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America's Cup Afternoon Sail from Hilton Head provided by Vagabond Cruise

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America's Cup Afternoon Sail from Hilton Head

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2 adults
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Surround yourself in the Atlantic breeze and ocean spray aboard the Stars & Stripes, the America's Cup winning sailboat, on a small-group tour. Apart from leaving and returning to the harbor, the majestic 12-meter boat operates solely on wind power. Assist the crew as they raise the mainsail and help out with any other tasks you like. Or simply relax and enjoy the ride with a drink in hand (available for purchase).
  • Add some excitement to your Hilton Head vacation
  • Help the crew with basic sailing tasks, if you like
  • Ride a sailing boat that was skippered Dennis Connor
  • Enjoy exceptional views of the Intracoastal Waterway
Important Information
Departure Point
149 Lighthouse Rd, Hilton Head Island, SC 29928, USA
1h 30m
Return Details
Returns to original departure point
  • 90-minute Sail aboard the America's Cup - 12 Meter
  • An opportunity to participate as a crew member
  • Beautiful low-country views
  • Entry/Admission - Vagabond Cruise
  • Does not include entry into the Sea Pines Resort ($8.00) per vehicle fee
  • Does not include beverages, available for purchase throughout the sail
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Additional Info
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • We don't offer any infant rates for this trip. If your child is 12 years or younger you would need to purchase a child's ticket.
  • Stars & Stripes is USCG approved to carry up to 30 passengers.
  • Private charters are available for Stars & Stripes. Please contact Vagabond Cruise if you are interested to learn more about this option.
  • This experience requires good weather. If it’s cancelled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires a minimum number of travellers. If it’s cancelled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 30 travellers
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Traveller rating
  • 49
  • 3
  • 7
  • 3
  • 0
Traveller type
Time of year
Popular mentions
Tobi P wrote a review 03 Jul
Delray Beach, Florida1 contribution
There was very little interaction between crew and passengers. Just a short sail out to a spot. Sat there. Turned around. Went back. No history. No music. Meh.
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Date of experience: July 2020
Garrett C wrote a review 02 Jul
1 contribution
I brought my family to get an experience on a classic racing boat. My teenage kids and wife had heard my stories of racing a similar big boat in my younger days. The boat and weather were nice with light to moderate winds on the sound. The three young crew members were nice but
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Date of experience: July 2020
sharonptravel wrote a review 01 Jul
Naples, Florida36 contributions8 helpful votes
Aboard now on stars and stiles. Sails up but captain just hanging out talking we are pretty much just having in the harbor doing nothing not steering into the wind or heading anywhere. Will not do it again
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Date of experience: July 2020
Cynthia L wrote a review Jun 2020
3 contributions
While our very experienced Captain and crew couldn't control the lack of wind, he did make the experience fun anyway. It was great fun!
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Date of experience: June 2020
Kornermarie wrote a review May 2020
Hilton Head, South Carolina194 contributions38 helpful votes
A perfect day - A beautiful sail on a perfect weather day. Peter was a wonderful captain and was so accommodating to all of us in order for us to get Great photos while on board. Peter and his crew couldn’t be more accommodating. We disembarked feeling like we had just met a new
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Date of experience: May 2020
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Vagabond Cruise
Super fun!
This was a super fun way to spend a couple of hours. Crew was friendly and the dolphins were amazing. It is price
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Great to see how shrimp is caught and everything else. We caught and released a shark, string ray, and more.
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Lindsey L
Fun unique experience
Such a fun trip! Started out a little slow (we didn’t realize the trawling part would mean a slow pace) but once w
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Great experience
Great outdoor experience. We all enjoyed watching the sunset and listening to fun scientific facts by the man drivi
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Great cruise!
Great relaxing cruise in the harbor, saw plenty of dolphins and great views of Dafuskie Island. I would recommend!
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Loved but a few flaws
Had a lot of dolphin sightseeing, but after that kinda got boring. Would like to seen more after dolphins but still
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Beyond impressed with this Adventure! This was such a unique sight seeing experience not only do you experience the
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Dolphin Watch
We saw a pod of 10-12 dolphins! Also saw some single dolphins and a mother with a baby. The captain was very know
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What an amazing experience!
My daughter & her family (husband and 4 & 8 year olds) came to visit from Michigan and we thought this sounded very
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Daufuski Island
We took the excursion to Daufuski Island. The crew of the Vagabond were nice. The captain pointed out interesting t
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Wonderful trip and we saw LOTS of dolphins!
Fantastic crew and we saw dolphins within a few minutes! Captain Justin was fun and the crew were very professiona
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Great Experience! Get there early!
It was a nice relaxing way to start off vacation. We reached the island around 2pm and our cruise was at 4pm. This
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What a Trip!!
Capt. Spike, Lauren, and Gabby were awesome! Our group was so much and the guides were fun, knowledgeable, and frie
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Jumping dolphins and a beautiful cruise
This was a highlight of our vacation. The staff is we friendly. The captain was knowledgeable. We learned a lot abo
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Great time
Had a wonderful time with my boyfriend. Got to see beautiful creatures from the sea. I met new people on the boat a
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Key Details
  • Vagabond Cruise, Harbour Town Lighthouse
  • Duration: 1h 30m
  • Mobile Ticket Accepted
  • Free Cancellation up to 24 hours in advance
  • Instant Confirmation
  • Languages Offered: English
Why Book on Tripadvisor?
  • Reserve Now & Pay Later
  • Free Cancellation up to 24 hours in advance
  • Low Price Guarantee
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Frequently Asked Questions about America's Cup Afternoon Sail from Hilton Head