Hilton Head Island, SC, USA

Hilton Head Headwinds

2 Guests

2 Nights

1 Bedroom

1 Bathroom

Sail into history aboard the legendary Stars & Stripes while enjoying the scenic beauty of world-renowned Hilton Head Island.

1450 (2 Nights)

1995 (3 Nights)

Cost to Non-Profit

1450

Island Retreat
Hilton Head Island, South Carolina, 2-night hotel stay in a Hilton, Hyatt, Marriott or similar property located near the island’s beaches, golf courses, and coastal communities for 2 guests.
Racing Sail
Afternoon sailing experience aboard the America’s Cup Stars & Stripes vessel with deck seating and onboard access while under full sail along Hilton Head’s coastal waters.
Coastal Waters
Hilton Head Island waters surrounding a historic racing yacht experience featuring open-deck sailing conditions and views of the island’s shoreline and Atlantic coastal scenery.
Maritime Heritage
America’s Cup winning Stars & Stripes sailing vessel associated with Captain Dennis Conner, offering an operational example of competitive American sailing history.

Overview

Hilton Head Island is justifiably famous for its incredible beaches and its world-class golf courses. It is regularly voted one of the best vacation destinations in the world.

The world-famous Stars & Stripes is proud to call Hilton Head Island home. This grand and celebrated sailboat is the historical America’s Cup winning vessel designed and skippered by the famous Captain Dennis Conner also known as “Mister America’s Cup.” Aboard Stars & Stripes you find seating on the deck of the vessel and while under full sail you are welcome to move about the deck. If you are a very experienced sailor or new to the water you will always remember your experience aboard Stars & Stripes, a true living piece of American history! It’s a once-in-a-lifetime experience.

Featured Amenities

Air Conditioning
Complimentary Wi-Fi

Terms of Use

Package Redemption

Trip winners will receive an email within 15 business days after the event containing their redemption certificate number and instructions for accessing our dedicated Trip Winner Portal. The portal includes everything needed to begin the trip planning process, including important information, next steps, and direct communication with their dedicated Booking Specialist. Reservations must be made at least 60 days before travel and are subject to availability and property inventory. Travel must be booked within 12 months of notification and completed within 24 months. Once confirmed, reservations are final. Packages are non-refundable and may not be transferred or resold. Blackout dates include the weeks of Thanksgiving, Christmas, and New Year’s.