Fairwind Sail Charters

personal service, and the best rates anywhere have made Fairwind Sail Charters’ Sailing Yacht Lease Share Program the choice of Chicagoland sailors for over three decades. Fairwind's legendary “Dragon Fleet” features Beneteau yachts with walk-on slip access, ample parking, and the safest, most convenient location in Chicago sailing. With Fairwind Sail Charters you sail a meticulously maintained and outfitted yacht all season long for a fraction of what it costs to rent or own. One of Chicago's most respected sailing schools, Fairwind Sail Charters offers award winning American Sailing Association certified sailing instruction from Basic Keelboat and Basic Coastal Cruising through Bareboat Charter and Advanced Coastal Navigation. From novice to old salt, Fairwind Sail Charters is dedicated to providing you the best sailing instruction possible to ensure a lifetime of safe and happy sailing. When you just want to kick back and enjoy one of the world’s most spectacular sailing venues, including Chicago’s special summer events like fireworks or the Air and Water Show, Fairwind Sail Charters offers private sailing charters with experienced Master Captains at the helm. And for a corporate outing or team building experience you will never forget, make Fairwind Sail Charters your home port!