Tours/Hilton Head Island/America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
Viator · group up to 20 pax

America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head

4.6(543)Hilton Head Island1 hour
VIATOR4.7(279)TRIPADVISOR4.5(264)

Description

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.

Tour Options

America's Cup Sail

Itinerary

Pass by

Views of the Harbour Town Lighthouse and Marina where the America's Cup Stars & Stripes departs!

Highlights

Beautiful low-country views
90-minute Sail aboard the America's Cup - 12 Meter
An opportunity to participate as a crew member

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)

Traveller Ratings

4.6
543 reviews
5
444
4
35
3
29
2
17
1
18

Important Information

  • 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.

Reviews(543)

R
roger_w
July 3, 2026
enjoyable experience

friendly captain and hand decks! relaxing experience and learned about sailing saw dolphins and sea birds

S
Sylvia_F
July 2, 2026
Highly recommend this...

Highly recommend this activity. We saw dolphins, sailed away with gentle breeze. Fun crew! It can get hot waiting to board as we started at 3 pm but once we got moving, it was pleasant

B
Bernadette T
June 26, 2026
Sunset Sail aboard the Stars & Stripes

Fantastic sunset sail with Captain Peter, First Mate Ashley and Mate Lauren! The winds were in our sails and a good time was had by All!!

T
teapot-texan
June 20, 2026
Could be great if there was was wind

Understand that the charter can’t control the wind but on windless days operator could do a bit more help or even just apologize for a one and a half hour trip in near windless conditions. Captain and crew were good. Just feel like the operator only watch for foul weather. This not a comfortable boat when the midday sun is brutal.

M
MichaelC_L
June 19, 2026
Great Family Adventure

Sailing an America’s Cup 12 meter is a rare opportunity. Stars & Stripes was significant to the USA recapturing the America Cup. Captain Pete is s legend and fun host allowing passengers to help raise sails and take the helm or just sit back and enjoy a beautiful sail. The crew of young ladies were welcoming, friendly, attentive and amazing at hoisting and trimming sails. A truly wonderful family experience.

K
K7833FOtimothyw
June 19, 2026
Would go again for sure!

Trip was cut short due to weather, but otherwise was very good experience. The charter company did issue a partial refund due to lack of a full scheduled outing.

5
578sds
June 17, 2026
Wonderful family adventure.

A must when on Hilton Head Island. Captain Peter was a delight and eager to let guests experience the helm of this classic 12 meter. The crew of three capable young ladies were welcoming, friendly and amazing to watch as they raised and trimmed sails. You can enjoy a wonderful sail while relaxing or jump in to help crew. A great family event.

A
Anonymous
June 12, 2026
Bucket list experience

Come very early to get a good seat is yiu are over 80. Folks that have extensive sailing experience might get a chance to stear the boat for a while.

L
L3331LHCLovern
June 11, 2026
Wonderful and unique experience

Wonderful experience on the sailboat. The crew was very personable and welcoming! Beautiful views of Hilton Head, dolphins and a sunset. The crew encouraged participation and were fun to be around.

T
Terrie A
June 4, 2026
Sail boat

Enjoyed the sail boat trip, staff was amazing! No problem with booking!! Would definitely recommend

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