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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.
Stars & Stripes is USCG approved to carry up to 30 passengers, but since COVID we have limited public capacity to 20 passengers.
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.
Beautiful low-country views
90-minute Sail aboard the America's Cup - 12 Meter
An opportunity to participate as a crew member
Does not include entry into the Sea Pines Resort ($9.00 cash) per vehicle fee
Does not include beverages, available for purchase throughout the sail
Harbour Town Lighthouse and Museum
Views of the Harbour Town Lighthouse and Marina where the America's Cup Stars & Stripes departs!
503 reviews
Total reviews and rating from Viator & Tripadvisor
Mary A,
Nov 2, 2025
- Review from Viator
Super fun time! Skipper and crew were so caring and wanted to make sure you had the best experience.
Peggy C,
Oct 26, 2025
- Review from Tripadvisor
The 12 meter sailing yacht adventure was awesome! The crew were very professional and in formative. We had great wind making for an exciting sail, plus we even got to see dolphins!
Susan S,
Oct 26, 2025
- Review from Viator
The captain and crew were wonderful . Sailing was a great experience and I would definitely recommend it.

amydA656PG,
Oct 24, 2025
- Review from Tripadvisor
If you are going to do one thing in Hilton Head, sail the America's Cup winning Stars & Stripes with Captain Pete! Our sail was incredible - filled with dolphins, an informative crew, and lots of laughter. Can't say enough good things about the Captain and crew who made this a delightful afternoon filled with stories of the area and information about local marine life. Definitely a bucket list item to sail, and if you're lucky enough to have the helm for a bit, this America's Cup 12m boat.
Robert A,
Oct 23, 2025
- Review from Viator
Capt Pete, Sam, and Derrick were outstanding from boarding through docking. They were professional, friendly and knowledgeable. It’s a very relaxing trip and for sailors like me, it’s an opportunity to stand in the footsteps of giants of USA Sailing. don’t miss this one.
Christopher R,
Oct 18, 2025
- Review from Tripadvisor
Took an enjoyable afternoon sail aboard the Stars and Stripes. During the sail our captain Peter gave guests the opportunity to assist with the sails and a chance to take the wheel and pilot the boat under his supervision. We opted to enjoy the relaxing sail and watch the many dolphins that we experienced during the sail. It was a great way to spend the afternoon.


Laura D,
Oct 16, 2025
- Review from Viator
Great guides and hosts. We were under sail for well over an hour! Everyone had an opportunity to help raise the sails or steer. Saw dolphins almost the entire time. And I happened to spot a man o ray jump five feet out of the water! So impressive and exciting because I’d never seen one. Super relaxing and peaceful. Great value too! Our crew included Ian, Derek and Capt Peter.



Melissa B,
Oct 16, 2025
- Review from Viator
Outstanding! The boat was amazing. We saw more dolphins than we had seen on any previous dolphin tours which was great for the kids on board. Great first mate!! He explained things well and shared his knowledge on the area. It was a really fun afternoon.
942ralphs,
Oct 14, 2025
- Review from Tripadvisor
Wonderful experience sailing around Calibogue Sound. The crew was great, the sights were very nice...it was a truly delightful experience. 90 minutes was just the right amount of time...not too short, yet not too long to get bored.
Debbie F,
Oct 14, 2025
- Review from Viator
Crew and captain were very friendly and entertaining. Definitely a great and fun experience. The only thing I would like to see changed is the seating. You sit on the deck with a thin cushion which gets uncomfortable after about 30 minutes. I would like to see thicker cushions for comfort.
Operated by Vagabond Cruise