If you only do one thing when you're in Chicago for the first time, sign up for See It All Chicago Tours of the city, with the optional architecture river cruise. It's the perfect introduction to how the city is laid out, as well as to some of the most stunning architecture you will see in the US. We were Chicago in August, which I was not looking forward to because of its reputed heat and humidity. Our mini-bus tour was blessed relief, since the van was air-conditioned and designed for a small group of people.
Our land tour was ably conducted by a well-informed driver/guide, who delighted in giving us the historical perspective of Chicago's creation and growth; there were a number of stops for the photographers in the crowd. The river tour was led by Jim, who bowled me over with his insights into the nature of Chicago's architecture and how it relates and interacts with itself. With the optional river tour, your day will be pretty much filled to the brim.More