Private Sailing Yacht Charters on the Chicago Lakefront

 Windy City Sailing provides World-Class recreational, romantic and educational experiences to individuals and small groups. Experience the thrill of sailing, with United States Coast Guard certified captains on our custom sailing yachts. Our professionally maintained sailing yachts range from 39' to 42'.
 

~Windy City Sailing Provides the Following Services~

Private Sailboat Charters for 1-6 Passengers

Bed and Breakfast on Luxury Sailing Yachts

Private Navy Pier Firework Charters

Concerts at Northerly Island Pavilion / Charter One Pavilion

Special Events on Chicago's Lakefront

July 3rd & 4th Fireworks - Chicago Air & Water Show - Venetian night

Celebrations and Once-in-a-Lifetime Events

Gift Certificates for All Events

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