Experience sailing aboard the genuine America's Cup 12-meter yacht, Stars & Stripes, once helmed by the renowned Dennis Connor. This unique opportunity is available exclusively on Hilton Head, departing from Harbour Town.
All our excursions are conducted entirely under sail. The yacht's motor is used solely for navigating in and out of Harbour Town.
✓ Take in the beautiful low-country scenery.✓ Enjoy a 90-minute sail aboard the America's Cup - 12 Meter.✓ Get a chance to serve as a crew member.✕ Entry fee for vehicles entering Sea Pines Resort.✕ Beverages, though soda, water, beer, and wine are available for purchase onboard.1 Harbour Town Lighthouse and Museum
Pass by without stopping
Enjoy views of the Harbour Town Lighthouse and Marina, the departure point for the America's Cup Stars & Stripes!
· Non-stop passage
Your mobile or paper ticket is accepted. One ticket is required per booking.
The Vagabond Cruise reservation office is situated directly behind the Harbour Town Lighthouse. If you possess your mobile ticket, you may proceed straight to the boat (Stars & Stripes America's Cup) 30 minutes prior to departure for boarding. The boat is docked on the pier in front of the Lighthouse.
The Vagabond Cruise reservation office is situated directly behind the Harbour Town Lighthouse. If you possess your mobile ticket, you may proceed straight to the boat (Stars & Stripes America's Cup) 30 minutes prior to departure for boarding. The boat is docked on the pier in front of the Lighthouse.
Kindly arrive at least 1 hour before your selected tour's departure time, as boarding commences 30 minutes prior to departure to ensure a timely departure.
This activity ends back at the meeting point.
Service animals are permitted. Public transportation options are conveniently located nearby. Participants should possess a moderate level of physical fitness. This trip does not offer infant rates; all individuals require a ticket as rates are per person. Seating for this cruise consists of cushions placed on the boat's deck. Private charters for the Stars & Stripes are available. Please contact Vagabond Cruise for further details. Arrive at least one hour before departure to allow ample time for check-in and boarding. Bring sunscreen, a hat, and sunglasses for comfort on the water. Consider purchasing beverages onboard for your enjoyment. Be prepared for a unique seating arrangement on deck cushions. Inquire about private charter options for a more personalized experience. Ensure you have your mobile or paper ticket ready for boarding. For a complete refund, please cancel your booking at least 24 hours prior to the scheduled departure time.
Product code: 69944P3
Activity offered by Vagabond Cruise via Viator.
WizardTrip Help Center Families Couples History enthusiasts Sailing aficionados Tourists seeking unique experiences Sail on a historic America's Cup yacht. Stunning low-country coastal views. Hands-on crew member experience. Unique departure from Harbour Town. 90-minute exhilarating sail. Suitable for all ages (ticket required).
Population 37,661 (2020)
Elevation 3 m
Currency United States dollar
Driving on the right
Power plugs A, B · 120 V
Emergency number 911
Capital city Washington, D.C. Average temperatures 12° Jan 13° Feb 16° Mar 19° Apr 23° May 27° Jun 28° Jul 28° Aug 26° Sept 23° Oct 18° Nov 15° Dec Sources: Wikidata; climate: NASA POWER, 2001-2025 averages.
What is the duration of the sail? + The sail lasts for 90 minutes.
Can children participate in this activity? + Yes, all ages require a ticket, and there are no specific infant rates.
What should I bring for the sail? + While not explicitly stated, comfortable clothing and sun protection are recommended for a boat trip.
Is there a fee to enter Sea Pines Resort? + Yes, a vehicle entry fee for Sea Pines Resort is not included in the tour price.
What happens if the weather is bad? + The tour will be canceled in case of inclement weather.
How early should I arrive for the tour? + You should arrive at least 1 hour prior to departure, as boarding begins 30 minutes before departure.
★★★★★ Viator review
MUST DO experience on Hilton Head Island
Brian_R, October 2026
We come to Hilton Head every year and EVERY year, we book this experience! Captain Peter and his crew are top notch, ensuring everybody has a great experience! If you’re lucky you get to see pods of dolphins playing alongside your cruise! Can’t wait to return next year!
★★★★★ Tripadvisor review
Would do again
lisadX4071VT, September 2026
Very nice trip. The captain was friendly and knowledgeable. The two mates were friendly and efficient. We were able to help with the sails and steering the boat. Lots of fun. Beautiful scenery. Also saw quite a few dolphins.
★★★★★ Viator review
Total fun
Daniel_R, September 2026
The whole experience was so much fun. Sailing in the bay, getting to help with steering & setting & adjusting sails, meeting new people & conversing onboard with them & Capt Pat & the crew, couldn’t have been better
★★★★★ Tripadvisor review
Smooth sailing
teresatA104HG, September 2026
A very smooth trip and the crew were very friendly and knowledgeable
★★★★★ Viator review
Great experience!
Catherine_H, September 2026
We had a wonderful time. The Captains and Sam were a pleasure to be around. They told us about the history of Hilton Head and Dafauskie Island.
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