Hilton Head Sailing with the Harbor 20

The traditional daysailer that will always be in style.

The Hilton Head sailing scene has become a lot more exciting over the past 3 years with weekly racing out of Windmill Harbour on Wednesday nights in Calibogue Sound.

Harbor 20 Fleet #3 started in 2004 with just two Harbor 20s and now has 11 boats racing one design, with more boats on order! Racing one design means that all the boats are exactly equal. All the boats are kept in the water and all are painted with the exact same antifouling bottom paint. This keeps everyone equal and ensures a game of skill.

News and Events

Friday, May 21 Clinic with Tom Schock 9:30 AM – 11:30 AM – 2:00 PM Practice Race – 6:30 PM Cocktails
Saturday, June 12 Sail to Palmetto Bluff – Lunch at the Inn and sail back
Saturday, June 26 Fleet BBQ- at Joe and Mary Highsmith’s on the May River – Starts at 6:00 pm
Saturday, July 3 Annual 4th of July family sail – Starts at 2:00 pm
Saturday, October 23 Rally For The Cure – Low Country Oyster Roast – Free Mt Gay Rum, Beer and Wine – Starts at 6:00 PM
Every Thursday Group lessons by appointment – Private lessons available
Every Saturday Group sail at 2:30 PM