I know, I know—everyone says take an architecture boat tour. But here’s the thing: they’re right. Even locals do this on sunny Saturdays because the guides are hilarious and the buildings actually look like they’re showing off.
If you’re on a budget, grab a drink from a nearby café and sit on the riverwalk stairs. Watch the boats go by, and you’ll hear a dozen languages in ten minutes.
One evening I saw a guy propose on a rented kayak. The ring box fell in the water. The bride-to-be laughed so hard she almost tipped over. That’s Chicago romance.
38 Best Free Things To Do in Chicago