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. We sail in Chicago from the break of dawn through the late hours of the night 7 days a week. The schedule is always right for your Chicago sailing needs and our downtown Chicago locations can’t be beat.
Go Sailing Chicago knows how to play. All private charters are BYOB.