Hilton Head Sailing Charters & Tours
Experience Hilton Head in style with sailing charters and tours, where you can cruise the stunning coastline while enjoying the breeze and breathtaking views. Whether you're looking for a romantic sunset sail or a fun day of exploration, these tours provide a relaxing and scenic way to enjoy the waters. Sail away into the horizon and embrace the natural beauty of Hilton Head.
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Feb 19 - Feb 25
Afternoon Sail from Hilton Head Island
14 ratings
1.5 Hrs.
Join the crew of the Stars & Stripes and spend an afternoon sailing Hilton Head's coastal water. Be on the lookout for the Atlantic Bottlenose Dolphin while enjoying the sun and sights of Hilton Head. Relax and work on your tan or join in and help the crew sail. This is a kid-friendly cruise for the novice or experienced sailor, and a great trip for anyone ages 3 and up! Book yours now!
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Dolphin Sunset Sail
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2 Hrs.
End your day with a tranquil Dolphin Sunset Sail in Hilton Head, South Carolina. Let the coastal charm captivate you as you unwind aboard the 27-foot Stiletto Catamaran. Keep watch for playful dolphins and diverse wildlife as you cruise through the water. Immerse yourself in the unique salt marsh ecosystem, learning about its natural beauty and local history. Bring your favorite drinks and snacks to enjoy while witnessing the breathtaking sunset as the sky erupts in a vibrant display of colors. Book today for an unforgettable evening of relaxation, exploration, and coastal splendor.
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Dolphin Day Sail
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2 Hrs.
Enjoy a Dolphin Day Sail in Hilton Head, South Carolina! Watch out for some playful dolphins as well as diverse wildlife as you cruise through the water. Relax and immerse yourself in the unique salt marsh ecosystem, learning about its natural beauty, local history, and fascinating inhabitants. Sit back, unwind, and let the coastal charm of Hilton Head captivate you on this unforgettable sailing adventure. Book now and join in on a day filled with nature, relaxation, and maritime exploration!
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Sunset Fireworks Sail
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2.5 Hrs.
Experience the ultimate evening with a Sunset Fireworks Sail in Hilton Head, South Carolina. Enjoy a relaxing sunset sail aboard the 27’ Stiletto Catamaran, letting the coastal charm of Hilton Head mesmerize you. Keep watch for playful dolphins and diverse wildlife as you cruise through the water. Witness the stunning beauty of a Hilton Head sunset as the sky erupts in colors. Cap off the evening with an exhilarating firework show over Shelter Cove, perfectly synchronized with the twilight sky, creating a truly magical atmosphere. Don't miss this unforgettable combination of relaxation, exploration, and celebration! Book your experience today!
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