America's Cup Yacht Sail: Unique Hilton Head Experience
374 Ratings
Hilton Head Island

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: 1 day learn more
  • 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
  • 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
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.
  • 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.
149 Lighthouse Rd
Lighthouse Road
Stars & Stripes is located in Harbour Town Yacht Basin just below the lighthouse. Check-in for this sail will be at the Vagabond Cruise reservation office just to the left of the Harbour Town Lighthouse.
Cancellation Policy

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

Customer Ratings
(374 Ratings)
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1 star
Mar 21, 2024
It was a lot of fun and very informative from the crew. - I volunteered to assist the crew, and was permitted to steer the boat! The weather was great with just the right amount of wind.
Review provided by Tripadvisor
Mar 20, 2024
The crew was very... - The crew was very friendly and the captain let us help crew the boat. Being a winning America's Cup yacht we felt like we were experiencing history.
Review provided by Viator
Mar 19, 2024
I recommend! - Wonderful evening sail and crew. I booked this cruise for my family and friends of 5, it was a wonderful group activity!
Review provided by Viator
Mar 9, 2024
Great ride!! - Great winds provided for a great sail with reefed main. Super friendly captain with a pretty green crew who appeared eager to learn. To be out to sea on Stars and Stripes was a most excellent adventure!
Review provided by Tripadvisor
Jan 2, 2024
Great afternoon sail off Hilton Head - Great sail and views where several of our party who asked to help were able to help steer or raise sails-- really fun. Crew were helpful and friendly and shared lots of their knowledge about the islands, wildlife and scenery. Would definitely recommend!
Review provided by Tripadvisor
Nov 24, 2023
Beautiful day for sailing - We had a fantastic time on this lovely cruise. The day was perfect and the crew was great. The captain and his 2 crew members were very friendly and so accommodating. We had my 74 year old mother with us and they made sure to give her seating that accommodated her hip and knee arthritis. They also took a lot of pictures for us and let my daughter help out with the sails. We even got to see some dolphins up close. It was a really nice time. I highly recommend.
Review provided by Tripadvisor
Nov 6, 2023
Perfect afternoon - The perfect afternoon on a sailboat with a super friendly and relaxed crew. Lot of interesting local history and folklore. We were accompanied by four dolphins that periodically would play around our boat for most of the 90 plus minute sail. Could not have asked for a better experience.
Review provided by Tripadvisor
Oct 31, 2023
Sit back and enjoy - Great relaxing sail. You can help if you want to, or sit back an enjoy the view. Saw quite a few dolphins. Would recommend!
Review provided by Tripadvisor
Mar 27, 2024
Afternoon Sail - Captain Peter was amazing! So much history & the boat ride on such a historical sailboat was great! Would recommend to everyone visiting Hilton Head!
Review provided by Viator
Mar 21, 2024
Great cruise despite being rescheduled by Vagabond - Our initial cruise that we’d scheduled about 4 weeks in advance was rescheduled without explanation on the day before the cruise. We were rescheduled for an earlier cruise which was difficult for us to make in time due to a prior commitment, but we made it with a few minutes to spare. The cruise itself was great. The crew was knowledgeable and friendly. The views were amazing.
Review provided by Tripadvisor
Select Date and Tickets
up to 15 guests
1 Adult
May 2024