Since 1986, Chicago Sailing has provided certified sailing lessons, sailboat rentals, professional sailing charters, and social sailing opportunities to sailors of all skill levels. Sailing is more than just sport, it's a way of life. Sailing opens up a whole new world for you, your friends, and family. Our mission is to make sailing universally fun, safe, and achievable. We firmly believe that sailing is more than just a sport or hobby; it is a way of life and an opening to a bigger world. We intend to share our passion for this lifestyle and support your lifetime of adventure. Whatever your sailing interest, we have a program for you.