Chicago · CHICAGO ARCHITECTURE TOURS
The Loop is best read from the water, which is why the river cruise outsells everything else in the city. These 15 sort the 45-minute runs from the full 90-minute sailings, add the walking tours that get you inside the lobbies, and give the price and season for each.
See Chicago’s skyline from the river on a guided architecture cruise with expert stories, famous buildings, onboard restrooms, and flexible departure times.
“The host of the tour was great! He was very informative and knowledgeable about the city's history. Also, we had great views of the buildings and were able appreciate the beauty of the architecture.”
Cruise all three branches of the Chicago River, hear lively architecture stories, and see icons including Marina City and the Wrigley Building.
“Well worth the trip. Learned so much about Chicago and the stories behind its architecture. We definitely recommend this during your trip.”
Cruise Chicago’s main, north, and south river branches while expert guides explain 130 years of landmark architecture.
“The tour guide was super engaging and there was a lot of good information. Would definitely recommend.”
See Chicago’s landmark towers from the river, with expert architecture guides, open-air views, a heated salon, and a full bar onboard.
“Great experience. So much information was shared about every skyscraper that are build along the riverwalk. The views alone is worth to book this cruise experience.”
Cruise all three branches of the Chicago River, hear lively architecture stories, and see skyline icons from a comfortable sightseeing boat.
“This was a great tour. We went in the 8pm cruise and we were able to enjoy a beautiful sunset and then see the buildings lit up. We also got to experience some perfectly timed nighttime features, like building projections and fireworks because of the time we choose. Our guide Brian was great; entertaining and clearly loves his city. Will definitely do this again.”
Cruise Chicago’s river for 45 minutes of architecture, live stories, skyline views, indoor shelter, and a smart $28 price.
“The tour was great cold 🥶 but great. Tour was funny and knowledgeable. I would recommend in the warmer months.”
Cruise Chicago’s river and lakefront for 90 minutes of architecture, skyline views, live stories, indoor seating, and practical tips for $45.
“A lot of information in a short time. The guide talked very fast. People were standing blocking the view”
See Chicago’s skyline from the river on a 45-minute family cruise with live architecture stories, indoor seating, open decks, and sunset views.
“Loved it. Great way to see the city. Excellent commentary.”
Cruise Chicago’s river and lakefront for 90 minutes of architecture, skyline views, expert stories, and a passage through the historic lock.
“I enjoyed the tour and had a great time on Chicago River and Lake Michigan. The tour guide was great and told us a lot of interesting facts about the architecture and about important people or the history of the city in general. The length of time was perfect and I would definitely recommend to go on this tour.”
Cruise all three branches of the Chicago River, hear lively architecture stories, and see landmarks from an open-air or covered boat.
“Learned a lot, the weather was prefect, and our guide provided great info about the city. The sunset with views was 🤩.Definitely would take this tour again.”
Explore Chicago’s dazzling Loop interiors, Art Deco details, and stained glass with a local guide on this smart 2-hour walking tour.
“Out tour guide is Heath. I think he is great at explaining things and he has abundant knowledge of architecture. I really enjoyed his interpretation along the way and it made the tour very enjoyable. If you’re not a local, it’s hard to find these places yourself. In my opinion the tour is really worth it if you stay in Chicago and want to explore things less touristy.”
Taste deep-dish pizza, hot dogs, Italian beef, and Chicago architecture on a small-group walking tour of the Loop and River North.
“David was an awesome guide of the city. Chicago is an amazing town and we learned so much. The food and architecture is top-notch. We had a great time and our group was fun!”
Cruise the Chicago River for 90 minutes of architecture, city history, skyline views, and a small-boat upgrade option.
“This tour was great! Non stop information and lots to learn. Would definitely recommend. It’s a good way to see the city and know its history.”
Cruise Chicago’s river past 50 architectural landmarks with live commentary, free soft drinks, and skyline views from Lake Point Tower to Navy Pier.
“Great experience! Valerie did a great job sharing the history of Chicago. She brought the architecture to kife and was able to offer a picture into the life of these very influential people that make the Chicago skyline the tapestry it is for millions of people.”
See Chicago by climate-controlled minibus, with Loop landmarks, skyline stops, expert guides, and an optional 75-minute architecture cruise.
“It was fabulous. The tour guides were amazing and fun carefree way to learn about the city. Will do it again”
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Pick a deck, a tower or a table.
