After a few quick lessons covering how to balance and steer your kayak, you'll be able to push off from this dock near the north end of Goose Island and start exploring the Chicago River. Kayak Chicago charges an hourly rate (prorated to the quarter hour after the first hour), so you're able to stay on the water as long as you like—or you can pay a flat fee to rent a kayak for an entire day. Tours are also available and are on the lengthier side (about three hours), with guided excursions that highlight Chicago architecture or simply allow you to navigate the river at night.
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.