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

winter boat cruise 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

Wendella Tours & Cruises

The Magnificent Mile

Chicago’s First Lady Cruises

Chicago’s First Lady Cruises

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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.

winter boat cruise chicago

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

Photo Gallery

winter boat cruise chicago

  • 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.

winter boat cruise chicago

Chicago Architecture Center River Cruise aboard Chicago's First Lady

winter boat cruise 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

winter boat cruise chicago

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

Friday may 17.

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Saturday May 18

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Sunday May 19

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Monday May 20

Tuesday may 21, wednesday may 22, highlights of this tour.

winter boat cruise chicago

Chicago Riverwalk

1 w. lower wacker drive.

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Skidmore, Owings & Merrill

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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…

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Ludwig Mies van der Rohe

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

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winter boat cruise chicago

333 West Wacker

333 w. wacker dr..

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

winter boat cruise chicago

Apple Michigan Avenue

401 n. michigan ave..

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

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Merchandise Mart

222 w. merchandise mart plaza.

Size has always mattered in the Midwest.

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Chicago River Architecture Tour

Chicago's Original Architecture Tour®

Experience the city’s legendary architecture from the best seat in the house—the river. Our experienced tour guides detail the 130 year long history behind the skyline, while our bartenders and staff keep you comfortable and entertained. This comprehensive tour navigates through the heart of the city on all three branches of the Chicago River. It’s the one thing everyone tells you to do in Chicago, done right.

winter boat cruise chicago

Schedule & Tickets

  • Adult: $44.00
  • Child (4-12): $20.00
  • Under 4: Free (ticket required)

TICKETS ARE NON REFUNDABLE BUT ARE TRANSFERABLE.

  • Parking & Directions
  • More Information
  • Boarding begins 15-30 minutes prior to scheduled departure time.
  • All bags are subject to inspection.
  • Prohibited Items: Outside Alcohol, Weapons of any kind (Firearms, Knives, etc.), Flammables, Explosives.

Your boat includes:

Drinks & Snacks

Full-service bar with wine, local beer, and craft cocktails, as well as an assortment of snacks, all for purchase. Pinkies up!

Expert Tour Guide

Never boring, always entertaining.

Accessibility

Everyone should be able to enjoy our tours. We make sure you can.

No need to hold it. We have changing tables for the little ones who don’t know what holding it is.

Climate-Controlled Lounge

Keeping you cool when it's warm and warm when it's cool (or freezing).

*Not all amenities are available on every vessel.

BOOK YOUR EXPERIENCE NOW

winter boat cruise chicago

Protect Your Trip »

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:

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Chicago River Boat Architecture Tours

Chicago River Tours | Fireworks Tours | Jazz/Cocktail Tours

River Boat Tours

Book your tour now, book by phone: (708) 488-6343, about the tours, chicago river boat architecture tours .

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.

About The Chicago River Boat Architecture Tours

Chicago is known around the world for its architectural feats, both inside and outside of the buildings. From the 100-year-old Art Deco, Neo-Classical, and Gothic Towers, to some of the tallest modern-day skyscrapers, Chicago is where old meets futuristic architectural endeavors. It has something for everyone in a way that no other city replicates today.

Why Tour Chicago’s Architecture with Us?

We are born-and-raised Chicagoans ourselves, passionate about the community that we know and love. That passion and desire spills into all of our tours, drawing on personal experiences for curating a tour that just can’t be duplicated by a book or a movie. We want you to experience everything firsthand. Why tour with us?

  • Expertise: All of our tour guides are either architects, architecture students, or architecture historians, making for an in-depth and personally rooted kind of touring experience that covers all of the discreet details.
  • Variety: We offer a variety of uniquely different tours that cover everyone’s individual taste. We offer the Chicago River Boat Architecture Tour that takes you down the famous Chicago River; there are several different options such as Architecture, History, Cocktail Cruises and Firework Viewing Tours
  • Flexibility : We want you to enjoy your Chicago River Boat touring experience, which is why we’re happy to talk with you and learn more about how our tours can accommodate you, your party, or your corporate outing. Our tours run daily, with availability always posted on our website here.

Our Tours  

  • Chicago River Boat Architecture Tour : When in Chicago, cruising down the Chicago River is  a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed explanations of the construction and history of over 50 significant buildings, wrapping up at the end of the river.
  • Chicago River Boat Cocktail Tour : Join us for this great Architecture Tour while sipping craft cocktails, beer or wine available for purchase at our bar on board!
  • Lake Michigan Navy Pier Fireworks Cruise :  Fireworks, one of the Four Great Inventions of ancient China were invented in the 12th century. Chicago approved City-Wide Use of Fireworks on the 4th of July 1893,. Mayor of Chicago Patrick Eugene Prendergast issued a proclamation approving the use of fireworks to celebrate the World’s Colombian Exposition and to celebrate the nation’s 117th Independence Day. This fascination with fireworks, noise, and color continues today. The City of Chicago offers a fireworks show at Navy Pier on Saturday nights at 10:15 p.m. The Fireworks Cruise sails on both the Chicago River and Lake Michigan each Saturday at 8:30 pm.

Our Commitment to Your Touring Experience

We believe that tours should be entertaining, enlightening, informational, and perfectly organized, every single time. A tour shouldn’t feel laborious in any way; you should feel an effortless inclination to learn more about what we present at your fingertips. With our Chicago architectural tours, that’s exactly what we strive to provide, basing each tour from the perspective of an expert with the real-life example in the background.

If you’re thinking about booking a tour with us, know that our commitment to flexibility and accessible makes our Chicago Architecture Tours easy and convenient:

  • 3 pm *Not Available Friday thru Sunday Summer Months*
  • 6:30 pm (Jazz Band, Cocktail w/bar) *Sunday Only*
  • 8 pm (Wednesdays)
  • 8:30 pm (Saturdays)
  • Seniors $48
  • Youths $30 (7-12 years old)
  • Children 6 and under Free

BOOK YOUR TOUR TODAY

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Chicago river boat cocktail tour.

winter boat cruise chicago

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 Pricing Adults $49… Continue reading Chicago River Boat Cocktail Tour

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Chicago river boat architectural tour.

winter boat cruise chicago

Forming a length of 156 miles when combined, the Chicago River is a system of rivers and canals the characterize the infamous skyline of Chicago today. The river, running through the city, including the city center Chicago Loop, is evident of man made design and infrastructure when completed craftily. In 1887, the river was reversed… Continue reading Chicago River Boat Architectural Tour

Lake Michigan Navy Pier Fireworks Cruises (w/ Architecture Tour)

winter boat cruise chicago

Enjoy your favorite drink while gazing Chicago’s magnificent architecture and finish your cruise with fabulous light show, at Navy Pier. Fireworks, one of the Four Great Inventions of ancient China were invented in the 12th century. Chicago approved City-Wide Use of Fireworks on the 4th of July 1893,. Mayor of Chicago Patrick Eugene Prendergast issued… Continue reading Lake Michigan Navy Pier Fireworks Cruises (w/ Architecture Tour)

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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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Skyline Lake Cruise

Great views from a great lake, cruise along lake michigan.

Take in the stunning sights of Chicago’s skyline from Lake Michigan—it’s a view of the city like you’ve never seen it before! Our Skyline Lake Tour departs daily from Navy Pier spring through autumn, weather permitting.

Enjoy 45 minutes of Skyline views from Lake Michigan. It is a perfect trip for Chicago locals and visitors alike.

Shoreline Sightseeing booth at Grand Avenue Navy Pier dock

Casting off

Our Skyline Lake Tour departs from our Navy Pier dock at  600 E. Grand Ave . Once onboard, you’ll head out on a majestic boat tour of Lake Michigan where you’ll be able to see Chicago’s renowned skyscrapers and landmarks.

Our Skyline Cruise takes you out onto Lake Michigan, heading both north and south on the lake, you’ll see many of Chicago’s famous landmarks and the classic skyline vista.

Skyline Lake Tour route map

Adults: $34.95

Children (3-12): $16.95

Children 2 and under: Free

Tour highlights:

  • 45-minute, pre-recorded boat tour presented in two sections
  • View iconic landmarks including the Willis Tower, 875 N. Michigan (the former John Hancock Building), Aqua Tower, and The St. Regis Chicago (Vista Tower)
  • Unique views from Lake Michigan create an entirely new perspective of the city
  • Hear the history of Chicago’s buildings and how the city came to have such a famous skyline

Book A Skyline lake Tour

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Architecture River Tour

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Skyline Lake Tour

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Michigan Ave

Michigan Avenue

401 N. Michigan Ave

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Navy Pier

600 E. Grand Ave

124 N. Streeter Drive

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Note: Fireworks tours available Wednesday and Saturday evenings in the summer.

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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
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Best Chicago Boat Tours: Take a Lake or River Cruise

Taking one of the many Chicago boat tours is a delightful way to experience the Windy City.

Chicago Seadog speedboat tour on the Chicago River

What’s the best way to experience Chicago in summer?

Chicago boat tours give you spectacular views of the incredible skyline. They help you experience Chicago’s legendary architecture and famous landmarks.

As the Third Coast, Chicago has miles of shoreline. We’ve also got the Chicago River, which flows through downtown, giving the city its unique character.

During the summer months, the river teems with tour boats and Lake Michigan is decorated with the silhouettes of countless sails. The water becomes an essential part of experiencing the city.

There are three branches of the Chicago River that flow through the heart of the city, and you can experience them during an architectural boat tour.

You’ll learn how the river itself is a piece of history and the stories behind many of the iconic buildings in downtown Chicago.

You’ll discover several of the city’s major attractions. Sail past Grant Park and the iconic Buckingham Fountain. Learn more about the Museum Campus and its world-renowned museums.

There are unique boat tours, too. Have a party aboard a tiki-themed boat, and get the best view around of the twice-weekly fireworks. Take a private sailboat tour. Speed across Lake Michigan on a jetboat.

You can find your perfect cruise of Chicago waterways, whether it’s your first time visiting or you’re a born-and-bred local.

Ready to take one of these Chicago boat tours? We’ve included several below, including architecture cruises, sunset cruises, and unique Chicago experiences.

Prices listed below are for one adult, unless it’s a private charter.

Cruise aboard Chicago's First Lady with River City and Willis Tower in the background. One of the many Chicago boat tours you can take in the Windy City.

Chicago Boat Tours

Several of these Chicago boat tours are available for purchase through Viator, of whom The Local Tourist is an affiliate. If you book one of these cruises, we’ll get a small commission. It’s at no extra cost to you and helps support our small business.

Chicago Architecture Boat Tours

Chicago architecture center river cruise aboard chicago’s first lady.

Take the #1 boat tour in North America aboard Chicago’s First Lady . Chicago Architecture Center River Cruise is the gold standard among all Chicago architecture tours.

90-minutes fly by as you’re led by expert docents.

View of LondonHouse Chicago from Chicago's First Lady on the Chicago River.

You’ll learn about a mix of historic and modern architectural styles, including the people who designed and built Chicago.

I’ve personally taken these Chicago River boat architecture tours multiple times, and every time I learn something new.

Get Tickets

  • Duration: 1 hour 30 minutes
  • Price: from $57.00

Shoreline Sightseeing Chicago Architecture River Cruise

Since 1939, Shoreline Sightseeing has been plying Chicago’s waters and they have the largest fleet in the city. Their architecture river tours are one of the most popular, with over 10,000 5-star ratings on Viator.

This architecture-centric 75-minute river tour takes you down the river’s main branch past Tribune Tower and the Merchandise Mart (now theMART) and up the north branch to the East Bank Club.

You’ll then float south past iconic landmarks like the Willis Tower (or, as we call it, the Sears Tower) to the old Post Office Building.

Shoreline Sightseeing boats docked at Navy Pier with the Centennial Wheel above.  They have some of the most highly rated Chicago boat tours

With Shoreline’s Chicago boat tours, you’ll enjoy the magnificent city skyline and more than 40 notable buildings, including the John Hancock Center and the Wrigley Building. Tour guides fill you in on their distinctive architecture.

  • Duration: 1 hour 15 minutes
  • Price: $50.36

Chicago Lake and River Architecture Tour

This comprehensive tour from Wendella cruises both the Chicago River and Lake Michigan, weaving a story of more than 200 years of social, cultural, and political history.

Starting with the internationally-known architecture from the Chicago River, you’ll venture through the Chicago Lock onto Lake Michigan for views of Chicago’s extraordinary skyline.

  • Price: $42.00

45-Minute Chicago River Architecture Tour

This 45-minute Chicago River cruise from Magnificent Mile introduces you to the city’s rich history and architectural heritage. Your expert guide highlights the best of Wendella’s full-length architecture tours.

  • Duration: 45 minutes
  • Price: $27.00

Tours & Boats Chicago Architecture Boat Tours

Tours & Boats specializes in architecture tours on the Chicago River and Lake Michigan. These take place on the Summer of George, which docks at River City Marina. They also rent it out for private charters.

Don’t let the price of this 90-minute tour fool you; it’s got a 5-star rating from hundreds of verified customers.

  • Price: $32.00

Chicago River Boat Architecture Tour

Chicago Line Cruises hosted the first architectural river cruise in Chicago in 1980, and they’ve been going strong every since.

In this 90-minute tour, you’ll discover the architects who built Chicago’s magnificent skyline. You’ll also learn about the devastation of the Great Chicago Fire and how it transformed the city.

  • Price: from $59.00

Premier Chicago River Architectural Lunch Cruise

Enjoy Chicago’s architecture in comfort as you enjoy a chef-prepared, plated lunch, and sip on creative cocktails aboard the Odyssey.

The interior is climate-controlled and there’s an open-air outdoor deck. This architectural lunch cruise offers great views and a narrated tour tracing the city’s history from the water.

  • Duration: 2 hours
  • Price: from $110.58

Chicago Sunset Cruises

Lake michigan sunset cruise.

Get ready for a tranquil journey on Lake Michigan with Wendella’s Sunset Cruise. The tour kicks off near the DuSable (Michigan Avenue) Bridge, onboard Wendella’s premium tour boats.

The cruise sails from the Chicago River, through the Chicago Lock, and into the open waters of Lake Michigan. Enjoy a breathtaking sunset view behind the city.

winter boat cruise chicago

Chicago Signature Dinner Cruise on Lake Michigan

The Chicago Signature Dinner Cruise on Lake Michigan provides an array of experiences. Dine from a buffet prepared by an onboard chef while appreciating the stunning views of the city.

Departing from Navy Pier, you’ll see iconic sights such as the Willis Tower and Adler Planetarium from a unique perspective.

Enjoy the convenience of a full-service bar, and consider taking your experience outdoors on the open-air rooftop decks.

With dancing and live DJ entertainment on deck, this dinner cruise aboard the Spirit of Chicago creates a remarkable ambiance for an unforgettable evening.

  • Duration: 3 hours
  • Price: $136.54

Private Sunset Sail on Lake Michigan

With the Private Sunset Sail on Lake Michigan, you get an exclusive sailing experience. Sail along Chicago’s scenic lakefront with up to five friends, captained by a US Coast Guard licensed professional.

The journey presents stunning views of Chicago’s skyline. With a private charter, you can personalize everything – from the guest list to music and sailing route.

  • Price: $483.96 per group

Chicago Fireworks Cruises

Private evening sail in chicago ending with navy pier fireworks.

Set off on a private sailboat cruise in Chicago, culminating in a stunning fireworks display at Navy Pier .

Navy Pier Fireworks

This two-hour experience provides incredible views of the city skyline. Make this your unique, customizable experience, right down to the music and guest list.

  • Price: from $542.82 per group

Chicago Lake Michigan Fireworks Cruise

Embrace summer in Chicago with Wendella’s unforgettable fireworks cruise on Lake Michigan. Every Wednesday and Saturday night, the sky above the city bursts into a spectacular show.

Wendella Boats sign next to the DuSable Bridge

Don’t miss out on an unobstructed 360-degree view of this vibrant spectacle.

  • Duration: 1 hour
  • Price: from $50.00

Unique Chicago Boat Tours

30 minute lake michigan speedboat ride.

Embrace the thrill of a speedboat tour on Lake Michigan. This exciting adventure promises a unique perspective of Chicago’s iconic skyline.

Your journey begins at Navy Pier, which is the launch point for the Lakefront Speedboat Tour. It’s one of the best ways to view Chicago from the water.

Your experience on Seadog Cruises will be both fun and informative. As you speed along the shoreline, you’ll hear entertaining insights about the world-famous Chicago skyline.

The whole family, including your furry friend, is welcome aboard this 30-minute adventure.

  • Duration: 30 minutes
  • Price: from $36.39

Chicago River Tiki Boat Cruise

Experience Chicago in a unique and relaxing way aboard a floating Tiki Bar.

As the cruise navigates the picturesque Chicago River, you can sit back, enjoy a beverage, and take in the sights and sounds of the city.

Chicago Island Party Boat Tiki Boats on the Chicago River

For those curious about the impressive buildings lining the river, like the distinctive Marina City or the gleaming white Wrigley Building, the cruise’s staff is ready to provide interesting details.

  • Price: from $35.00

Lake Michigan Tiki Bar Cruise

Step aboard a vessel that epitomizes Tiki Chic. With two climate-controlled decks, two bars, two bathrooms, and a superior sound system, the cruise promises a comfortable and stylish journey.

Indulge in the “Admirals Lounge,” featuring top-shelf alcohol including the captain’s private reserve.

The journey begins on the Chicago Riverwalk, leading you through the unique experience of the Chicago Locks.

Once out on Lake Michigan, the cruise provides stunning views of Chicago’s skyline. This 1 hour and 30-minute journey showcases Chicago in a way guests won’t forget.

Chicago Fireboat Tours

Take a tour about a piece of Chicago history. The Fred A. Busse served the Chicago Fire Department for 44 years before becoming an excursion boat in Door County, Wisconsin .

Now it navigates the Chicago River transporting visitors through the city’s past. The veteran-owned company hosts tours led by expert docents with multiple departure times daily.

Because Chicago Fireboat Tours dock in DuSable Harbor and enter the Chicago River through the locks system, tour times vary from 90 minutes to 2.5 hours.

  • Duration: 90 minutes to 2.5 hours

Skyline Tour Aboard 148 Ft. Schooner Tall Ship Windy

Step aboard the 148 Ft. Schooner Windy for the Skyline Tour – a leisurely trip around Lake Michigan. You’ll escape the city’s hustle and bustle and explore Chicago’s shores while taking in the world-famous skyline.

At 148 feet long, the Schooner Windy is one of the few 4 masted Schooners built in the United States. You’ll enjoy a relaxing sail around aboard this truly historic vessel.

  • Price: $59.00

Sail Tall Ship Windy, Chicago’s Official Flagship 148′ Schooner

Leave the city behind and immerse yourself in an Educational Tour and Sail aboard the Windy 148′ Schooner, Chicago’s Official Tall Ship.

During the 75-minute sail, you’ll learn about sailing, the history of Lake Michigan, and Chicago.

The ship’s history is tied to Lake Michigan’s sailing history, filled with unique stories and interesting facts.

You’ll also have the chance to help sail this famous Schooner, all while enjoying incredible scenery and photo opportunities.

  • Price: $39.00

With all these choices, you’re bound to find the perfect

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Dinner is served with views of Chicago's breathtaking skyline and iconic architecture on one of several luxury vessels. Select from one of the specialty cruises year-round, which include live music, craft beer and live entertainment for families and special occasions. Plan to dazzle guests at your next special event with a private party on Lake Michigan.  Step on board for some of the most unique sightseeing The Magnificent Mile has to offer, and set sail for an evening to remember.

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Do Chicago River Cruises run in winter?

Chicago is one of the most popular tourist destinations in the United States. It is home to a number of attractions, including its famous river cruises. But do Chicago river cruises run in winter?

The answer is yes! Chicago River cruises run throughout the year, including during the winter months. However, the cruises do operate differently during the winter than in the summer months. During the winter, the river is much colder and the boats need to be heated and insulated. As such, the cruises tend to be shorter and more leisurely, which makes them ideal for taking in the sights of the city.

The cruises typically last around two hours and cost around $30 per person. They typically depart from Navy Pier, and you can purchase tickets online or at the pier. The boats are all climate-controlled and heated, so you won’t have to worry about the cold.

Chicago river cruises are a great way to experience the city in the winter. They can be a great way to get out and explore the city without having to bundle up too much. You can take in the sights of the city, including the iconic architecture, and enjoy the comfort and warmth of your boat.

So if you’re looking for a way to experience the city of Chicago in the winter, then a river cruise is an excellent option. Just make sure you dress warmly and book your tickets in advance!

Do Chicago River Cruises run in winter?

Do Winter Cruises Run on the Chicago River?

Chicago river cruises are an incredibly popular activity for locals and tourists alike. The city of Chicago offers a wide range of sightseeing cruises that take passengers along the Chicago River. But do these cruises run in the winter?

The short answer is yes! Chicago river cruises run year round, including during the winter months. Cruises typically operate from mid-October through mid-April, although some are offered on a seasonal basis. During the winter months, the cruises are typically shorter in length and the vessels may be heated or enclosed depending on the weather.

The type of river cruise you choose will vary depending on the season and your interests. Winter cruises typically focus on the architecture and history of Chicago and the Chicago River. You can also find cruises that explore the ecology and wildlife of the river.

In terms of pricing, winter cruises tend to be a bit cheaper than cruises in the summer months. Prices range from $15 to $50 depending on the length and type of tour. It is recommended that you book your cruise in advance to ensure you get the best availability and pricing options.

In addition to the typical sightseeing cruises, there are also themed cruises available on the Chicago river. These include holiday cruises, family cruises, brunch cruises, and even dinner cruises. Some of these cruises offer live entertainment and special events.

If you are planning to take a winter cruise on the Chicago river, there are a few things to keep in mind. First, dress appropriately for the weather. Also, be sure to check the exact weather forecast before boarding the boat. Finally, keep an eye out for ice on the river and be aware that the boat may be subject to ice or extreme weather conditions.

Overall, winter cruises on the Chicago river can be a great way to explore the city and experience its beauty. With so many different cruises to choose from, you’re sure to find one that fits your interests and budget.

Do Chicago River Cruises run in winter? 2

Exploring Chicago’s Beautiful River on a Winter Cruise

Chicago river cruises are a unique experience that you can enjoy year round, including in the winter. Although the weather may be cold, the views of the city from the river are spectacular and make for a memorable outing. Plus, a warm indoor cabin will keep you cozy for the duration of your cruise.

Chicago river cruises run year round, no matter the weather, although certain services may be reduced or unavailable due to the holiday season. Each cruise lasts about an hour, and will take you down the river for some of the most breathtaking views of the city. You can enjoy the views from the spacious observation decks, the interior cabins, or even from the open decks.

The cruises run all along the main stem of the river, from Lake Michigan to the heart of downtown. You will get to see the beautiful architecture, bridges, and landmarks that make up the city’s unique skyline. You may even spot some of the native wildlife that call the river home, including fish, birds, and other animals.

Chicago river cruises offer a variety of packages to suit different budgets and interests. From romantic dinners and sightseeing tours to family fun and educational experiences, there’s something for everyone. Prices vary depending on the type of cruise, but generally start at around $50 per adult and $30 per child. All cruises include complimentary coffee, tea, and snacks, as well as an onboard bar and restaurant.

Chicago river cruises are the perfect way to explore the city in a unique and exciting way. Whether you’re looking for a romantic getaway, a family outing, or just a way to enjoy the city’s views, a river cruise is sure to be a memorable experience. So why not take advantage of the winter season and explore the city on a Chicago river cruise?

Yes, Chicago River Cruises are conducted year-round during all four seasons.

Yes, taking a Chicago River Cruise during winter is a great way to explore the city in a unique way.

It is best to wear layers of warm clothing while taking a Chicago River Cruise in winter.

On a Chicago River Cruise in winter, you can enjoy sightseeing, live music, and delicious food onboard.

A typical Chicago River Cruise in winter typically lasts between 1.5 to 2 hours.

Yes, all Chicago River Cruises are wheelchair accessible.

Yes, a tour guide is provided for a Chicago River Cruise in winter.

Yes, restrooms are available onboard all Chicago River Cruises.

Yes, food and drinks are served on all Chicago River Cruises, including those in winter.

Yes, there are discounts available for Chicago River Cruises in winter.

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Business | Chicago Boat Show setting sail for Rosemont in 2025

Workers pull the protective wrapping off a Carver C52 Coupe yacht as preparations continue for the Chicago Boat, RV & Sail Show at McCormick Place in Chicago on Jan. 4, 2018. (Terrence Antonio James/Chicago Tribune)

The annual show, which has seen dwindling attendance in recent years, is relocating to the northwest suburbs after nearly a century in Chicago, in part to be closer to its target recreational boat-buying customer, organizers said.

“We met with our exhibitors and the decision was made that we need to go out to the suburbs,” said Darren Envall, manager of the Chicago Boat Show. “It is closer to where people are doing boating in the Fox Lake area as well as Lake Geneva, and it is closer to where the dealers are located.”

The show, which dates back nearly a century, has throughout its history been a Chicago event of national importance on the boating industry calendar.

Owned and operated by the National Marine Manufacturers Association, the show was a mainstay at McCormick Place for decades, and before that at the since-demolished International Amphitheatre. The show has gone through several incarnations, reaching its pinnacle in the 1990s as the Chicago Boat, Sports & RV Show, which regularly attracted more than 50,000 visitors each year.

While attendance had declined in recent years, it still drew about 40,000 visitors annually before temporarily shutting down in 2021 and 2022 during the pandemic.

The most recent five-day show in January, hampered by a heavy snowstorm, drew fewer than 20,000 attendees, Envall said.

A loss for McCormick Place, a win for Rosemont, the migration of the boat show represents something of a zero-sum game for the Chicago-area convention business, which has been recovering in the post-pandemic landscape.

“Big exciting news,” said Christopher Stephens, executive director of the Donald E. Stephens Convention Center.

While there had been discussion in the past about luring the boat show to Rosemont, Stephens said things got “more serious” this year, helping the northwest suburb land a major regional event.

Stephens said the Rosemont convention center offered the boat show and its attendees adjacent hotels, entertainment and a 9,000-space parking facility, all of which helped seal the deal. Down the road, the show could expand to the entire 840,000 square feet of exhibition space, as needed.

He also touted safety as an advantage for Rosemont over Chicago, which has struggled with the perception of increased crime in the wake of the pandemic.

“We always want to make sure when people come here that they feel safe,” Stephens said. “We provide as much policing and traffic controls as possible for attendees.”

While corporate meetings are still down, Stephens said conventions and large public events have returned to pre-pandemic levels in Rosemont, with the 2025 calendar now significantly bolstered by the addition of the boat show.

At the same time, he said Rosemont doesn’t try to “poach business” from Chicago.

“We’ve always thought that a strong McCormick Place was good for Rosemont,” Stephens said. “We’ll obviously never turn down an event, if they want to relocate out to Rosemont and we can accommodate them, but we don’t actively solicit.”

For McCormick Place, it’s been win some, lose some in March.

Earlier this month, Microsoft announced it was returning its Ignite information technology conference to McCormick Place in November after a nine-year absence. The inaugural event in 2015 drew 20,000 attendees to Chicago’s convention center.

“The sales cycle can be very dynamic in the convention industry,” said Cynthia McCafferty, a McCormick Place spokesperson. “Microsoft Ignite was a great addition to our calendar this year, we have a very robust pipeline of new business ahead and feel good about the future.”

The loss of the boat show is both symbolic and substantial for McCormick Place, erasing a solid and historically well-attended event from the January calendar in 2025, and likely beyond.

The Chicago Boat Show was often the first big public event of the year, setting the table for the annual Chicago Auto Show and filling the exhibition halls with visitors dreaming of summer during the coldest winter months.

In 2025, the Chicago Boat Show will keep the city’s name, at least for now, as it migrates to the suburbs for a scheduled Jan. 8-12 run.

The new version of the show will focus more on fishing boats and weekend warriors who hitch up a trailer and head for the Chain O’Lakes to drop a line, as opposed to plying Lake Michigan in larger crafts. Envall said that represents about 85% of the boaters in the Chicago area, most of whom reside in the suburbs.

Despite its long history in Chicago, Envall said he expects Rosemont to be the event’s home for years to come.

“There’s a time to change and the change was to get out to the village of Rosemont where more of the recreational boater is reflected in the market,” Enval said.

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Chicago Holiday Cruises

Holiday &, festive cruises.

Explore Cruises

Whatever the holiday, it’s better on a yacht in the Chicago River or Lake Michigan. Leave the hassle of prep work to us as you enjoy the day with the people you love. By day or by night, discover the true meaning of the holiday aboard a cruise.

Holiday Cruises in Chicago

There are a few things to consider when choosing between a cruise on the Chicago River or Lake Michigan. The first is the type of scenery you want to see. If you’re interested in seeing the skyline and skyline views, then a river cruise is likely the better option. However, if you’re more interested in seeing the natural beauty of Lake Michigan, then a lake cruise might be a better fit. Finally, it’s important to think about the weather. If you’re planning on doing a lot of outdoor activities during your holiday, prepare accordingly!

What are the best holiday cruises in Chicago in 2024?

If you’re looking for the best holiday cruises in Chicago in 2024, there are a few things to keep in mind. What time of the year do you want to come and which holidays do you most want to celebrate? City Cruises offers the best holiday boat rides around, book yours today!

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  2. Chicago's Tour Boats Head To Their Winter Homes

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  3. Chicago Architecture Foundation Center River Cruise aboard Chicago's

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  4. Chicago Boat Tours: Find the Best Lake and River Cruises

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  5. 15 Best Boat Tours in Chicago for 2023

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  6. Make waves on a Chicago boat cruise

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  1. Best Chicago River & Lake Cruise

    TripAdvisor users rank the Chicago Architecture Center River Cruise aboard Chicago's First Lady as the city's #1 boat tour. Chicago Architecture Center River Cruise aboard Chicago's First Lady Learn More. Private Events. There's one sure recipe to make your business or social event even more memorable - just add water and Chicago's ...

  2. Chicago's Original Architecture Tour®

    BOOK YOUR EXPERIENCE NOW. Buy Tickets. Family-owned and operated since 1935, Wendella is Chicago's Original Architecture Tour. Offering the greatest variety of tours and cruises on the Chicago River and Lake Michigan, Wendella is the ultimate Chicago experience.

  3. Chicago Boat Tours: Find the Best Lake and River Cruises

    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.

  4. Cruises & Tours 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... Explore Chicago's unforgettable views with cruises & tours by land, water, or air. Experience architecture, dining, and thrill rides from Navy Pier.

  5. Best Architectural River Cruise Chicago

    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.

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

    Experience why we're the #1 rated boat cruise in Chicago, tickets are on sale now for the 2024 season! Buy Tickets. Duration 1.5 Hours Price Tickets start at $54.00 CAC member conditions apply; please call (312)-922-8687 to reserve tickets Meet

  7. Chicago River Architecture Tour

    90 minutes. Buy Tickets. Chicago's Original Architecture Tour®. Experience the city's legendary architecture from the best seat in the house—the river. Our experienced tour guides detail the 130 year long history behind the skyline, while our bartenders and staff keep you comfortable and entertained. This comprehensive tour navigates ...

  8. 7 Best Chicago Boat Tours of 2024: River & Lake Cruises

    Wendella Boats - Chicago River Architecture Tour. Price: Adults from $44; kids from $20. Duration: 1.5 hours. An architectural expert will guide you through all three branches of the Chicago ...

  9. Chicago: Architecture Boat Tour with Drinks

    10 Chicago Cruises & boat tours. 11 Chicago Boats & yachts. 12 Chicago Water activities. 13 Chicago Wheelchair accessible. 14 Chicago Family-friendly activities. 15 Chicago Entry tickets. 16 Chicago Sightseeing cruises. 17 Chicago Viewing points. 18 Chicago Family-friendly activities. 19 Chicago Solo travelers' tours.

  10. Chicago River and Lake Michigan Sunset Boat Tour 2024

    400 N Michigan Ave, Chicago, IL 60611, USA. Open in Google Maps. Arrive at 400 N Michigan Avenue 30 minutes before your departure and you will be directed to your boarding dock. Please allow yourself plenty of time to arrive if driving. We do not have parking.

  11. Shoreline Sightseeing Chicago Boat Tours, Architecture Tours

    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]

  12. Chicago River Boat Architecture Tour: Guided Chicago River Boat Tours

    8 pm. Chicago River Boat Cocktail & Live Jazz Cruise. 6:30 pm (Jazz Band, Cocktail w/bar) *Sunday Only*. Lake Michigan Navy Pier Fireworks Cruise (w/ Architecture Tour) (2 Hours Long) 8 pm (Wednesdays) 8:30 pm (Saturdays) Pricing Starting At: Adults $49. Seniors $48.

  13. The 15 best boat tours in Chicago

    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 ...

  14. Architecture River Tour

    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]

  15. Skyline Lake Cruise

    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]

  16. Odyssey Chicago River

    Climate-controlled, glass-enclosed interior allows for year-round cruising and 360-degree views. Upscale dining, refined atmosphere, attentive service and curated entertainment match the elegance of Odyssey's Lake Michigan cruises. Docking space on north side of the Chicago River is steps from Michigan Avenue and Magnificent Mile attractions.

  17. Dinner Cruise Chicago River

    Dinner Cruise Chicago River | City Cruises™ Overview Includes Excludes Offers Schedule Where to Meet Additional Information Dress Code Duration of Max Less than an hour A few hours Featured Experience Recent Bookings View Dining Menu Highlights Inclusions Departure Point/Entrance Departure Time hour hours 5 hours 4 hours 3 hours 3.5 hours One ...

  18. River Cocktail Cruises

    455 N Cityfront Plaza DrChicago 60611. (888) 957-2634. Visit Website. Like us on Facebook. Follow us on Twitter. Follow us on Instagram. 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 ...

  19. Best Chicago Boat Tours: Take a Lake or River Cruise

    With Shoreline's Chicago boat tours, you'll enjoy the magnificent city skyline and more than 40 notable buildings, including the John Hancock Center and the Wrigley Building. Tour guides fill you in on their distinctive architecture. Get Tickets. Duration: 1 hour 15 minutes. Price: $50.36.

  20. Chicago Dinner Cruises

    Dinner is served with views of Chicago's breathtaking skyline and iconic architecture on one of several luxury vessels. Select from one of the specialty cruises year-round, which include live music, craft beer and live entertainment for families and special occasions. Plan to dazzle guests at your next special event with a private party on Lake ...

  21. Do Chicago River Cruises run in winter?

    The answer is yes! Chicago River cruises run throughout the year, including during the winter months. However, the cruises do operate differently during the winter than in the summer months. During the winter, the river is much colder and the boats need to be heated and insulated. As such, the cruises tend to be shorter and more leisurely ...

  22. Buy Tickets

    Get exclusive discounts and perks while supporting the mission of Navy Pier. Pier Passport Annual Pass holders enjoy discounts on parking, free tickets for the iconic Centennial Wheel, plus rotating discounts and perks around the Pier. Plus each Annual Passport purchase helps support the mission of the Pier. Get My Pier Passport.

  23. Chicago Boat Show setting sail for Rosemont in 2025

    Workers pull the protective wrapping off a Carver C52 Coupe yacht as preparations continue for the Chicago Boat, RV & Sail Show at McCormick Place in Chicago on Jan. 4, 2018.

  24. 2024 Chicago Holiday Cruises

    Festive Cruises. Explore Cruises. Whatever the holiday, it's better on a yacht in the Chicago River or Lake Michigan. Leave the hassle of prep work to us as you enjoy the day with the people you love. By day or by night, discover the true meaning of the holiday aboard a cruise.