Available languages
1 hour 30 minutes
Mobile ticket
Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, Stars & Stripes once skippered by the famous Dennis Connor. All trips take place under full sail. We only use our motor to get in and out of Harbour Town.
Service animals allowed
Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Harbour Town Lighthouse and Museum
Views of the Harbour Town Lighthouse and Marina where the America's Cup Stars & Stripes departs!
Beautiful low-country views
90-minute Sail aboard the America's Cup - 12 Meter
An opportunity to participate as a crew member
Sea Pines Resort vehicle entry fee
Beverages (soda, water, beer, and wine can be purchased on board)
529 reviews
Total reviews and rating from Viator & Tripadvisor
F4885UFlynh,May 9, 2026
- Review from Tripadvisor
Great sailing experience! Captain was very engaging and involved those interested in helping with the sailing.
V7043OGjackiel,May 6, 2026
- Review from Tripadvisor
We had the most perfect trip. My husband has always been wanting to sail, I was worried I’d get sea sick, but never even came close to that. We had beautiful weather and such an incredible ride. We even saw a few dolphins! The crew was super nice and knowledgeable. This was the perfect check mark for my husband’s bucket list item.
Peggy S,May 6, 2026
- Review from Viator
A fun way to see the island from the water. The crew was friendly and knowledgable. Would highly recommend this adventure!
I5150JCtimk,May 1, 2026
- Review from Tripadvisor
A great trip. We had fun. Crew was professional and well trained!
owenf395,Apr 29, 2026
- Review from Tripadvisor
This fulfilled a major “bucket list” experience on all counts. Captain Peter and crew made the sail fun and the chance to actually participate as a working crew member significantly increased the whole experience.


Chester B,Apr 29, 2026
- Review from Viator
Captain and Crew were amazing and Very knowledgeable, a very enjoyable time however the cushions were not very comfortable!

789bobl,Apr 28, 2026
- Review from Tripadvisor
Great Value, Service and personal attention of the Captain. My Friends who never sailed -- loved it. ... & beer was available :-)
Erin W,Apr 23, 2026
- Review from Viator
So much fun! Worth it. Would definitely go again. Drinks are for purchase on the boat. Beer, bubbles, soda, etc
Sandra L,Apr 23, 2026
- Review from Viator
A great sail between Hilton Head and Daufuskie islands. The crew did a great job! It was an exciting sail especially as we did our come about several times. Most guests are seated on cushions on deck during the sail. A few seats for those with mobility impairments. Arrive early and stay nearby if special seating is needed.
Rebecca L,Apr 22, 2026
- Review from Tripadvisor
We spent a wonderful afternoon on the Stars & Stripes sailboat. Captain Peter and crewmates Sam and Ian made us feel safe and made sure we had a great tim


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