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Hilton Head Island Sailing trips & boat tours

Our most recommended Hilton Head Island Sailing trips & boat tours

Hilton Head Island: America’s Cup Sailing Yacht Cruise

1. Hilton Head Island: America’s Cup Sailing Yacht Cruise

Step aboard a former America’s Cup sailing yacht for an afternoon cruise. Discover what it takes to sail a racing yacht as you help the crew, or simply sit back and enjoy the ride. See the sights of the Calibogue Sound and learn about the history of these waters. Have your camera ready as you keep an eye out for dolphins. Drinks and merchandise are available for purchase on board.

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What people are saying about Hilton Head Island

The trip was informative and relaxing. The Captain was amazing and gave us a history lesson on the area. Dolphins were swimming close by. Some of our group took the helm and assisted with raising the sails. A must during your stay in Hilton Head!

A fun and informative afternoon of sailing! The Captain was quite experienced and knowledgeable. I especially liked the fact that he gave everyone who was interested a chance to participate. A memorable experience!

Absolutely incredible sailing trip with captain Peter and his staff. This is a beyond worthy experience!! A must do!! The Grants.

Very enjoyable. The staff was professional and courteous. A unique and exciting experience.

Every one was so friendly and answered any questions we had.