Urban Kayak Tours: Chicago River & Lakefront Adventure

Urban Kayaks offers a refreshing way to experience Chicago—from the water. Founded by two local brothers and their friend, the company invites guests to paddle through the heart of the Windy City, either on the Chicago River or along the Lake Michigan shoreline. With scenic views of Navy Pier, downtown skyscrapers, and Monroe Harbor, each route provides a unique perspective of the city.
At the Riverwalk location, guests can enjoy guided tours like the Historic Chicago Tour, Sunset Tour, and Twilight Paddle. All tours include training, life jackets, paddles, and knowledgeable guides who share stories about Chicago’s history and architecture. For those seeking more freedom, the Lakefront rental location at Monroe Harbor offers kayaks and paddleboards with hourly rentals for self-paced fun.