Chicago, United States

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.

Ancient Mayan artifacts in a museum exhibit, ideal for history buffs.

Top things to do

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Chicago Riverwalk with 'Chicago's First Lady' tour boat passing by Marina City.

First Lady Cruises Chicagofrom $28

Chicago Architecture Center facade with city reflections and pedestrians.

Chicago Architecture Centerfrom $15

Top experiences in Chicago

What our guests say

Stacy S

United States

Group

4 days ago

+2 more

Beautiful day on the Chicago River, the volunteer docent Bob was great and explained things in a way that was easy to understand so we actually learned a little bit more about architecture today. Clean bathrooms, comfy chairs that tilted back which really did help since you're looking up most of the time!

Official Chicago Architecture Cruise by First Lady

Ruhi J

Canada

Couple

Aug 2026

The 45-minute Lake Michigan sunset cruise was amazing!! The views of the Chicago skyline at sunset were beautiful, and the whole cruise was very relaxing and enjoyable. Shoreline organized everything really well, and the staff were friendly and welcoming. Definitely a great way to experience Chicago from the water!

Lake Michigan Cruise

Avishay G

United States

Group

Aug 2026

The cruise was phenomenal. The sites themselves were well chosen for a shorter tour (I did one of the full length ones before) and the guide was knowledgeable, passionate and amusing. Not to mention that it was incredibly affordable. Even my skeptical friend who I dragged along for the experience had a blast. . I highly recommend this tour!

Chicago River Architecture Cruise

Michael G

United States

Couple

Yesterday

R. J. Was a fantastic guide! He imparted stories telling about the heart and soul of Chicago as we cruised around the river and lake.

Chicago River & Lake Sightseeing Cruise by First Lady

Randell M

Couple

Sep 2026

My wife and I did this cruise for our anniversary. It was romantic to see the city lit up from the river. To top it off we got alot of really cool spooky history that brought the whole experience together. The tour guide was knowledgeable and friendly. Ended the night by seeing the fireworks going off at navy piere. Sound system was clear. We 100 percent woukd do this again just for the breathtaking sites of the city at night.

Chicago Haunted River "Creepy Cruise" by First Lady