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Bike and Roll Chicago offers several locations to rent bicycles or Segways to explore the city. They provide five different tour options, such as The Amazing Lakefront, Friendly Neighbors, Chicago River & Parks, The Presidential Tour, and Bikes @ Nite, so you can pick the one that best suits your interests. Join one of their award-winning bike tours and see all the top attractions in Chicago. Glide along the stunning lakefront on a Segway. Please wear appropriate walking shoes as you embark on a magical adventure through downtown Chicago, lit with beautiful illuminations.

Kayak Chicago is the top-rated full-service watersport outfitter in Chicago. They provide kayaks, paddleboards, and electric boats for those who want to experience the water uniquely. You can go on a guided tour or explore the city's iconic architecture at your own pace with a single or double kayak rental. For those who want to relax and enjoy stunning skyline views, North Ave. beach is the perfect spot to take a leisurely float. Alternatively, you can visit Montrose Beach, one of Chicago's best-kept secrets, and try paddleboarding. The team at Kayak Chicago is committed to your safety and ensuring you have the best possible experience on the water. Their experienced guides and staff help you have a memorable paddling adventure. Whether you're discovering a new passion for paddling, learning fascinating facts about the city's history and architecture, or picking up new skills to take with you on future adventures, they are there to help. No matter your experience level, they will ensure you learn and grow as a paddler. Remember to bring sunblock, sunglasses, and a hat to protect yourself from the sun. Stay hydrated and energized with plenty of water and snacks.