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Sunset Sail
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Sunset Sail

4.6(5 reviews)
2 hour(s)
english
Hilton Head Island, United States

Free cancellation

Up to 24 hours

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Authentic sail aboard the legendary Stars and Stripes

Stunning sunset views over the water and marshlands

Option to help sail or relax and enjoy the scenery

Peaceful and romantic setting perfect for all guests

Price start from

$ 69.95

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Sunset Sail Aboard Stars and Stripes Showcases Hilton Head’s Coastal Beauty


A signature sunset sailing experience on Hilton Head Island is offering guests the chance to board the legendary *Stars and Stripes*, an authentic America’s Cup yacht once helmed by renowned skipper Dennis Conner. The evening voyage carries passengers across calm Lowcountry waters as the sky begins to shift into vivid tones over Daufuskie Island and the surrounding marshlands.


As the vessel glides through the water, guests are given the option to take part in the sailing experience or simply relax on deck. The combination of open sea breeze, golden light, and sweeping coastal views creates a tranquil atmosphere that highlights the natural beauty of the region while also offering a touch of maritime history.


The sunset sail is designed to accommodate a wide range of visitors, making it a popular choice for couples, families, and those seeking a peaceful evening on the water. The yacht’s spacious deck provides ample room for viewing the horizon, while its storied design adds a sense of adventure and tradition to the journey.


Beverages, including beer, wine, and non-alcoholic options, are available for purchase onboard, enhancing the relaxed social setting. As the sun dips below the Lowcountry horizon, the cruise delivers a memorable visual finale, offering one of the most striking vantage points for experiencing Hilton Head’s coastal sunset.

What's Included
  • Beverages available for purchase
  • Chance to see the dolphins at play
  • Get a breathtaking view of a Carolina sunset
What's Not Included
  • Gratuities

Comfortable shoes

Weather appropriate clothing

Sun protection recommended: hat, sunglasses, and sunscreen

Snacks

Camera

  • Travelers with Limited mobility impairments
  • Travelers prone to seasickness
  • Kids under 3 Years
  • Families with children
  • Adventure seekers
  • Couples
  • Seniors and mature travelers
  • Groups of friends
  • Photography lovers
  • Wine lovers

Children must be accompanied by an adult

Participants must be at least 3 years old

Wheelchair not accessible

Public transportation nearby

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Activity Provider: Vagabond Cruise

Customer Reviews

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Day In a City

Explore More Sunset Sail

Discover the wonders of Hilton Head Island, United States with this unforgettable experience. Experience a breathtaking Hilton Head Island sunset aboard the famed Stars and Stripes, the authentic America’s Cup vessel once guided by legendary skipper Dennis Connor. As the sky transforms into brilliant shades over Daufuskie Island and the surrounding marshes, you will enjoy a peaceful and inspiring journey on this remarkable yacht. Guests may join the crew to help sail the boat or simply settle into a comfortable spot on deck, letting the warm breeze and golden light create the perfect evening atmosphere. Highlights of your tour include: Authentic sail aboard the legendary Stars and StripesStunning sunset views over the water and marshlandsOption to help sail or relax and enjoy the sceneryPeaceful and romantic setting perfect for all guests. Experience a breathtaking Hilton Head Island sunset aboard the famed Stars and Stripes, the authentic America’s Cup vessel once guided by legendary skipper Dennis Connor. As the sky transforms into brilliant shades over Daufuskie Island and the surrounding marshes, you will enjoy a peaceful and insp. This tour includes: Beverages available for purchaseChance to see the dolphins at playGet a breathtaking view of a Carolina sunset. Experience a breathtaking Hilton Head Island sunset aboard the famed Stars and Stripes, the authentic America’s Cup vessel once guided by legendary skipper Dennis Connor. As the sky transforms into brilliant shades over Daufuskie Island and the surrounding marshes, you will enjoy a peaceful and inspiring journey on this remarkable yacht. Guests may join the crew to help sail the...