Best Architecture Boat Tours in Chicago, Illinois

When the sun is shining and the weather is nice in Chicago, there’s no better way to experience the “City of Broad Shoulders” than taking to the river on an architecture boat tour.

This is one of the best things to do in Chicago. There are numerous companies to go with, with each tour offering information about the history of the city and stunning architecture along the Chicago River.

When you’re finished your tour, make sure to grab a bite (and a drink) at one of the best places to eat in Chicago and one of the best bars in Chicago!

Here’s my guide to experiencing the best architecture boat tour in Chicago.

What to Expect from The Chicago Architecture River Cruise

During the tour, you’ll learn about over 50 architecturally significant buildings along the waterfront, including buildings by Daniel Burnham, Louis Sullivan, and Mies van der Rohe.

The top of the boat is open-air which gives you a great perspective on the city’s amazing skyline. (There’s also a bar on board if you’d like to sip a cocktail as your boat winds its way around the Chicago River.)

chicago architecture river cruise

While you’re admiring the city’s skyline and riverwalk, you’ll learn about how the U.S. Army Corp of Engineers actually *reversed* the flow of the river to help with public health and sanitation in the early 1900s. To do this, a series of locks were introduced between the river and Lake Michigan.

Now, instead of the river emptying into the lake, fresh clean water flows from Lake Michigan into downtown Chicago.

You’ll also hear about one of the worst U.S. maritime disasters in the United States: the 1915 sinking of the SS Eastland on the Chicago River, right between Clark and Lasalle Streets in downtown. 844 people perished during this tragic accident.

Buildings On the Architecture Boat Tour in Chicago

Here are some of the incredible buildings you can expect to see on a boat tour in Chicago.

Corncob Buildings

Shortly after the cruise starts, you’ll pass Marina City, also known as the “corncob buildings.” If you are a Wilco fan, you might recognise these buildings from the cover of Wilco’s 2001 album, “Yankee Hotel Foxtrot.”

When the towers were first constructed, they were the tallest residential buildings in the world. Because of the building’s unique shape, the apartments inside are all pizza wedges with no right angles!

After your cruise, you might enjoy visiting the Marina City complex: it’s the home of the House of Blues along with famed steakhouse Smith & Wollensky and a bowling alley.

Merchandise Mart

Another favourite building along the way is the Merchandise Mart — a building so large, it has its own postcode. For many years, “The Mart” was owned by the Kennedy family.

These days, inside you’ll find many home decorating showrooms, some of which are open to the public. Rumour has it that the Sultan of Brunei flew to Chicago specifically to visit the Merchandise Mart; it was the only place in the world, he decided, where he could decorate his entire palace in one week.

333 W. Wacker Drive

As the cruise turns the bend in the river and heads south, you’ll pass 333 W. Wacker Drive, a building fronted by a beautiful, curved green glass wall that reflects the water floating below it. It is absolutely stunning when the sun hits it just right.

going on a chicago architecture river cruise is a must do

A clever part of the building’s design? The architects realized that the elevated (“L”) trains running behind the building would be distracting to office workers. So they made sure all the building’s office space is actually above the L train! Decorative air intake fans are instead at eye level with L  commuters.

Note that Gen-Xers might also recognise this building from Ferris Bueller’s Day Off – it’s where Ferris’ dad had his office!

Willis Tower

No tour of Chicago is complete without checking out The Willis Tower, which will tower above you during the Chicago architecture river cruise.

The building is formerly known as The Sears Tower and was completed in 1973 to house Sears’ corporate headquarters. Sears unfortunately never grew as much as projected and finally moved out of the building in 2009.

Although London Insurance Company The Willis Group now owns the naming rights to the building, the largest tenant is United Airlines which occupies 20 of the 110 floors.

The Willis Tower was the world’s tallest building until 1998! It has since fallen to 12th in the world, but it is the 2nd tallest in the U.S. after One World Trade Center.

The building, if you can believe it, has 104 elevators. 104! After your cruise, I highly recommend a visit to The Willis Tower Skydeck.

Architect Daniel Burnham

Lastly, as you make your way west, south, and then back again on the Chicago River, there is one architect’s name that you’ll probably hear your tour guide mention quite frequently, although you won’t see any of his buildings from the river: Daniel Burham.

Burnham is the author of the 1909 “Plan of Chicago” upon which much of the city is based.

Chicago has Burnham to thank for its beautiful lakefront parks and the very systematic arrangement of Chicago streets. Burnham knew that with the introduction of the automobile, traffic would become a problem, so he specifically recommended wide boulevards and diagonal thoroughfares to relieve congestion.

After the Chicago architecture boat cruise, consider visiting one of Burham’s many buildings downtown: Macy’s on State Street, Union Station, The Monadnock Building, or The Hotel Burnham to name a few.

chicago architecture river cruise in chicago

Best Architecture Boat Tours in Chicago

There are a couple of options when it comes to choosing a boat tour company.

Shoreline Sightseeing

If you choose to go with Shoreline Sightseeing, a trip with them costs $44 and you can reserve your spot here through Get Your Guide. During the summer months, cruises are available throughout the day, from 10:45 am – 8:15 pm, departing from Michigan Avenue (Dusable Bridge).

Tours depart rain or shine and I recommend that you arrive at the boat around 30 minutes before departure so you can get the best possible seat.

There’s a small kiosk on board that serves snacks and drinks and restrooms are available. Advance booking is recommended as the tours frequently sell out.

First Lady

The cruise, aboard Chicago’s First Lady, lasts about 90 minutes and departs right from the middle of downtown, at the southeast corner of Michigan Avenue Bridge at Wacker Drive.

Daytime cruises with the Chicago Architecture Foundation (First Lady boat) cost $56 per person. On weekend mornings during the summer, there are special photography cruises that pause a few times to help you get that perfect shot. Evening tours are also available.

Again, it’s recommended that you book ahead as spaces fill up quickly. Learn more and purchase tickets here.

As a note, if you’re visiting during the hot summer months, you’ll want to wear a hat, bring some sunscreen and either purchase water on board, or bring your own.

Check out this video of all the things to do in Chicago and also see our list of the 101 Best Places To Visit in The United States of America 😀

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Written by

Krista Nannery

Krista Nannery has been blogging about food and travel at since 2004. She currently lives in London, England although she's lived in Chicago twice for a combined total of 12 years, most recently until 2014.

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