Top experiences in Chicago
10 experiences
Free cancellation
Slide 1 of 1, Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.

Free cancellation
Slide 1 of 1, Chicago River cruise boat passing under a bridge with city skyline.

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Slide 1 of 1, Guests dining on Odyssey Lake Michigan Dinner Cruise at sunset.

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Slide 1 of 1, Tour boat on Chicago River with city skyline and bridge in background.

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Slide 1 of 1, Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.

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Slide 1 of 1, Moored tour boats on the Chicago River at sunrise with city skyline.

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Slide 1 of 1, Cruise boat on Lake Michigan with Chicago skyline at sunset.

Free cancellation
Slide 1 of 1, Cruise boat on Lake Michigan with Chicago skyline in the background.

Free cancellation
Slide 1 of 1, Tour boat near Chicago's Navy Pier on a sunny day during the Chicago Skyline Lake Tour.

Slide 1 of 1, Chicago Theatre marquee lit up at night with nearby subway entrance.

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What our guests say
T
Tiffany J
United StatesFamily
5/5
My experience on the Chicago River Cruise was nothing short of AMAZING!! I learned a lot from the presenter, he was very knowledgeable about the information he provided and spoke very fluently. The people on board were very friendly, the workers were very professional and polite. It was very clean, the ride was very smooth. I rate this experience two thumbs up and 100 stars.
90-min Chicago River Architecture Cruise by Wendella
H
Hetav S
CanadaGroup
5/5
+3 more
It was a wonderful experience. It was our first time in Chicago and we heard that boat tour is one of the best experiences and must try in Chicago. So we are glad we did it. The guide was very nice and explained everything nicely. The services provided on deck were good as well. Overall great experience.
90-min Chicago River Architecture Cruise by Wendella
D
Denise B
United StatesCouple
5/5
+6 more
My 45‑minute Wendella architecture cruise turned out to be one of the best things I did in Chicago. From the moment the boat pulled away from the dock, I felt like I was seeing the city from a completely new angle. The river-level views made familiar buildings look monumental, and the guide’s storytelling brought the skyline to life with history, humor, and details I’d never noticed before. Even though the tour was short, the pace felt perfect—fast enough to stay engaging but never rushed. By the time we returned, I had a deeper appreciation for Chicago’s architecture and a camera full of riverfront shots. I genuinely would recommend this very affordable tour to anyone visiting the city or even locals who want to see Chicago from a fresh perspective.
45-min Chicago River Architecture Cruise by Wendella
D
Diamond C
United StatesSolo
5/5
Alex was phenomenal and 6:30 was the perfect time! I thoroughly enjoyed knowing the history behind some of the buildings. They looked even more beautiful on the water.
45-min Chicago River Architecture Cruise by Wendella
A
Andrea J
United StatesCouple
5/5
+3 more
I really enjoyed this tour. I can't speak on the day time cruise but the night cruise was EVERYTHING. Seeing the darkness fall over the water and the beautiful lighting on the buildings is the only way I wanna see it.
75-Minute Chicago River Architecture Cruise by Shoreline
A
Andres A
ColombiaGroup
5/5
The tour guide gave an excellent explanation, covering history, architecture, culture, and other insights and tips for exploring the city. A very enjoyable river cruise—highly recommended.
75-Minute Chicago River Architecture Cruise by Shoreline
B
Beth J
United StatesCouple
5/5
+6 more
Our server Noa was with wonderful. And his helper Persia was a gem. We love the food, dessert, and DJ. The DJ got everyone on the dance floor and it was an exciting and exceptional that we want to do again already. We highly highly recommend booking a cruise. So worth it! The views and crew were amazing!
Odyssey Lake Michigan Dinner Cruise
K
Karla J
United StatesGroup
5/5
+4 more
This is my first time to Chicago, and I had the best time. The staff on the cruise was so nice, Deena, Bri, and Peter really made us feel so welcomed.
The music, food and the view was great! We plan to do this again the next time we visit Chicago. Thanks so much for a wonderful experience.
Odyssey Lake Michigan Dinner Cruise
