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)
518 reviews
Total reviews and rating from Viator & Tripadvisor
C9301RIsusang,Apr 16, 2026
- Review from Tripadvisor
What a fun trip! The crew was great, the views were pretty, we saw dolphins and enjoyed the perfect weather. Highly recommend!
Diana L,Apr 15, 2026
- Review from Tripadvisor
Our sailing was cancelled at 10 am for a 2 pm sailing. So too late to make other plans.The location is difficult to get to.
Paradise728787,Apr 14, 2026
- Review from Tripadvisor
Overall a very relaxing trip. The captain was great at providing an opportunity for anyone that wanted to help sail a time at the wheel. The crew were very friendly, and helpful. It was a bit of a light wind afternoon, and the boat was comfortable and relaxing. Overall solid trip, and relaxing
Destination748508,Apr 6, 2026
- Review from Tripadvisor
There were 12 of us, 3 families in total, that went on the Yacht Sail. SO MUCH FUN! We enjoyed learning about the area, the sailboat and the crew. Several in our group steered and helped with the sail, an experience for all of us! Tons of dolphin sightings and some came close to our boat...we weren't expecting that, another memorable experience for sure! This would be fun with 2 or 20 in your group! We would do it again!
morgano804,Apr 6, 2026
- Review from Tripadvisor
Amazing experience!! We went last year and had a fabulous experience, so we definitely had to go again! The captain does a great job of getting everyone involved in the sailing experience and the deck hands were super friendly as well during the excursion. Overall, I cannot recommend this visit enough as we always do this when we are in Hilton Head.
Steve E,Apr 2, 2026
- Review from Viator
Captain Peter and his mates made for a very enjoyable time. Pro tip-- sit in the back by the captain; more comfy and more stories.
Lisa W,Mar 26, 2026
- Review from Viator
It was really fun, great experience with Captain Pete and the crew. Great way to see Hilton Head Island from the water. If you never been on large sailboat, this is a must. And we saw dolphins.


Jean K,Mar 23, 2026
- Review from Tripadvisor
Captain Jack and crew were amazing. Although there were a range of ages and groups (couples, bachelorette party, retirees), the crew customized their service to your interest and needs. Highly recommend!

Lilian H,Mar 21, 2026
- Review from Viator
Captain Peter, Ian, and Ella were wonderful! We had an amazing time! The crew was knowledgeable and welcoming.
bxallen,Mar 14, 2026
- Review from Viator
Best done on a warm sunny afternoon with a good wind! Be prepared for an exciting trip when the boat heels. Captain is friendly and engaging and confident sailors can steer the boat under strict supervision. It's a worthwhile trip!
Operated by Vagabond Cruise