illinois, United States, on October 16, 2022. (Photo by Beata Zawrzel/NurPhoto via Getty Images)

Go & Show: Willow Slough's 75th and Chicago Yacht Club's In-Water Boat & Tech Show

A celebration around willow slough fish and wildlife area’s 75th anniversary and chicago yacht club’s in-water boat & tech show are go & show this week..

Sign for Willow Slough Fish and Wildlife Area, which is having it's 75th anniversary celebration this weekend.

Willow Slough Fish and Wildlife Area is having it’s 75th anniversary celebration this weekend.

Dale Bowman

The celebration of Willow Slough Fish and Wildlife Area’s 75th anniversary and Chicago Yacht Club’s In-Water Boat & Tech Show lead this week’s Go & Show.

  • The celebration for Willow Slough, an hour south of Chicago on the Indiana side of the state line, is Saturday and Sunday, June 1 and 2. It includes guided hikes both days, kayak tours on Saturday and an evening campfire Saturday. I considered doing a kayak tour, but instead I think I will do a guided hike. The site has hiking trails, lake views, picnicking, camping and access to hunting, fishing, wildlife watching and more. Willow Slough is coming off a major and innovative renovation of its main lake, J.C. Murphey. For more details and to register for some events, go to in.gov/dnr/fish-and-wildlife/properties/willow-slough-fwa/
  • Chicago Yacht Club’s In-Water Boat & Tech Show is Friday and Saturday, May 31 and June 1, at Monroe Station. Register and see details at chicagoyachtclub.org/in-water-boat-and-tech-show

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  2. 12 Best Boat Tours in Chicago

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  3. 15 Best Boat Tours in Chicago for 2024

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  4. Chicago Boat Tours: Find the Best Boat Cruises

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  5. 12 Best Boat Tours in Chicago

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  6. 15 Best Boat Tours in Chicago for 2024

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  26. Go & Show: Willow Slough's 75th and Chicago Yacht Club's In-Water Boat

    A celebration around Willow Slough Fish and Wildlife Area's 75th anniversary and Chicago Yacht Club's In-Water Boat & Tech Show are Go & Show this week.