Welcome to Go Sailing Chicago
Whether you want a romantic sailboat charter for two under the stars, to sail along the Chicago skyline with friends, or learn to sail with the best instructors in the city, Go Sailing Chicago has a Chicago sailboat charter or sailing lesson for you. You can choose from a range of sailboats including cruisers, racers, and luxury sailboats in 3 Chicago locations.
Learn to sail with the best. Choose from a one time lesson, a course of 4 lessons, or sail all summer!