The Best 10 Tour in Chicago, IL

Ranked by rating across 4,200 customer reviews. Updated November 2026.

  1. First Lady Architecture Cruise

    1. First Lady Architecture Cruise

    4.8 (4200 reviews)

    The official Chicago Architecture Center river cruise, run by trained docents. About 90 minutes covering the history behind the skyline. Good one to do early in a trip so the rest of the city makes more sense.