chicago architecture boat tour with alcohol

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River Cocktail Cruises – Odyssey Chicago River

• 455 N Cityfront Plaza Dr Chicago 60611
• (888) 957-2634
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Take a late afternoon detour during a two-hour cocktail cruise on the Chicago River. This experience is ideal for anyone seeking lighter fare and a slightly shorter cruise time, while still enjoying stunning views and exceptional service.

What's Included

• A 2-hour cruise on the Chicago River aboard our new, all-glass vessel

• Incredible views of Chicago's iconic architecture (see route)

• Passed hors-d'oeuvres and light bites from our Cocktail Cruise Menu

• Cocktails, beer & wine available for purchase from our onboard bar 

• Odyssey Chicago River is docked at 455 N. Cityfront Plaza Dr

• Board: 3:30pm | Cruise: 4 - 6pm | Price: starting from $64.90*

• Mon-Fri Closed
• Saturday Closed
• Sunday Closed

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Help us win Best Boat Tour in USA Today's Best of 2024 poll! Vote every day here !

Chicago Architecture Center River Cruise aboard Chicago’s First Lady

Architecture Adventure Awaits!

Explore Chicago’s iconic architecture aboard TripAdvisor’s #1 rated boat tour of the city. The only Chicago River cruise partnered with the Chicago Architecture Center (CAC), Chicago’s First Lady Cruises offers visitors the city’s most engaging 90-minute architectural tour experience.

Highly trained and enthusiastic volunteer CAC docents (guides) provide visitors with a compelling and detailed narrative of Chicago's numerous architectural styles and the stories of the legendary figures who designed and built our city.

Enjoy cruising in comfort and style aboard Chicago’s Finest Fleet, featuring unobstructed sightlines and guaranteed seating on our open-air upper decks and full-service cocktail and snack bars in our climate-controlled interior salons. You’ll see why visitors and locals alike consistently name our tour the best way to see Chicago.

Experience More!

Complete your architecture experience with a visit to the Chicago Architecture Center, just $5 with a General Boarding Ticket and valid for up to 7 days after your cruise.

Or, treat yourself to a Priority Boarding Ticket, which includes exclusive early boarding period, skip-the-queue during general boarding, and CAC admission.

View Route   Buy Tickets

General Boarding Tickets Start At

Ticket details.

• Priority Boarding tickets start at $69 and include exclusive early boarding period, skip-the-queue during general boarding, and Chicago Architecture Center admission.
• General Boarding tickets start at $54. Include a visit to the Chicago Architecture Center for just $5 more!
• Tickets can be purchased online , in-person at our dock during regular season hours or at the Chicago Architecture Center.
• Avoid the box office by choosing "eTickets" or "Print at Home" as your delivery method.
• Tour departures frequently sell out. Reserve your tickets in advance to avoid disappointment.
• Select "Will Call" to pick up your tickets at our dockside ticket office; bring your confirmation number.
• Each person must have a ticket including infants and children.
• Prices are subject to change.

Full Schedule

Early Spring March 17 - April 25

• Mon 10:00 am 12:00 pm 2:00 pm 4:00 pm
• Tues 10:00 am 12:00 pm 2:00 pm 4:00 pm
• Wed 10:00 am 12:00 pm 2:00 pm 4:00 pm
• Thu 10:00 am 12:00 pm 2:00 pm 4:00 pm
• Fri 10:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Sun 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm

Late Spring April 26 - May 23

• Mon 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm 7:00 pm
• Tues 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Wed 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Thu 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm 7:00 pm
• Fri 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:00 pm 5:30 pm 7:00 pm
• Sun 9:30 am 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:00 pm 6:00 pm

Summer May 24 - October 14

• Mon 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:00 pm 5:30 pm 7:30 pm
• Tues 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm 7:00 pm
• Wed 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 6:00 pm
• Thu 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:30 pm 7:30 pm
• Fri 9:30 am 10:00 am 10:30 am 11:00 am 11:30 am 12:00 pm 12:30 pm 1:00 pm 1:30 pm 2:00 pm 2:30 pm 3:00 pm 3:30 pm 4:00 pm 4:30 pm 5:00 pm 5:30 pm 7:00 pm 7:30 pm
• Sun 9:30 am 10:00 am 10:30 am 11:00 am 11:30 am 12:00 pm 12:30 pm 1:00 pm 1:30 pm 2:00 pm 2:30 pm 3:00 pm 3:30 pm 4:00 pm 4:30 pm 5:00 pm 5:30 pm 7:30 pm

Early Fall October 15 - November 3

• Mon 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Thu 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Fri 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:00 pm 5:30 pm 7:00 pm 7:30 pm
• Sun 10:00 am 11:00 am 11:30 am 12:00 pm 1:00 pm 1:30 pm 2:00 pm 3:00 pm 3:30 pm 4:00 pm 5:30 pm 6:00 pm

Late Fall November 4 - November 24

• Fri 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm
• Sun 10:00 am 11:00 am 12:00 pm 1:00 pm 2:00 pm 3:00 pm 4:00 pm 5:00 pm

2024 cruising season begins March 17th and extends through November 24th. Tickets on sale now!

We are located at Michigan Ave and Wacker Drive, Chicago IL

Tour Details & Tips

• Tour Duration 90 minutes
• Arrival Time Make sure your entire party arrives 30 minutes prior to departure.
• Priority Boarding Tickets  include exclusive early boarding period, skip-the-queue during general boarding, and Chicago Architecture Center admission.
• General Boarding Tickets begin boarding approximately 15 minutes before departure.
• Seating Open outdoor seating is guaranteed for all guests. The number on your ticket does not represent a seat number.
• Tour Route The tour travels all three branches of the Chicago River. View tour route map.  Route subject to change without notice.
• Cruises depart rain or shine. Tickets may not be refunded or exchanged if you miss your boat - allow extra time.
• What to Bring Your sunglasses, cap or visor, as the sun can interfere with your view of the buildings.
• Parking Discounted parking available at 111 E. Wacker Drive with proper validation from ticket office. Visit our  Location page  for more.
• Did you know? A portion of your ticket fee supports the educational work of the Chicago Architecture Center!
• Food & Drink  A full-service bar and snack bar are available on every vessel
• Outdoor Seating Each vessel features an open-air upper deck which allows guests to safely enjoy the outdoors
• Restrooms  Well-appointed restrooms are available on each vessel
• Free Stroller Storage  Strollers will be folded and stored in the interior salon during the cruise. Children must be removed from strollers before boarding.
• Limited Mobility Services Available  See our Location page for river-level drop-off directions for guests with accessibility needs. Our staff is also available to provide early boarding services for those with limited mobility.

“I learned so much and left with a vastly greater appreciation of Chicago's stunning skyline.” - Jennifer S. TripAdvisor, IL

Photo Gallery

• What sets your tours apart from the others?

We are the only tour that partners with the Chicago Architecture Center to offer the official Chicago Architecture Center River Cruise aboard Chicago's First Lady. All of our tours are given by experienced, volunteer docents who receive hundreds of hours of training from the Chicago Architecture Center before guiding the river cruise tour.

• How long is the tour?
• Each tour is 90 minutes.
• Is there food/drink available onboard?

Yes. All boats have a full service bar and small snacks onboard. Outside alcoholic beverages are not permitted.

• Do I need to buy tickets in advance?

Advance reservations are recommended as many tours sell out during the busy summer season and on weekends.

• Is there assigned seating?

All seating is general admission. There is enough seating for all guests to sit on our open air upper decks safely and with proper distancing measures in place. While seat numbers are printed on the tickets, you can ignore these as they are not valid.

• Are tours offered in any languages other than English?

We are happy to offer free foreign language audio guides in Spanish, French, Japanese and Korean. Scan the QR code onboard for instructions. Mobile data for app download required.

• Do I have to print my tickets?
• You do not have to print your tickets. You can show your mobile ticket to our dock attendant with your smartphone, or you can have your tickets printed at the dockside will call window (be sure to bring a photo ID and your confirmation number).
• Does the boat go on the lake?

No, the tour is only on the Chicago River. If you’d like to take a lake tour, please check out our sister cruise line Mercury, Chicago’s Skyline Cruiseline .

• Are there restrooms onboard?

Yes, all the boats have restrooms onboard. There are also wheelchair accessible bathrooms on the Classic Lady, Leading Lady, and Emerald Lady. Please note: the restrooms close 15 minutes before the end of the tour for safety reasons.

• Can I bring luggage onboard?
• Due to security reasons, luggage cannot be brought onboard. There is not an area to store your luggage dockside either. We recommend having your hotel hold your luggage.
• Can I bring a stroller onboard?
• Yes, you can bring a stroller onboard. Children must be removed from strollers before boarding. Strollers will be folded and stored in the salon during the cruise.
• Are there changing tables onboard?

The Classic Lady, Leading Lady, and Emerald Lady have changing tables onboard in the family restroom. The Little Lady, Fair Lady, and First Lady do not have changing tables onboard.

• Are dogs allowed onboard?

Only service dogs are allowed onboard. Our sister company, Mercury , offers the popular Canine Cruise on summer weekends.

• How can I get to your dock without using stairs?

There are two ways to reach our dock along Chicago’s Riverwalk without using stairs: 1. On foot via the ramp located on Wacker Drive at State Street. 2. Vehicle drop-off area on Lower Wacker Drive. Visit our location page for more information.

• Can I trade my tickets for a different date/time?
• No, all tickets are nonrefundable and nonexchangeable.
• Do you cruise rain or shine?
• Yes, we cruise rain or shine. All the boats have two levels – the top deck is open-air, and the lower deck is an enclosed, climate-controlled salon. Each salon is surrounded by large windows so you can stay comfortable while still taking in the magnificent views. Tour commentary is broadcast over speakers on both levels.
• Are the boats wheelchair accessible?

Chicago's Leading Lady, Chicago’s Classic Lady, and Chicago's Emerald Lady are wheelchair-accessible. These vessels cruise at the 9am, 10am, 11am, 12pm, 1pm, 2pm, 3pm and 5pm departure times. When boarding, guests cross two ramps and enter through a 36-inch-wide opening (doorway). Crew members will assist in guiding the wheelchair across the gangway. Please present yourself to our staff if you prefer to board before general boarding starts. Guests unable to climb stairs to the upper deck may choose to sit in the open-air bow or the enclosed, climate-controlled salon with large windows. For safety reasons, motorized scooters and electric wheelchairs cannot be accommodated. Guests who are able to transfer may use the company's manual wheelchair based on availability. Visit our accessibility page for more information.

OR CALL 800.982.2787 GROUPS OF 10+ CALL 312.322.1130

The Chicago Architecture Center River Cruise aboard Chicago's First Lady is the city's official architecture tour!

Led by the Chicago Architecture Center 's knowledgeable and expertly trained docent volunteers abroad the city's most luxurious fleet, the cruise reveals fascinating stories behind Chicago's majestic buildings in a way no other tour can.

Safety is our #1 Priority. Learn more about our enhanced protocols .

CAC River Cruise

Ticket starting at $48.18 (plus applicable tax) Upgrade ticket for $5 to include Chicago Architecture Center admission

This classic tour is a must for out-of-town visitors and Chicagoans alike. Chicago Architecture Center docents lead you on an entertaining and engaging 90-minute experience. Learn about the architects who created our city's magnificent buildings—and the stories behind them. View our route .

Get your river cruise tickets

Photos from this tour

CAC Evening River Cruise

Tickets starting at $52.91 (plus applicable tax) Upgrade ticket for $5 to include Chicago Architecture Center admission

Have a magical experience as you cruise the Chicago River in the evening. You'll delight in breathtaking views as you discover the stories behind our glorious buildings. Limited availability.

Get your evening river cruise tickets

*CAC ADMISSION TICKET MAY BE USED FOR UP TO 7 DAYS AFTER YOUR RIVER CRUISE

Departure Location

Departs from northeast corner of Michigan Avenue and Wacker Drive, at 112 E. Wacker Dr., on Chicago's Riverwalk. Look for the blue awning.

Parking is available at 111 E. Wacker Dr., right next to the Chicago Architecture Center.

Children under 3: $23.62 (plus applicable tax) All passengers must present a ticket to board.

Frequently Asked Questions

Where is the dock's wheelchair accessible entrance?

You can access an ADA ramp at Wacker Drive and State Street. When you reach the Riverwalk level, head two blocks east to reach the dock. For Riverwalk level drop-off location. Learn more here.

Where is parking available nearby?

Parking is available at 111 E. Wacker Dr., right next to the Chicago Architecture Center. Read more at cruisechicago.com/location .

Is there food/drink available onboard?

Yes. All boats have a full bar available onboard, as well as local, Chicago-area snacks available for purchase.

Is there assigned seating?

All seating is general admission. There are enough seats for all guests to have a seat outside, so you won’t have to sit inside unless you want to. Indoor seating is available for those who wish to stay out of the sun or adverse weather conditions.

What's included in a CAC visit?

A visit to the Chicago Architecture Center (CAC) includes access to two floors of extraordinary exhibits. Admission is normally $15, but with the river cruise bundle, you get access for only $5! Learn more about the CAC at architecture.org .

The Center is currently scheduled to reopen to the public on May 22, 2021.

Can I rent the boat for special events?

Yes! Chicago's First Lady's fleet is available for groups of 2—250 to charter for your special events. You can find out more information by visiting cruisechicago.com/private-events .

Do I need to buy tickets in advance?

Advance reservations are recommended as many tours sell out during the summer season and on weekends. Also, the weekday 7:30pm tour often sells out in advance.

Nonprofit organization with tours, exhibitions, programs and events for all ages.

Chicago's finest fleet of cruising vessels accommodating groups up to 250.

Chicago River: 90-Minute Architecture Boat Tour

Getting there.

Wendella Tours & Cruises

400 N Michigan Ave Suite C100, Chicago, IL , United States, 60611

Select date and session

No booking fees

Similar Experiences

Chicago: 90-minute urban adventure river and lake cruise, 90-minute lake & river architecture tour, chicago river boat architecture tour, chicago: architecture river cruise from navy pier, chicago: 45 minute river architectural cruise tour, chicago: architecture foundation center river cruise aboard chicago's first lady, chicago: architecture river cruise from michigan avenue, chicago lakefront and museum campus small-group segway tour, chicago lake and river architecture tour, private 45-minute chicago skyline helicopter tour.

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SCHEDULE & TICKETS

Looking for a specific tour or cruise.

• Lake & River Architecture Tour
• 90 Minute Chicago River Architecture Tour
• 45 Minute Chicago River Architecture Tour

• Chicago Sunset Cruise
• Chicago Fireworks Cruise
• Beer & BBQ Cruise
• Wine & Cheese Cruise
• St. Patrick’s Day Cruise (21+)
• St. Patrick’s Day Kids Cruise
• Holiday Fireworks Cruise

Frequently Asked Questions

Wendella has three docking locations. The location of your tour or cruise, is clearly marked on your ticket. Your ticket will say: “Michigan Avenue,” “West Dock, or “Riverwalk,” under the tour title. Locations below;

Michigan Avenue;  Located at 400 N Michigan Avenue Chicago, Il 60611. Descend the stairs adjacent to the Michigan Avenue (DuSable) Bridge.

West Dock ; Located at 400 N Michigan Avenue Chicago, Il 60611 in between the Wrigley Building and Trump International Hotel & Tower.

The routes of the Architecture Tours can be found here; 8×11 Map_2023

Ticket prices vary. Please select a specific tour or cruise from the above list to view pricing and more information.

Food is not served, but snacks are available for purchase at the vessel bar.

Our tours are currently in English only. Printed tour guides are available in Simplified Chinese.

Boarding begins 15-30 minutes prior to scheduled departure time.

Tours and cruises depart rain or shine. Wendella vessels include sheltered areas and climate controlled lounges. Ponchos are available for purchase on all vessels. However, in cases of severe weather, if the Captain deems it unsafe and cancels the tour, all guests will be refunded.

Seating is first come, first served. We recommend groups arrive 30 minutes prior to the tour time for a better chance of getting seats together.

A full-service bar is available on board. Alcoholic and non-alcoholic beverages, as well as an assortment of snacks, are available for purchase. Bar sales are credit card only. No cash purchases.

There is no storage area on our dock, but guests may bring their luggage aboard keeping in mind it is subject to inspection.

Our tours do often sell out and we always recommend customers buy their tickets online and in advance.

The following discounts apply; 50% off on Tuesdays for College Students with a valid Student ID from an accredited College or University. 50% off Monday-Thursday for active-duty U.S. Military personnel and their spouses with a valid ID. $10 off Monday-Thursday for U.S. Veterans and Reservists with a valid ID. All discounted tickets must be purchased at the ticket office to receive the discount. Discounts are not valid on holidays. Discounts are not valid for the Wine & Cheese Cruise or Beer & BBQ Cruise.

Parking is available at nearby parking garages or through SpotHero, the nations leading parking reservation app ;

AMA Plaza Parking Garage may be accessed off Wabash Avenue, opposite Trump Tower or on State Street near the Hertz sign. Wendella guests can receive a $5.00 off parking chaser coupon from our ticket office. Parking may be reserved in advance by visiting StateWabashParking.com ($5.00 off parking chaser coupon cannot be applied to parking reservations made in advance).

Trump Tower Parking Garage is located at 401 N Wabash Avenue. Wendella guests may park for up to 6 hours at a discounted rate of $18.00 with a parking chaser coupon from our ticket office. This coupon is for self-park only and is not valid for valet parking. Parking is subject to availability.

Yes. Restrooms are located on the lower deck of each vessel; changing tables are also available in each restroom.

If the weather isn’t ideal for outdoor seating, most Wendella vessels feature an enclosed climate-controlled lounge on the bottom deck with speakers to hear the tour guide’s narration. We suggest that if you have a concern about whether your vessel has a climate-controlled lounge, to please call ahead: 312-337-1446.

Family | Travel | Adventures

A Review of Wendella’s Architecture Boat Tour in Chicago

• November 20, 2023
• Updated December 12, 2023
• In Illinois

Are you thinking about taking an architecture boat tour in Chicago?

If you ask anyone what to do when visiting Chicago, an architectural boat tour on the Chicago River is always highly recommended.

A boat tour is an easy way to see a large chunk of Chicago in a short amount of time. Plus, you get the added bonus of learning about Chicago’s history, like the Great Fire and the World’s Fair, and how it impacted Chicago’s landscape and skyline.

We took a boat tour with Wendella when we visited Chicago. We enjoyed the guide’s humor and her extensive knowledge about the city, buildings, and architects.

You have many options when it comes to Chicago River boat tours. However, we love that Wendella offers both 45 and 90-minute tours. And they are the only boat tour company that is open year-round!

The review below shares more about what to expect on a Chicago architecture tour with Wendella. Let’s dive in!

Disclosure: Some of the links below are affiliate links, meaning, at no additional cost to you, we may receive a commission if you click through and make a purchase.

What to Expect on a Chicago River Tour

A Chicago architecture boat tour is one of the best ways to learn about the city’s history while also seeing a large chunk of the city in a short amount of time. It’s a great option if you only have one day in Chicago . But we think it’s worth doing no matter how much time you spend in the Windy City!

On a Wendella boat tour , the guides narrate the tour, sharing funny jokes and interesting stories about famous landmarks like the Willis Tower (formerly Sears Tower), Tribune Tower , and the Wrigley Building .

The tour offers a fascinating look into the city’s evolution, from the Great Fire of 1871 that spurred innovative architectural rebirth to the groundbreaking designs that define Chicago’s skyline today.

Wendella Architecture Tour: A Review

Tour Options

Wendella offers several different tour options to suit your time constraints and interests.

Their  45-minute Chicago River Architecture Tour  provides a short yet comprehensive tour of the city’s skyline. It shares interesting facts about the various buildings along the Chicago River (and others nearby) while sharing information about the city’s history, including the World’s Fair and the Great Fire.

Wendella also offers two 90-minute tours.  The 90-minute   Chicago River Architecture Tour  is a more extended version of the 45-minute tour, giving guests a more comprehensive tour that navigates all three branches of the Chicago River. This is the most popular tour for good reason.

Wendella’s Lake and River Architecture Tour   is their original tour offering. It not only takes you on the Chicago River but also Lake Michigan. You’ll get to enjoy and learn about Chicago’s skyline as seen from the Chicago River. Then, you’ll go through the Chicago Lock and float out onto Lake Michigan for the best view of the city.

Prices for the Wendella Chicago Boat Tour

How much a Wendella architectural boat tour costs depends on the tour you take. These are the prices as of publication:

• The  45-minute archi t ecture tour  costs $12 for kids ages 4-12 and $27 for anyone 13 and up. Children under 4 are FREE but still require a ticket.
• Both  90-minute tours  cost $19 for kids ages 4-12 and $42 for anyone over 12. Children ages three and under are FREE, but still, you need to reserve them a ticket.

Amenities on Board a Wendella Boat Tour

Plenty of amenities are   available to you during your architectural river tour on Wendella.

Let’s get the most critical amenity out of the way first. Yes, there are  restrooms on board ! So, if you’re visiting Chicago with kids, you don’t have to worry about them needing to use the bathroom right after the boat leaves the dock.

If you get hungry or thirsty on board, there is a  full-service bar  serving soda, wine, local beer, and cocktails. They also have some  snacks  available for purchase.

Lastly, although we recommend sitting on the top deck for the best views of the city, the below deck is climate-controlled. So, if you’re visiting Chicago on a hot day or during the winter, you’ll be plenty comfortable on board.

Wendella Chicago River Tour Experience

You’ll have fun on a Wendella boat tour! Most people agree that the Wendella architecture tour is a  more relaxed experience  compared to other Chicago boat tours. The guides tell corny jokes (almost on par with the Jungle Cruise at Disney) while sharing exciting history and tidbits about the architecture in Chicago.

The  45-mi nute tour  will take you along the Chicago River, first heading west and south before turning around. You’ll get views of the buildings in the Loop, West Loop, and River North neighborhoods, as well as the Navy Pier.

Wendella’s  90-minute architecture tour  follows a similar route as the 45-minute, except it heads further south on the Chicago River and explores some of the north branch.

If you opt for the  90-minute Lake and River tour , you’ll experience a shorter tour on the Chicago River, but then you’ll go through the Chicago Lock and enjoy the view of the skyline from the massive Lake Michigan.

This  map  on Wendella’s website gives you an idea of where you’ll be along the river and lake.

The boat tour on the Chicago River was very  smooth . No big waves to cause rocking of the boat. Of course, if you’re prone to motion sickness, you may want to take medication or wear a patch prior to boarding. We did not do the Lake and River tour, but it is probably rougher out on Lake Michigan than the river.

Fun Fact: There are almost two dozen bridges that cross the Chicago River in the downtown area, alone. You’ll go under several of them while you’re on your architectural boat tour!

Tips for Your Wendella Boat Ride

• Arrive early:  They ask you to arrive 15-30 minutes before the tour to allow time to board. We arrived precisely 30 minutes before the tour started, and people were already in line. If you want a seat on the top deck, get there early.
• Sit near a speaker or close to the guide:  The guides share so many interesting facts and silly jokes you don’t want to miss them because you can’t hear them. They use a microphone, but with the sounds of the city, the wind, and other passing boats, it can be hard to hear everything.
• Dress warmer:  Unless it’s the middle of summer, you’ll probably be a little colder on the boat than you are walking around the city. Between the water and the breeze from the boat, it makes you feel colder, so bring a jacket in the fall and spring, and don’t forget a hat and scarf in the colder months.

FAQs About Architectural Boat Tours in Chicago

How much is an architectural boat tour in chicago.

The cost of an architectural boat tour in Chicago depends on which company you use. Prices for a 90-minute boat tour can range from $19-$30 for kids and $42-$50 for adults. A 45-minute boat tour is less expensive.

How long is the Chicago architecture boat tour?

The average Chicago architecture boat tour is 90 minutes long. However, Wendella offers 45-minute tours. Plan at least an additional 30-40 minutes before the tours for parking and waiting to board.

Is there alcohol on the Chicago architecture boat tour?

Every Chicago architecture boat tour offers a full-service bar with beer, wine, and cocktails.

Is the Chicago River tour worth it?

If you’re trying to see as much of Chicago as possible in a short time, the Chicago River tour is worth it. You’ll learn a lot of history about the city, see impressive buildings, and learn about the architectural style, all from the comfort of a smooth sailing boat.

Where does the Chicago Architecture Tour go?

Every Chicago architecture river tour follows the Chicago River. Depending on the tour and the tour length, you might navigate all three branches of the Chicago River. Some tours also go out on Lake Michigan.

Do Chicago architecture tours run in the winter?

Due to the unpredictable weather, many companies that offer architectural boat tours don’t provide them in the winter months. However, Wendella offers both their 45-minute and 90-minute river tours in the winter, typically on weekends and holidays.

Other Chicago Architecture Boat Tours

We loved our Wendella architecture river tour. However, if you’re looking for more options there are several companies who offer architectural boat tours in Chicago.

• Mercury Cruises’ Urban Adventure Cruise offered May – October
• Chicago Architecture Center’s River Cruise offered March – November
• Shoreline Sightseeing’s Architecture River Tour offered May – December
• Chicago Line’s Architectural Cruise offered spring – November

Wrapping Up Our Wendella Architectural Boat Tour Experience

We loved our boat tour on Wendella. We took the 45-minute tour, and it was perfect for our family. It’s a great option when you have young children or are trying to pack a lot of time in Chicago, especially if you only have one day to enjoy the city like we did.

The tour was fascinating; we learned a lot about the history of Chicago and the city’s different architectural styles. It was the perfect way to see a lot of Chicago in a short amount of time.

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Lauren is the visionary behind Where the Wild Kids Wander. She is a travel enthusiast who lives outside of Philadelphia. For more than a decade, she's been hitting the road, exploring the nooks and crannies of the United States alongside her family. Her passions include visiting big cities and small towns and trekking through nature's trails. She loves sharing those adventures with fellow travelers.

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Chicago Architecture Boat Tours | Architecture River & Lake Cruises | City Cruises™

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Chicago River Boat Architecture Tours

Chicago River Tours | Fireworks Tours | Jazz/Cocktail Tours

Chicago River Boat Cocktail Tour

Join us in the evening to sip cocktails while cruising the historic Chicago River!

Get the same tour just with a cocktail in your hand! Premium bar on board with craft cocktails, wine and beer available for purchase.

Drinks may be purchased individually with a credit card on the boat.

Tour Information

• Seniors $48
• Kids under 6 go free!
• 6:00 pm *Architecture Tour Included*
• 90 minute duration

BOOK YOUR TOUR NOW

By Phone: (708) 488-6343

Tour departure location.

465 N McClurg Ct, Chicago, IL 60611

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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.

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Chicago’s Best 90-Minute Architecture Boat Tour

Upper and Lower Decks with 360° Views

Guided Tour With Expert Commentary

Discover the History Behind the Architecture

Behold the architecture that makes the city of Chicago famous! On our 90-minute boat charter, your tour guide will teach you about the monuments that have survived the years. Get to know the Windy City from the water and admire the extraordinary vistas as we cruise gently along.

Discover the unique story of Chicago by learning about the architectural marvels that line its shores.

Listen to in-depth commentary from your tour guide about the different artistic styles used throughout the decades.

Get a first-hand glimpse at the buildings mentioned from the ship’s open-air upper deck or its enclosed, air-conditioned main deck.

Admire incredible city panoramas from all sides with the ship’s 360° viewing capabilities.

The only tour that goes all the way to the locks on the main branch, Chinatown on the south branch, & Goose Island on the north branch. You’ll see the most on this tour.

Capture amazing skyline photos from your unique onboard position.

Click the tabs to find out more

Trip details.

• Good To Know

Key Information

Price per person.

Seniors (ages 55+), Military, Veterans, COVID-19 Healthcare Workers, and First Responders: $25.00 Students (ages 4 to 17): $25.00 Children (ages 3 and under): Free, but needs a registered ticket

Groups of 10 or more adults: Please see our group cruises and tours page to learn more about discounts.

Departure time

Exact departure times can be found on our ticket page . Please arrive 30 minutes before your scheduled departure time.

Ticketed passengers must be boarded 10 minutes before departure time , as standby boarding starts 10 minutes before scheduled departure. Ticketed passengers who arrive late will be placed at the end of the standby line. There are no refunds for those who arrive late.

Meeting point

“Summer of George” docked at River City Marina 900 S Wells St, Chicago, IL 60607 Upon Arrival, follow these directions .

We typically operate from May to October. However, please check our calendar for exact availability.

Discover Chicago’s Architecture From A New Angle

Chicago river tour.

Our 90-minute boat tour on the Chicago River is our most popular choice! This tour goes in depth into the history of the Windy City’s architecture. We’ll pass by well-known structures like the Wrigley Building —a terra-cotta building inspired by the Seville Cathedral’s bell tower —as well as modern additions like Trump Tower. Even if you’re not an architecture buff, you’ll enjoy learning about how Chicago’s construction goes hand in hand with its history. Enjoy commentary by our expert guides and discover the buildings that make up the famous skyline . We’re excited to take you on a journey through Chicago’s past.

Enjoy our 90-minute architecture boat ride that will start at our docking location and take you to all 3 parts of the river. We begin at the “Summer of George” docks, travel the main branch up to the river locks, via the north branch to Goose Island, and down the south branch to Chinatown before returning to the starting point.

Other Important Information

• All guests including children and babies need a ticket to board.
• All tickets are non-refundable and cannot be rescheduled.
• All event tickets are general admission, and there is no assigned seating .
• Please arrive early if you’d like to be seated with your group.
• Our tours operate rain or shine so please do not contact us to inquire if the tour will be canceled. Unless you receive a cancellation email from us, please assume the tour will go on as scheduled. In the event of rain, you may bring a poncho or an umbrella. There is also an interior deck on the boat.
• Due to unforeseen circumstances, a tour may get canceled. In the event of a cancellation, we will provide you with a credit for a future tour.

Frequently Asked Questions

Our dock is located at the River City Marina at 900 S Wells St, Chicago, IL 60607 . To get here, guests need to head south on Wells Street and enter through the parking lot behind the River City condominium building. The parking lot is located across from the soccer field on 9th Street and Wells. Please note that you do NOT need to go into the building to find us. Once you arrive, we will complete your registration in the parking lot before embarking. Please note that the cruise starts and finishes at this location.

One of the perks of booking an architecture boat cruise with Tours & Boats is that parking is relatively easy to find! There is a parking lot located at the marina , and it costs around $10 . For more information, please see our detailed guide here . However, please note that it is possible for the parking lot to fill up early, and we are not responsible in the event that you are unable to find a spot . For this reason, we recommend arriving early so that you can find alternate parking, should the need arise.

If the date you want is not listed on the calendar, this means our boat is reserved for a private event. However, we do sometimes add new cruise dates or times if an opening becomes available, so please check back often.

Yes. Even though children age 3 and under are free, you need to register them for a ticket. This is because the Coast Guard counts all human passengers on the boat.

Please see our other FAQs for more information.

See what our guests are saying.

We had a great time on this tour. The captain had a great sense of humor and the tour guide was very knowledgeable. She not only talked about the architecture of the building style but had some great history and facts about them as well. We were even able to enjoy this with our toddler along for the ride! Would highly recommend for adults and families of all ages!

We had a great informational time on the tour. So many buildings, so little time! Even at 90 minutes the tour seemed to fly by. Our guide, Sean, did a great job keeping the same pace as the boat describing each building in great detail, builders, architects, year, styles, and revisions.

If you only have time for 1 thing to do while you are in Chicago, the architectural boat tour is it! So educational, pleasant and interesting. I really enjoyed it. The guide was incredible with the amount of knowledge he had of the buildings and the city and he weaved it into really engaging stories.

Chicago Architecture Boat Tours

Discover Chicago’s skyline on an architecture boat tour. Glide along the river, unraveling tales of iconic skyscrapers and architectural marvels.

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45-Minute Chicago River Architecture Tour from Magnificent Mile

Chicago architecture river cruise, 90-minute chicago river architecture tour.

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Chicago Lake and River Architecture Tour

Lake michigan and chicago river architecture cruise by speedboat, premier chicago river architectural lunch cruise, chicago small-group city tour with optional architecture river cruise, chicago premier dinner cruise on lake michigan, chicago river by private 2.5 hour boat tour, skyline tour aboard 148 ft. schooner windy – chicago’s official tall ship, chicago urban adventure river and lake cruise, educational tour and sail aboard chicago’s official flagship windy 148′ schooner, chicago fireworks dinner cruise with buffet, best chicago architecture river cruises.

Embarking on a Chicago architecture boat tour is an immersive journey through the city’s rich architectural tapestry, revealing a captivating blend of history, innovation, and iconic landmarks. As the boat gracefully navigates the Chicago River, passengers are treated to panoramic views of the city’s skyline, a mesmerizing display of towering skyscrapers that define its character.

Expert guides, well-versed in the city’s architectural history, provide insightful commentary, unraveling the stories behind each building. From the historic Wrigley Building to the modern marvels like the Willis Tower, the tour showcases the evolution of Chicago’s skyline over the decades.

One of the standout features of these tours is the opportunity to witness the diverse architectural styles that have shaped Chicago. From the classic Art Deco facades to cutting-edge contemporary designs, the cityscape is a testament to architectural prowess.

The boat tour not only offers visual delights but also an educational experience. Passengers learn about the engineering marvels, such as the iconic DuSable Bridge and the Chicago Riverwalk, which contribute to the city’s distinctive urban landscape.

Chicago architecture boat tours are a unique way to appreciate the city’s beauty, offering a perspective that blends history, architecture, and the serene flow of the river. It’s an unforgettable voyage, where the city’s skyline becomes a living narrative, etched against the backdrop of the Chicago River.

The Peninsula Academy

This program is specially designed for guests who are interested in Chicago’s historic architecture from the amazing vantage point of the Chicago River. The experience takes place aboard a private, 48 ft yacht and is tailored for two to four guests. The 90-minute tour highlights Chicago’s iconic buildings and historic architectural landmarks and can be customized based on special interests. Peninsula lunch and beverages complete the five-star experience, served by a Peninsula butler.

Additional Detail:

• The program duration is 3 hours between 10:00 am and 4:00 pm
• Advance reservation of two weeks is required
• The minimum number of persons is two and maximum number of persons is four
• Minimum 16 years of age; must be 21 to consume alcohol
• This program is subject to availability

Starting at US$ 4,000 for two to four persons

Chicago: Gourmet Brunch, Lunch, or Dinner River Cruise

About the activity

Enjoy views of Chicago's riverfront architecture as you cruise along the Chicago River. Admire the scenery from the ship's glass-enclosed dining area. Choose between a lunch, dinner, or weekend brunch.

• Free cancellation This activity is non-refundable.
• Instant confirmation & Mobile tickets Receive your ticket right away. Use your phone or print your voucher.
• Non-guided activity Live and audio guiding is not available.
• Host or greeter English
• Duration 2-2.5 hours
• 2-hour cruise
• 3-course meal
• Unlimited coffee, hot tea, and iced tea
• Onboard DJ (for dinner cruises)
• Architectural narration (for lunch and brunch cruises)
• Navy Pier fireworks (on Wednesdays and Saturdays)
• Service fee
• Alcoholic drinks (available to purchase)
• Photos (available to purchase)
• Enjoy a relaxing food cruise along the Chicago River
• Experience uninterrupted views of Chicago's riverfront architecture
• Savor a celebrity-chef inspired meal, freshly prepared on board
• Learn about some of the architectural highlights along the way
• View the Navy Pier fireworks on Wednesdays and Saturdays during the summer

Description

Enjoy a fine dining experience on the Chicago River while admiring unparalleled riverfront views on this city cruise trip. Explore the beautiful Chicago Riverwalk when boarding the boat. Be welcomed aboard by the crew as the ship's photographer captures the moment. Arrive early for your cruise, dressed to impress. Be escorted to your table in the dining area. With its gorgeous glass-enclosed design, enjoy Chicago's incredible architecture from your seat. Savor a delicious meal prepared freshly on board. You can also buy a cocktail from the bar. To add to your enjoyment, the dinner cruise includes music by an onboard DJ. During the lunch and brunch cruises, listen to informative commentary on some of the architectural highlights along the river. On Wednesday and Saturday evenings throughout the summer, enjoy the Navy Pier fireworks display. Sample Dinner Menu Choice of starter: Caesar salad, lobster soup Choice of main course: Jumbo lump crab cakes, maple, and mustard glazed chicken breast, braised beef short rib, jumbo forest mushroom ravioli Choice of dessert: Eli’s original cheesecake, duo seasonal sorbet, chocolate decadent cake, odyssey signature warm butter cake Sample Brunch Menu Choice of starter: Caesar salad, Scottish smoked salmon toast, Greek yogurt, and granola parfait, fresh blueberries and strawberries Choice of main course: Cannellini bean shakshuka, maple, and mustard glazed chicken breast, scrambled eggs, raisin and cinnamon french toast Choice of dessert: Eli's New York-style cheesecake, tres con leche flan, triple chocolate mud pie, freshly cut fruit, and fresh strawberries Sample Lunch Menu Starter: Caesar SaladChoice of main course: Jumbo forest mushroom ravioli, maple, and mustard glazed chicken breast, oven-baked Atlantic salmon fillet, braised beef short ribChoice of dessert: Eli's New York-style cheesecake, freshly cut fruit, and fresh strawberries, duo of sorbet

• Tickets for infants are free, however, make sure you select the free infant ticket option to ensure admittance on the cruise
• There is a dress code of dressy-casual attire, casual jeans, T-shirts, athletic shoes, or flip flops are discouraged
• In order to guarantee that your group can be seated together, please make sure to make just one reservation for your entire party. If members of your group make separate reservations, the activity provider cannot guarantee that you will be seated together

Cruise with Brunch

Cruise with dinner, cruise with dinner and navy pier fireworks, reviews & ratings, top 5 similar architecture cruises & boat tours in chicago.

Chicago: Architecture River Cruise Skip-the-Ticket Line

Cruise along the Chicago River on a boat tour and discover hidden architectural gems among the city’s renowned landmarks, with live narration.

• 75 minutes • Skip the line • Available from June 3, 2024

Chicago River: 1.5-Hour Guided Architecture Cruise

Experience Chicago’s legendary architecture from the best seat in the house: the river. Enjoy a comprehensive tour with a live fun guide as you navigate through the heart of the city covering all 3 branches of the Chicago River.

• 1.5 hours • Skip the line • Guiding available • Available from June 3, 2024

Chicago: Lake Michigan Skyline Cruise

See the sights of Chicago from Lake Michigan on this sightseeing lake cruise. Admire stunning views of the Chicago skyline and see many of the city’s iconic landmarks.

• 40 minutes • Skip the line • Guiding available • Available today

Chicago: 90-Minute River and Lakefront Cruise at Night

Glide along the Chicago River and Lakefront as you're dazzled by the sparkle of the city at night. Enjoy breathtaking views of the dramatic skyscrapers and Buckingham Fountain's spectacular light display while listening to lively commentary.

• 1.5 hours • Skip the line • Guiding available • Available from June 6, 2024

Chicago: Fireworks Cruise with Lake or River Viewing Options

Get up-close and personal to the epic Navy Pier fireworks display every Wednesday & Saturday during the Summer. Choose between viewing from either the Chicago River or Lake Michigan.

• 45 minutes - 2 hours • Skip the line • Guiding available • Available tomorrow

Frequently Asked Questions

Prices & booking.

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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

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.

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).

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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.

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

Tags: Tours , Chicago , Travel , Vacations , Illinois Vacations , US Vacations , Midwest Vacations

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