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.
Go Sailing Chicago knows how to play. All private charters are BYOB.
All September Charters 10% off!
Book by September 1. Use promo code 10OFF.