A sailboat cruise from Hilton Head is a peaceful way to see stunning Lowcountry landscapes without the noise of a moor. Join a captain and crew aboard a 39-foot long (12 meter) sailboat that competed in America’s Cup—head through quiet waters and past gorgeous scenery without the roar of a motor. You can even try your hand on deck and help out with the sails.

Hilton Head sailboat cruise aboard a 39-foot vessel
Admire views of the coastline and Intracoastal Waterway
Peaceful way to explore Lowcountry scenery
Alcoholic beverages available for purchase

What To Expect

Harbour Town Lighthouse and Museum

Views of the Harbour Town Lighthouse and Marina where the America’s Cup Stars & Stripes departs!
• Admission Ticket Free

Highlight

Confirmation will be received at time of booking
Not wheelchair accessible
We don’t offer any infant rates for this trip as the tickets are a per person rate. All ages will need a ticket.
Stars & Stripes is USCG approved to carry up to 30 passengers, but since COVID we have limited public capacity to 20 passengers.
Private charters are available for Stars & Stripes. Please contact Vagabond Cruise if you are interested to learn more about this option.
Service animals allowed
Near public transportation
Travelers should have a moderate physical fitness level
This tour/activity will have a maximum of 20 travelers

Include

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

Exclude

Does not include entry into the Sea Pines Resort ($9.00 cash) per vehicle fee
Does not include beverages, available for purchase throughout the sail