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EXPO Chicago | April 11-14

EXPO CHICAGO returns to Navy Pier’s Festival Hall for its eleventh! Discover collections from 170 galleries, spanning across 75 cities and 29 countries, and more.

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Unforgettable views. Unparalleled experiences.

Cruises & Tours

Explore chicago by land, water or air.

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

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

Our Cruises & Tours

Architecture & Sightseeing Cruises

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

Brunch, Lunch and Dinner Cruises

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

Speedboat Tours and Thrill Rides

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

Specialty and Holiday Cruises

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

Groups And Private Charters

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

Bicycle Tours

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

Our Cruise Partners

Discover our partners: Spirit Of Chicago, Shoreline Sightseeing, Seadog Cruises, Odyssey Lake Michigan, Mystic Blue, Chicago Elite Private Yacht, & Tall Ship Windy

Cruise & Tour Types

Shoreline Architecture River Tours

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

City Cruises – Premier Dinner Cruise on Lake Michigan

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

City Cruises – Premier Lunch Cruise on Lake Michigan

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

City Cruises – Signature Dinner Cruise on Lake Michigan

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

City Cruises – Spirit of Chicago Dinner Cruise

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

City Cruises – Odyssey Lake Michigan Dinner Cruises

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

City Cruises – Spirit of Chicago Brunch Cruises

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

City Cruises – Signature Lunch Cruise on Lake Michigan

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

City Cruises – Seadog River and Lake Architecture Tour

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

City Cruises – Seadog Lakefront Speedboat Tour

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

City Cruises – Seadog Extreme Thrill Rides

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

City Cruises – Odyssey Lake Michigan Brunch Cruise

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

City Cruises – Odyssey Lake Michigan Groups

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

Shoreline Sightseeing Group Tours

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

City Cruises – Chicago Elite Private Events

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

City Cruises – Seadog Groups

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

Shoreline Sightseeing Water Taxis

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

City Cruises – Spirit of Chicago Group Cruises

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

City Cruises – Premier Brunch Cruise on Lake Michigan

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

City Cruises – Signature Brunch Cruise on Lake Michigan

Shoreline Skyline Lake Tours

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

Tall Ship Windy Chicago Skyline Sail

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

Tall Ship Windy Private Charters & Weddings in Chicago

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...

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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.

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.

Check prices & availability on:

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.

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 River while you discover the architectural mastery and design behind many classic Chicago landmarks. Along with an onboard guide, this boat boasts climate-controlled seating areas, a full-service bar with cocktails and snacks, and plenty of space to spread out and enjoy the views. Travelers rave about the tour, applauding the knowledgeable, entertaining guides.

Tours are generally available daily beginning at 9:30 a.m., with multiple departures throughout the day and night. Cruises depart from Michigan Avenue at the Wrigley Building. Short on time? The company also runs a 45-minute version of this architecture tour.

Tours & Boats – 90-Minute Architecture Boat Tour

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

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

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

You may also be interested in:

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

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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

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

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

Saturday apr 13.

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Monday Apr 15

Tuesday apr 16, wednesday apr 17, thursday apr 18, highlights of this tour.

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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.

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
• COVID-19 Safety
• 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

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

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

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

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

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

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

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

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

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

Tours & Attractions

Chicago architecture center.

Mercury, Chicago’s Skyline Cruiseline

Shoreline Sightseeing Company

Streeterville

Special Event Venues

Free spirit yacht cruises.

Urban Kayaks

River North

Wendella Tours & Cruises

The Magnificent Mile

Chicago’s First Lady Cruises

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Architecture Tour

TripAdvisor users rank the Chicago Architecture Center River Cruise aboard Chicago's First Lady as the city's #1 boat tour.

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

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

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

Evening River Cruise

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

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

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See our full blog.

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

• Architecture River Tour

Windy City wow

World-famous landmarks.

There’s nothing quite like seeing Chicago’s world-famous architecture from all three branches of the Chicago River. From hidden treasures to the city’s most well-known sights, you’ll view over 40 Chicago landmarks on our 60-minute Architecture River Boat Tours. 

Enjoy the spectacular views as you listen to our tour guides tell you how Chicago’s buildings, architecture, and engineering made the city famous.

Casting off

Our Architecture River Tours depart from two docks, one at Michigan Avenue and the other at Navy Pier. No matter which dock you depart from, you’ll see all of the spectacular sights as you tour the Chicago River.

Michigan Avenue

401 N. Michigan Ave

Steps off of Chicago’s Magnificent Mile, our Michigan Avenue dock starts your tour in the heart of the Chicago River.

124 N. Streeter Drive

Start your tour down the Chicago River at our Navy Pier dock, which sits at the entrance to the iconic Navy Pier boardwalk. This dock is more accessible to wheelchairs.

Our Architecture River Tour takes you up and down the three branches of the Chicago River, providing breathtaking views of Chicago’s famous skyscrapers and landmarks at every turn.

Adults: $47

Children (3-12): $26

Children 2 and under: Free

Tour highlights:

• 60-minute, guided boat tour
• Unique views from the water create an entirely new perspective of the city
• 40+ landmarks including the Tribune Tower, the Wrigley Building, and Marina City
• Hear the stories of Chicago’s architects and engineers while viewing their magnificent buildings

Sightseeing in Chicago?

Chicago CityPASS® tickets save 48% on premier admission  to Chicago’s top 5 attractions, including the Architecture River Tour. Visit the attractions at your own pace, in any order, over a 9-day period. One easy purchase and mobile ticket delivery saves you time and money.

Book an Architecture River Tour

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What tour are you interested in?

Architecture River Tour

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Skyline Lake Tour

Save 48% at 5 top attractions

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Please select Navy Pier. (Skyline Lake Tours are unavailable from Michigan Avenue.)

600 E. Grand Ave

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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]

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

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

Click Here to Purchase a Gift Certificate

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

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Chicago river boat architectural tour.

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)

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 Compared

This post compares the best discounts on Chicago boat tours and cruises, including architecture cruises, sightseeing tours, speedboats, sailboats, kayaks, and water taxis.

• Architecture Cruises
• Sightseeing Cruises
• Water Taxis
• Lunch and Dinner Cruises
• Sailboat and Kayak Tours

There are a lot of different river cruises and tours available in the city of Chicago, and this post provides links to the discounts available for each tour in the sections listed below.

There are several different types of discounts available which can help you save money in a variety of ways.

One of the most popular options is to purchase a tourist pass .

These services charge one flat price for access to dozens of popular attractions and activities, and they typically include at least a few cruises or boat tours.

Another option is to check popular discount sites like Groupon and LivingSocial to see if they are offering any deals on cruises or boat tours.

The advantage of these sites is they usually offer additional coupon codes to save even more money!

One of the most common discounts is group rates, and these special prices are only offered to people who are buying 20-40 tickets or more at once.

Some companies also offer discounts for seniors and military members, and there is at least one company that provides coupon codes.

If that’s not enough, there are a few companies that also offer free drinks!

In addition to covering prices and discounts, we'll also include details about which Chicago river cruise is best suited for each traveler.

While on a Chicago boat tour, you can expect excellent views and incredible city panoramas of the following attractions and well-known structures:

• Goose Island
• Trump Tower
• Tribune Tower
• Wrigley Building
• Chicago Riverwalk

CHICAGO ARCHITECTURE TOUR DISCOUNTS

The windy city is home to the world’s first skyscraper, so it’s a pretty popular destination for anyone interested in the history of architecture.

There are currently 5 different ways to save money on an architecture boat tour in Chicago:

• Free for kids
• Tourist Pass
• Group Rates
• Discount Sites
• Coupon Codes

You’ll enjoy the biggest possible discount by using a tourist pass but depending on when you check discount sites, you may find that they offer similarly excellent deals. 

For more details about these services, please read our full post covering Chicago Architecture Tours .

NOTE: Although we will list the most popular tour companies below, there might be a few we miss which are sold at a discount through websites like Groupon and LivingSocial .

If you can't find exactly what you're looking for, we recommend checking these discount sites to find a service that fits your needs and expectations.

SHORELINE ARCHITECTURE CRUISE

This company also provides a service covering some of the more notable architectural feats in Chicago.

While you wind your way down the river, you'll learn about the history of how this city recovered from the Great Fire of 1871 and see both older and newer examples of magnificent architecture.

Discover the role that architects such as Bertrand Goldberg, Jeanne Gang, and Mies van der Rohe played in creating the windy city that exists today.

Duration: 75 minutes

• $52.66 – Adults
• $28.62 – Children

Purchase tickets or learn more .

This architectural cruise departs from either the Michigan Avenue or Navy Pier docks.

The Shoreline company offers the following deals on its Architectural boat tour.

• Children 2 and under are free.
• Free when you purchase the Go City Chicago Pass .
• Special group rates are offered to 20 or more visitors.
• Get 10% - 20% or more off with Groupon / LivingSocial .

WENDELLA ARCHITECTURE CRUISE

This is another popular boat tour company in Chicago, and they offer a lot of great services, including a Lake and River Architecture Cruise.

One of the nice things about this tour is that it covers both the Chicago River and Lake Michigan, allowing you to see notable buildings on both sides of the city.

While you drift along the waters near Chicago, you'll learn all about the architectural history of the windy city from a professional guide providing in-depth commentary.

Duration: 90 minutes

• $19/Children

You will find a uniformed employee at the Michigan Avenue Bridge. When you present your ticket to this employee, they will guide you to the correct dock.

This company offers a lot of different discounts, including some of the best deals of any service on our list.

• Children under 4 are free.
• 50% off on Tuesdays for College Students.
• 50% off Mon - Thur for the Military and their spouses.
• $10 off Mon - Thur for Veterans and Reservists.
• Discounts not valid on Holidays.

And after reading this post, see which boat tours the roughly 17k members of our  Chicago Travel Tips  Facebook group say are their favorites and join the conversation.

The group is made up of locals, regular visitors to Chicago, and those just getting to know the city.

There's no need to join to read the recommendations.

SIGHTSEEING CRUISE DISCOUNTS

These services are all about discovering Chicago and learning about its history. Anyone looking for excellent photo ops will want to consider one of these river cruises.

Most of these boat tours offer some kind of narration describing the significant landmarks in the areas you will visit.

There are a total of 5 different discounts available on the following Chicago boat tours:

• Free for Kids
• Coupon Code

The best opportunity to save is probably to purchase a tourist pass , but you might be able to get a comparable deal using a discount site.

NOTE: This section features the most popular tour companies, but there might be a few we miss which are sold at a discount through websites like Groupon and LivingSocial .

If you can't find exactly what you want, we recommend checking these discount sites to find a service that fits your expectations.

SHORELINE SIGHTSEEING CLASSIC LAKE TOUR

Shoreline has been offering tours since 1939, and their experience shows.

We highly recommend this guided, historic sightseeing tour on Lake Michigan.

You can bet that your guide will have more than a few jokes as they describe Chicago history through the current landmarks along the waterfront.

Duration: 40 minutes

• $34.93 - Adults 
• $13.36 - Children (3-12) 
• Learn more or purchase tickets here .

Classic Lake Michigan Tours depart from West Dock Navy Pier, 600 E Grand Ave, across from McDonald’s ( map ).

If you're looking to save money on this service, Shoreline offers the following deals:

• Free with the purchase of the Go City Chicago Pass .
• Special group rates are available for 20 or more visitors.
• Save 10% - 20% or more with Groupon / LivingSocial .

KAYAK CHICAGO

Take a guided tour of Lake Michigan while paddling your own single or tandem kayak!

Perfect for beginners, this leisurely experience offers top-quality tours that Yelp users applaud for customer service and easily accommodating last-minute walk-ups.

They even allow dogs! This tour includes an orientation to paddling.

Duration: 2.5 hours

• $85 per person
• More information or purchase tickets .

This company doesn't offer a lot of discounts, but they do have coupon codes every now and then, so we recommend checking their site to see whether or not there are even more deals available.

• Check Groupon / LivingSocial for potential additional discounts.

SPEED BOAT TOUR DISCOUNTS

Anyone looking for fun and excitement on the Chicago River will want to consider a Speed Boat cruise.

These trips are more like a roller coaster ride than they are a boat tour.

As you ride through Chi-town at top speeds, you’ll see some of the most important landmarks in the city.

Guides will usually point out significant sights as you enjoy a thrilling experience.

There are only 3 ways to save money on these Chicago boat tours as of right now:

• Kids are Free
• Dog Discount

While the last option is definitely the strangest discount of them all, group rates are probably the best way to save money on these speed boat tours.

NOTE: You'll find the most popular speedboat companies below, there might be some we are missing which are sold at a discount through websites like Groupon and LivingSocial .

We recommend checking these discount sites if you can't find a service that fits your needs and expectations.

SEADOG’S LAKEFRONT SPEEDBOAT TOUR

If you’re looking to have some moderate thrills as you do your sightseeing, and you don’t mind the wind in your hair, we recommend Seadog.  

Race through the water as you hear about the Windy City’s most famous landmarks along the shoreline during their lakefront architectural tour.

Light and humorous, reviewers have a hard time knowing if they like the speed or the speeches more!

Beware: We see a pattern in the reviews of guests who are unhappy with the will-call ticket option due to long lines.

We recommend buying E-tickets in advance, which saves you from the long line and can help ensure you get a great seat by showing up about 20 minutes in advance.

Duration: 30 Minutes

Price (includes tax):

• $41.59 - Adults
• $29.69 - Children
• More details or buy a ticket .

Depart from South Navy Pier, 600 E Grand Ave. ( map ). Look for the red & white ticket booth just across from the Ferris Wheel.

The deals provided by this company are a bit different from what you'll find with other services, but at least you'll be able to save some money.

• 15% off tickets if you bring your dog for the boat ride.
• Special group rates are offered for Skydeck Chicago.

CHICAGO WATER TAXI

If you don’t care about narration or tour guides, a water taxi might be the most affordable option on this list.

This outing is more about transporting you from one location to the next, but you can typically enjoy a lot of wonderful views while on the boat.

There are only 3 different discount opportunities currently available on Chicago water taxis:

• Senior Discount
• Military Discount
• Disability Discount

If you fit any of these categories, you’ll be able to save at least 50% on tickets. However, military members undoubtedly get the best deal, as they ride for free!

NOTE: We will list the most popular water taxi companies below, but there may be a few available through websites like Groupon and LivingSocial .

If you can't find exactly what you want, we recommend checking these discount sites to find a service that better fits your needs.

THE CHICAGO WATER TAXI

For a fast and cheap experience on the river, hopping on a water taxi can be a convenient way to travel for local commuters and travelers.

Many of Chicago’s popular attractions can be seen along these routes, and each of the station stops offer fantastic things to do, see, and eat.

NOTE: Due to the pandemic, Chicago Water Taxi is currently only available on Saturdays and Sundays. Cash is no longer accepted and you must purchase tickets with a debit or credit card.

While there are no guides on these boats, the sights are comparable to the ones on any of the sightseeing cruises listed above, and at a huge discount!

Duration: 15 to 30 minutes

Price Options:

• Single ride $6
• All Day Pass $10
• 31 Day Pass $80
• 10 Rides $50
• Learn more and get tickets .

Station Locations:

• Ogilvie/Union Station (West Loop)
• Michigan Avenue
• LaSalle (River North)
• Riverwalk Clark Street
• North Avenue/Sheffield
• Chicago Avenue

There are a few deals available for senior citizens and members of the military. If this describes you, chances are you'll be able to save a lot of money on tickets.

• 50% off one-way tickets for Seniors & people w/ Disabilities.
• Active Duty military w/ ID ride for free.

SHORELINE WATER TAXI SERVICE

Another affordable taxiing service is Shoreline, which offers a route on the lake as well as the river.

We like this service for their unique lake route, which is the cheapest way to view the skyline while on Lake Michigan; notably the Museum campuses.

Duration: 15-40 minutes, depending on the chosen route.

• May through September
• Taxis operate 10 am-6 pm, at least every 20 minutes

Price Options and Packages:

There are no reservations for Shoreline taxis, as they are a commuter service. Tickets can be bought on-site.

Single Ride Extended River Route (Orange Line) | Lake Route (Green Line)

• $16 - Adults 
• $9 - Children

Single Ride River Route (Brown or Blue Line)

• $10 - Adults
• $5 - Children

Station Locations :

• Union Station/Willis Tower
• Museum Campus

NIGHT BOAT TOURS AND FIREWORK CRUISE DISCOUNTS

Like most metropolitan cities, Chicago looks entirely different after dark.

Several companies offer services at night, allowing you to get a good look at the lights from the city while you’re drifting down the river.

Some of these opportunities are only offered during the summer months, but they often include fireworks.

There are currently 3 different discounts available for the following Chicago night boat tours:

If you’re looking for the best opportunity to save money on a night boat tour or cruise, discount sites will likely provide your best chance at a good deal.

Major discount sites tend to feature all the latest fireworks and holiday cruises.

Depending on whether or not they have additional coupon codes, you could end up saving even more than you would with group rates.

NOTE: Although you'll find the most popular companies listed below, there might be a few we miss which are sold at a discount through websites like Groupon and LivingSocial .

If you can't find what you're looking for, consider checking these discount sites to find a service that fits your needs.

SHORELINE LAKE FIREWORK TOUR

Enjoy impressive views of Chicago’s skyline from Lake Michigan, with an uninterrupted view of the weekly fireworks display.

Tour-goers love to watch the reflection of the lights on the water, as well as the buildings!

Reviewers say to arrive at least 15 minutes prior to the tour’s start time, and this is well worth the money!

For a few extra dollars, many reviewers recommend taking Shoreline’s nighttime architecture fireworks tour (see below) which includes a guided view of the river.

Seasonal, May-September only.  

• Saturdays 9:30 pm
• Wednesdays 9:00 pm  

Duration: 60 minutes

• $40.95 - Adult
• $24.15 - Child (3-12)
• Infant FREE
• View the schedule or purchase tickets here .

Departs from Navy Pier West Dock, 600 E Grand Ave ( map )

As with their other services, the following deals are also available for their night/firework cruises.

SHORELINE ARCHITECTURE FIREWORK TOUR

Get all of the information on a daytime architecture tour, with an added grand finale: seeing fireworks on the lake!

No matter where you make your departures, you’ll tour the main and south branches of the Chicago River before traveling out onto the Great Lake for the best view of the weekly fireworks display.

Pro tip : Don’t forget your camera! Even though it is nighttime, the lights of the city offer perfect photo opportunities. You’ll have your postcard-worthy photo in no time!

Seasonal, May-September only. 

• Saturdays 9:00 pm
• Wednesdays 8:15 pm  
• $46.20-$49.99 - Adult
• $26.25-$28 - Child (3-12)

Depart from one of two locations:

• Navy Pier Entrance, Polk Bros Park. GPS: 600 E Grand Ave
• Michigan Avenue Bridge (NE corner). GPS: 401 Michigan Ave

WENDELLA SUNSET CRUISE

In addition to their architectural boat tours, this company also offers an outing at sunset which allows you to enjoy excellent views of the city skyline.

This is intended to be a romantic cruise, so there won't be a lot of historic details about the city provided, but you will have the opportunity to enjoy a glass of wine, a cocktail, or a cold beer.

Since this is a sunset tour, you might not get to see Chicago after dark, but depending on the time of year, it's definitely a possibility.

TIP: It's worth noting that this company offers specialty fireworks and holiday cruises to celebrate important events.

If you're visiting during the 4th of July or Christmas, check to see what holiday cruises they are currently offering .

Wendella sends a uniformed employee to meet their guests at the Michigan Avenue Bridge. When you present your ticket, they will guide you to the correct dock.

The same discounts they offer for their architectural cruises are also valid for their sunset cruises!

WINDY CITY SAILING

Windy City Sailing has led private yacht tours for 18 years, and recently added fireworks and special event packages.

Pro tip: Once the yacht is out of the harbor, ask for a chance to drive!

Duration: Flexible, minimum of 3 hours

$275 - $300 per hour| Hourly Rates

• The Nebula, a 40-foot sloop-rig Beneteau sailboat

This has offered their services through discount sites in the past. These websites sometimes offer discounts on local activities.

• Check Groupon / LivingSocial to save 10% - 20% or more.

CHICAGO SAILBOAT CHARTERS  (NIGHTTIME OR FIREWORKS)

Want to try something different with friends, or surprise your significant other? Why not charter a sailboat and watch the fireworks on the lake!

Pack a picnic basket full of romantic food (BYoB) and watch the skyline light up. Don’t forget your camera!

Pro tip: While it might be tempting to wear flip-flops, for comfort and safety consider wearing non-slip shoes.

Fireworks: Wednesday and Saturday evenings, May through September.

$599 and up | Hourly Rates based on vessel size and number of passengers:

• Large (36’, up to 8 passengers)
• Luxury (39’, up to 11 passengers)
• Power Boat (40', up to 11 passengers) 
• BIG Boat (up to 36 passengers)
• Call 773-236-7245 for booking questions and special events.

Location: 400 W Belmont Harbor Dr

This company changes its deals quite frequently, so we recommend checking its website to see what is currently available.

LUNCH AND DINNER CRUISE DISCOUNTS

In addition to the various night tours offered on Lake Michigan, you’ll also find a nice selection of dinner cruise options as well.

Instead of focusing on the excitement of a fireworks show, this boat trip is all about enjoying a meal while you drift alongside the city and experience the skyline in style.

There are a total of 3 different ways to save money on these services in Chicago:

Although the discounts available for these services aren’t always big, even 10% - 20% off an excursion that costs $100 on average is going to be a pretty good deal.

It’s also worth noting that the free drink offer from each company is likely one of the easiest discounts to enjoy.

NOTE: This section lists the most popular dinner cruise companies, but there might be a few we miss which are sold through websites like Groupon and LivingSocial .

If you can't find exactly what you need here, we recommend checking these discount sites to find a service that fits your expectations.

Odyssey Cruises

This is one of the most popular cruise companies in the United States. Their Chicago branch offers lunch, brunch, and dinner cruises.

The earlier the trip, the less you will pay for a ticket.

Most of their excursions include a three-course plated meal and wonderful music curated by an onboard DJ.

In comparison to their competition, this is definitely one of the more classy experiences you’ll have on Lake Michigan. Odyssey offers service pretty much year-round.

As one of the premiere cruise services in the Windy City, it shouldn’t come as too big of a surprise that they have earned a 4-star rating on TripAdvisor.

Although there are a few negative reviews, most customers were more than pleased with their trip.

Unhappy customers typically complained of uncommon issues that don’t represent the typical experience with Odyssey Cruises.

A majority of reviews came from passengers who were very impressed with the quality of their ship and the views at night in Chicago.

This dinner cruise is very popular with couples.

There are a few different deals available when you choose this company, including opportunities to save on other popular activities.

• Members of the Military will receive special rates w/ ID.
• Get discounted group rates at Skydeck Chicago.
• Receive 1 complimentary premium drink when you check in on Yelp .

Lunch Service

• Ticket Price: $81.90 for Adults | $60.03 for Children
• Duration: 2 hours

Brunch Service

• Ticket Price: $117.44 for Adults | $92.83 for Children

Dinner Service

• Ticket Price: $154.70 for Adults | $154.70 for Children
• Duration: 3 hours

Schedule and more information

Spirit Cruises

Although this line is owned and operated by the same company as Odyssey, they actually offer a somewhat different experience.

Instead of a three-course plated meal, you’ll have the opportunity to enjoy a nice buffet while drifting along Lake Michigan.

In addition, they also provide entertainment in the form of DJ music and interactive games.

Unlike their classy counterpart, this service is all about having fun with friends and family.

Spirit offers lunch, brunch, and dinner cruises fairly often. Ticket prices are typically more affordable for these excursions.

Despite the differences between Odyssey and Spirit Cruises, this company has also received a 4-star rating on TripAdvisor.

There aren’t many negative reviews to speak of, but it’s worth noting that some passengers were unhappy with either the food or the customer service.

Thankfully, these comments do not represent the typical experience with their cruises.

An overwhelming majority of reviewers were very pleased with their trip, stating that the meal and entertainment they received were both excellent. 

Much like the other dinner cruise companies on our list, this company also offers a variety of deals.

• Military w/ ID will receive special rates.
• Discounted group rates at Skydeck Chicago.
• Get 1 complimentary premium drink by checking in on Yelp .
• Ticket Price: $68.77 for Adults | $52.37 for Children
• Ticket Price: $101.04 for Adults | $81.90 for Children
• Ticket Price: $125.63 - $125.63 per person
• Duration: 2 ½ – 3 hours

CHICAGO SAILBOAT AND KAYAK TOURS

When it comes to rest and relaxation, few boat tours are going to be as inviting as a sailboat. What better place to sail than the Windy City?

Enjoy the sights and sounds as you drift around the Chicago River in comfort.

There are 4 types of discounts available on these services in the Chicago area:

Without question, you’ll get the best possible deal on this service by using a tourist pass . That said, you may also find a similarly excellent deal on a discount site.

NOTE: This section will list the best sailboat companies below, but there may be a few which are sold at a discount through websites like Groupon and LivingSocial .

If you can't find what you want here, we recommend checking these discount sites to find a service that fits your expectations.

TALL SHIP WINDY

A true gem on the lake, Tall Ship Windy, and its billowing sails have all the allure of a pirate ship with modern conveniences to make your experience memorable.

Recent passengers say this is the most family-friendly experience they had on Navy Pier. Kids love the pirate ship, and adults love the full bar!

Pro tip: Don’t have the time or the budget to board Tall Ship Windy? While visiting this area, you can get up close and personal to admire its beauty while it is docked between tours.

Navy Pier offers many free and cheap activities for families on a budget.

Tour Theme Options:

• Lakeside Architecture Sail (3 pm, 5 pm)
• Real Pirates of the Inland Seas (1 pm)
• Sunset Skyline Sail (7 pm)
• Spirit Ships and Haunted Harbor

Duration: 75 minutes (arrive 30 minutes prior for boarding)

• $49 - Adult
• $39 - Child (under 13)

Location: 600 E Grand Ave

There is at least one additional opportunity to save money on these outings in addition to the deals you can also get on their night/firework cruises.

• Group Discounts: 10% off for 20-39 people.
• Group Discount: 15% off for 40-59 people.
• Group Discount: 20% off for 60 or more people.

CHICAGO SAILBOAT CHARTERS (DAYTIME)

Looking to set sail privately? Consider these sailboat rentals, complete with your own Captain!

Highly rated for their customer service, your group can sail along our world-renowned shoreline knowing you are in good hands.

Pro tip: Don’t forget the cheese and wine! Charters allow snacks, including alcohol, onboard. Cups and ice provided.

Price Range:

$599 and up | Hourly Rates based on vessel size and number of passengers.

This company frequently changes up their deals from one season to the next, so we recommend checking their website to see what's available when you plan to go for a sail.

CHICAGO KAYAKS

If you’re looking for a more unique trip down the Chicago River, it’s hard to beat a kayaking tour!

Renting a one of these boats will get you closer to the water than any other option on our list.

You’ll also get a good workout while traveling around the city and enjoying wonderful views.

There are currently two different ways to save money on this type of service:

The best option may in fact be discount sites, as they often offer additional coupon codes that you could use to save even more than usual!

NOTE: We will list the most popular tour companies below, but there might be a few we miss which are sold through websites like Groupon and LivingSocial .

If you can't find what you're looking for, check these discount sites to find a service that fits your needs.

Whether you want a guided tour of Lake Michigan, an Architectural tour on the Chicago River, or rent out kayaks (single or tandem!) for the day, this is a company you can trust.

Pro tip: Choosing to ride tandem (two people, one boat) saves you $10 off of the regular price of two kayaks, and allows one person to paddle while the other has their hands free to take photos!  

Prices for Rentals:

Price includes kayak, paddle, personal flotation device, and brief instruction.

• Single $30/hr or $90/day
• Double $40 /hr or $120/day

No reservations are needed. Questions? Call (312) 852-9258

If you're looking to save money on this service, make sure to consider the following deals.

• Check Groupon / LivingSocial to see if they are currently offering any additional discounts.

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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.

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.