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Welcome National Sailing Hall of Fame Members & Sailing Organizations!

The Best Bareboat or Skippered Yacht Charters & Flotilla Sailing Vacations

In the Most Beautiful Destinations in the World

Escape with Sunsail and choose a bareboat or a skippered sailing vacation in your choice of 27 stunning destinations. Experience the ultimate in social sailing and set sail with other sailors, ensuring you see all the best of the crusing area, with the freedom to explore as you want to, on a Sunsail Flotilla. Learn to sail, improve or excel at our sailing schools. Learn while on vacation in the world's most beautiful classrooms. Take advantage of kayaking and stand-up paddle board options while on one of our many monohulls or catamaran yachts.

NEW at Sunsail!

Upcoming Regattas & Events


Sunsail is proud to offer a 5%* discount of ALL Charters & Flotillas for
National Sailing Hall of Fame Members

Call 855.240.2558 For More Info

Terms & Conditions:
* Offer applies to new bookings only and can not be added retrospectively. Discount is combinable with US Sailing discount and Loyalty discount for a maximum total of 15% off charter and flotilla base rate excluding flights, transfers, YDW, fuel and cruising taxes. Discount applicable with proof of membership at NSHOF founding member yacht club, sailing school or industry partner.