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Afternoon Sail

90 Minute Sailing Trip Aboard the "Stars & Stripes"

Quick Details

  • Equipment: Clean & Safe
  • Duration: 90 minute Hilton Head sailing trip
  • Departure: Harbour Town
  • Boat: America’s Cup 12-meter yacht "Stars & Stripes"
  • Ages: Kid-friendly experience for ages 3 to 99. Relax on deck or help the crew sail
  • Seating: Open-air sailboat experience with cushioned deck seating
  • Drinks: Beverages available for purchase including beer & wine
  • Wildlife: Keep an eye out for Atlantic bottlenose dolphins
  • Views: Hilton Head Island coastal waters and Lowcountry scenery

Per Person

Public trips limited to 20 passengers

$ 49.95

Private Sail

Up to 26 passengers

$ 1000

Go Sailing in Hilton Head Island, SC

Spend the afternoon on the water aboard the legendary “Stars & Stripes”, a real America’s Cup 12-meter yacht once skippered by Dennis Conner. This Hilton Head sailing trip departs from Harbour Town and offers a relaxing way to experience the island’s coastal waters.

Kick back on deck, enjoy the sunshine, and take in views of the Lowcountry as the crew keeps watch for Atlantic bottlenose dolphins. Guests are welcome to relax and enjoy the ride or join in and help the crew sail.

A Kid-Friendly Hilton Head Sailboat Experience

This 90-minute Hilton Head Island sailing cruise is great for families, couples, and anyone looking for a unique afternoon on the water. With coastal scenery, marine life, and the chance to sail aboard an iconic racing yacht, it’s a memorable activity for guests ages 3 to 99.

Whether you’re looking for a casual sailboat ride, a family-friendly Hilton Head boat tour, or a one-of-a-kind sailing experience from Harbour Town, the Afternoon Sail is a perfect way to enjoy the island.

Please note: The seating for this cruise is on cushions on the deck of the boat. 

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