
America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.6/5
Based on 566 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head worth booking?
America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head is a 1.5-hour experience in Hilton Head Island, United States, from $55 per person. It scores 77 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.6/5 rating across 566 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 77 / 100
- Rating
- 4.6/5 (566)
- Duration
- 1.5 hours
- From
- $55 per person
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 t
What you get
About this experience
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.
What's included
Included
- Beautiful low-country views
- 90-minute Sail aboard the America's Cup - 12 Meter
- An opportunity to participate as a crew member
Not included
- Sea Pines Resort vehicle entry fee
- Beverages (soda, water, beer, and wine can be purchased on board)
What you'll see and do
Harbour Town Lighthouse and Museum
Views of the Harbour Town Lighthouse and Marina where the America's Cup Stars & Stripes departs!
Pass by without stopping
Where it starts and ends
Meeting point
Hilton Head Island
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.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
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.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Vagabond Cruise
Know before you go
- 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.
Photos






What travelers are saying
Outty’s summary of the themes that recur across 564 traveler reviews. Written by us, not quoted from reviewers.
Pace and timing
2 mentionsSeveral reviewers comment on how the schedule is paced.
Traveler reviews
564 verified traveler reviews for America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head. Ratings and reviews provided by Viator and Tripadvisor.
Sailing the Sound
The feeling of gliding across the water is so relaxing and peaceful that we do this activity every year we visit (6 times so far). Every sailing is a little different but the crew makes each time a unique memory.
via Viator
Great change of pace!
We had a fantastic day on the ocean with the entire crew. We have been coming to Hilario Head for years and this one of the best times on the water we have had. Highly recommend for a different way to experience the water.
via Viator
Sailing
Very enjoyable . Captain Peter was wonderful. His crew very accommodating. Perfect for senior citizens. Very relaxing and friendly.
via Viator
Relaxing ride
We enjoyed the experience, got a kick out of the captain. Not a fun of the minimum character limit, I almost didn’t leave a review.
via Viator
It was canceled untimely
They canceled on us the hour before because they did not full up the activity with other people.
via Tripadvisor
Good to know
- Duration
- 1.5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 198
- Verdict
- Strongly Recommended
Why this scores 77
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Hilton Head Island.
How much does America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head cost?
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Prices start at $55 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Hilton Head Island usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head take?
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Plan for about 1.5 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Hilton Head Island is not rushed.
Is America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head worth it?
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It holds an Outty Ranking of 77 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.6/5 across 566 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Hilton Head Island, and how flexible the cancellation terms are.
Can I cancel or reschedule America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 1.5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head?
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Around 198 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Hilton Head Island can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Hilton Head Island and add a light layer if any part of the 1.5-hour experience runs outdoors or after sunset.
Where does America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Hilton Head Island within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Hilton Head Island?
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Hilton Head sells dolphin and sunset cruises out of Broad Creek, kayak and boat trips through Lowcountry salt marsh, bike rentals for the island trail network and shrimping demonstrations. On Outty we rank every Hilton Head Island experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include 2-Hour Hilton Head Guided Kayak Nature Tour, Hilton Head Island Dolphin Boat Cruise, Daufuskie Island Guided History Tour from Hilton Head. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Hilton Head Island?
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March to May and September to November, warm without peak summer crowds. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Hilton Head Island?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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