Chicago for history geeks
Immerse yourself in Chicago’s heritage with our selection of historical experiences and guided tours. Perfect for all you history enthusiasts.

Top things to do
Slide 1 of 2
Top experiences in Chicago
Slide 1 of 1, Cruise boat on Chicago River passing under Clark Street Bridge.

Slide 1 of 1, Chicago River cruise boat with city skyline in the background.

Free cancellation
Slide 1 of 1, Tour boat on Chicago River with city skyline in background.

Slide 1 of 1, Crowd on Chicago Haunted River "Creepy Cruise" by First Lady under moonlit skyline.

Free cancellation
Slide 1 of 1, Tour boat on Chicago River with city skyscrapers in the background.

Free cancellation
Slide 1 of 1, Guided group walking under Calder's Flamingo sculpture in Chicago.

Free cancellation
Slide 1 of 1, Skyscrapers at 111 E. Wacker Dr. in Chicago with clear blue sky.

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

What our guests say
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Jacinda H
United StatesCouple
5/5
The Chicago Architecture Cruise by First Lady was fascinating. Our docent was so knowledgeable about the history, engineering feats, and even some political reasons why and how these amazing skyscrapers were built. The "fun facts" were so intriguing. It is definitely worth your time. P.S. if you go on a sunny day, don't forget your sunscreen.....however if you do forget, they have some on-board to purchase!😉
Official Chicago Architecture Cruise by First Lady
C
Cristina K
United StatesCouple
5/5
+1 more
It was a great easy ride around the city thanks to the captain. We liked how you timed the cruise so people could see the sunset just in time. Boarding was easy. The guide was informative but not intrusive in letting people enjoy the view to the nice music. It was a very pleasant experience and I will recommend to anyone I know who is visiting Chicago. It was truly the highlight of my visit.
Lake Michigan Cruise
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Lydia U
United StatesCouple
5/5
This tour covered a lot more buildings than I though it would, it felt as though the guide had something to say about nearly every building we passed. For 45 minutes, the guide, who did speak pretty quickly, was able to fit in so much information! I also appreciate the sense of humor with which the tour was given; this and other factors made it so that you didn't at any point feel like you were being lectured at and want to zone out. I was engaged the whole time. One of the best parts was heading closer to the mouth of the river and being shown such a scenic view of the city, this was beautiful! Though I would consider doing a longer cruise because I would have loved to learn more, this is very worthwhile in and of itself and especially if you only have (exactly) 45 minutes.
Chicago River Architecture Cruise
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Jeannie M
Couple
5/5
Evening cruise was wonderful. Sunset and no wind. We were able to go on the lake with no choppy waves. Professional crew. Matthew gave an informative narrative.
Chicago River & Lake Sightseeing Cruise by First Lady
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Elicia N
United StatesSolo
5/5
Andy was amazing! Went on the creepy nighttime boat tour focused on Chicago crimes. His stories and personality are perfect and loved the cheesy bits he added in! Would highly recommend this tour to others! Still talking about his stories the next day. Also appreciated him addressing the people loudly talking and laughing right in front of him while he was story telling.
Chicago Haunted River "Creepy Cruise" by First Lady
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