America's Cup Yacht Sail: Unique Hilton Head Experience

Exclusively in Harbour Town, located on Hilton Head, you have the opportunity to sail on the authentic America’s Cup 12-meter vessel, Stars & Stripes, previously commanded by renowned Dennis Connor. All voyages occur entirely under sail, with the engine only being used for departure and arrival in Harbour Town.

Duration: 1 hour, 30 minutes
Cancellation: 24 hours
Highlights
  • Harbour Town Lighthouse and Museum - Views of the Harbour Town Lighthouse and Marina where the America’s Cup Stars & Stripes departs!
What's Included
  • Beautiful low-country views
  • 90-minute Sail aboard the America’s Cup - 12 Meter
  • An opportunity to participate as a crew member
What's Not Included
  • Sea Pines Resort vehicle entry fee
  • Beverages (soda, water, beer, and wine can be purchased on board)
Additional Information
  • We don’t offer any infant rates for this trip as the tickets are a per person rate. All ages will need a ticket.
  • The seating for this cruise is on cushions on the deck of the boat.
  • Private charters are available for Stars & Stripes. Please contact Vagabond Cruise if you are interested to learn more about this option.
Location
149 Lighthouse Rd
Lighthouse Road
The Vagabond Cruise reservation office is located just behind the Harbour Town Lighthouse. If you have your mobile ticket you are able to go directly to the boat (Stars & Stripes America's Cup) 30-minutes before departure to board which is located on the pier in front of the Lighthouse.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.6
(566 Ratings)
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1 star
Michael_f
Aug 28, 2026
Sailing the Sound - The feeling of gliding across the water is so relaxing and peaceful that we do this activity every year we visit (6 times so far). Every sailing is a little different but the crew makes each time a unique memory.
Review provided by Viator
John_t
Aug 18, 2026
Great change of pace! - We had a fantastic day on the ocean with the entire crew. We have been coming to Hilario Head for years and this one of the best times on the water we have had. Highly recommend for a different way to experience the water.
Review provided by Viator
Jack_p
Aug 17, 2026
Sailing - Very enjoyable . Captain Peter was wonderful. His crew very accommodating. Perfect for senior citizens. Very relaxing and friendly.
Review provided by Viator
Jennifer_b
Aug 8, 2026
Wonderful, relaxing... - Wonderful, relaxing experience! Captain Pete and his crew made my first experience on a sailboat a delight! Would highly recommend!
Review provided by Viator
Maryelizabeth_w
Aug 6, 2026
Great excursion I would do it again - Great trip, and we were able to help pilot the boat! Captain and crew were friendly and helpful shout out to Maddie and Sam
Review provided by Viator
Michael_p
Jul 29, 2026
It was outstanding. The... - It was outstanding. The crew was very friendly, and the captain was also great. Would highly recommend this to anybody that would like to experience sailing.
Review provided by Viator
Deborah_r
Jul 27, 2026
We had a wonderful time... - We had a wonderful time on the water. The staff and captain were very personable and friendly. We were on the yacht with a large family and another couple but didn’t feel crowded at all. It was truly a very enjoyable experience.
Review provided by Viator
Virginia_r
Aug 15, 2026
Relaxing ride - We enjoyed the experience, got a kick out of the captain. Not a fun of the minimum character limit, I almost didn’t leave a review.
Review provided by Viator
David_b
Jul 28, 2026
Captain Pete was... - Captain Pete was knowledgeable, expert, and enjoyable to talk with. Those of us seated at the front of the boat were sitting on uncomfortable cushions/flotation devices on the deck. Passengers at the front were largely ignored by the crew except a couple checks to see if there was interest in a cold beverage. It would have been nice for crew to engage a bit more, giving a bit more history about the boat, and point out points of interest during the sail. It's an affordable outing, reasonably priced. Sailors or boaters will enjoy it. Sitting in the back near the Captain is a more comfortable and enjoyable experience than the front deck.
Review provided by Viator
Sunshine01034750735
Aug 11, 2026
It was canceled untimely - They canceled on us the hour before because they did not full up the activity with other people.
Review provided by Tripadvisor
From $55
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).