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America's Cup Yacht Sail: Unique Hilton Head Experience
4.6
513 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.
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!
- 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
- 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)
- 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.
- 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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.6
(513 Ratings)
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Bxallen
Mar 14, 2026
Worthwhile sail! - 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!
Review provided by Viator
Molly_s
Mar 14, 2026
We had a wonderful time!... - We had a wonderful time! Sam, Ella, and Peter were great and very knowledgeable. They did a great job including my 7 and 9 year olds in some of the tasks. We all had a great time!
Review provided by Viator
Goplaces39596479873
Mar 12, 2026
Best Cruise Ever. Highly Recommend - Highly Recommended
Best Cruise we had ever experienced. We chose the 2hr sunset sailing cruise. Best decision we could have made. We had great weather with solid wind. Great sailing experience with an awesome sunset.
The Captain was great along with the crew.
Review provided by Tripadvisor
Janet_n
Mar 11, 2026
Relaxing time on Caliboque Sound! - This was a fun & relaxing excursion on the Stars & Stripes sailboat! The weather was nice and the crew was very friendly. One word of warning, though. There is not much real space to move around once you find a spot to sit on your cushion.
Review provided by Viator
Mary_a
Nov 2, 2025
Super fun time! Skipper... - Super fun time! Skipper and crew were so caring and wanted to make sure you had the best experience.
Review provided by Viator
Peggy
Oct 26, 2025
Sailing Yacht Trip - 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!
Review provided by Tripadvisor
Susan_s
Oct 26, 2025
Great experience - The captain and crew were wonderful . Sailing was a great experience and I would definitely recommend it.
Review provided by Viator
Amyda656pg
Oct 24, 2025
Don't hesitate - do this! The Bucket List Item I Never Knew I Had - 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.
Review provided by Tripadvisor
M7090nirichardb
Jan 18, 2026
Great sailing opportunity - Great experience. Everyone who wanted to got a chance to help with sailing the yacht. The wind dropped off significantly for a short time but came back and we had a great sail.
Review provided by Tripadvisor
John_d
Nov 15, 2025
Disappointed! - trip was cancelled TWICE! Original date was 11/10 and second cancellation was 11/14. Alternate dolphin cruise offered and declined. Yacht won't sail without a minimum number of paying guests signing on.
Review provided by Viator
