If you want to relax on (or near) the water, you can hop onboard a Chicago boat tour or dig into a meal at a waterfront restaurant in Chicago. But if you want to get some exercise while you admire the views from the Chicago River or Lake Michigan, you should pick up a paddle and rent a kayak in Chicago. Businesses along the river and the lakefront will send you floating throughout the city, whether you want to head out solo or join a group tour led by an experienced guide. Don't worry if you're a novice—you'll get a quick lesson and plenty of tips before you leave the dock on your rental kayak in Chicago.
Currently, every business on this list is requiring that customers reserve kayaks online, so don't expect to walk up and rent a boat for the afternoon. If you have any other questions, be sure to call ahead.