Stars & Stripes Sail

2 Hrs • All Ages • Evenings

Hilton Head Island, SC★ 4.8 · 7,632 reviews on Google

What to Expect

Sail aboard the real America’s Cup – 12 Meter – Stars & Stripes once skippered by the famous Dennis Connor!

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!

Experience the magic of a Hilton Head Island sunset while sailing aboard the Stars and Stripes. This unforgettable cruise invites you to soak in the beauty of the Lowcountry sky ablaze with color as the sun slips into the backdrop of Daufuskie Island and the saltwater marshes.

Choose to join the crew and help sail the boat or simply unwind in comfort, letting the gentle breeze and stunning views set the tone for a perfect evening. Enhance the moment with beer, wine, and non-alcoholic beverages available for purchase onboard.

Ideal for couples, families, or anyone seeking a serene and scenic escape, this sunset sail combines relaxation, adventure, and natural beauty for an experience you'll treasure. Don’t miss the best seat in the house for Hilton Head’s spectacular sunset.

Included

Participate as a crew member or sit back and enjoy the sunset sail
Beverages available for purchase including beer & wine
Chance to see the dolphins at play and learn some fun facts about Hilton Head from the crew
Get a breathtaking view of a Carolina sunset

Requirements

Please note that there are steps to get on board the boat, and the walkways around the boat are small. If you have mobility concerns, please let us know in advance so we can assist as best as possible.

Pricing

Sunset SailFrom $64.95

Per person

PersonLimited 23 public guests | U.S. Coast Guard approved for 36.$69.95
WAHHI Adult$64.95

Private & groups

Private SailFor 29 passengers or less | Includes taxes and service charge.$1,400
Afternoon SailFrom $44.95

Per person

PersonLimited 23 public guests | U.S. Coast Guard approved for 36.$49.95
People - Unlisted GroupLimited 20 public guests | U.S. Coast Guard approved for 36.$49.95
WAHHI Adult$44.95

Private & groups

Private SailFor 29 passengers or less | Includes taxes and service charge.$1,000
Private Afternoon SailFrom $44.95

Per person

PersonLimited 23 public guests | U.S. Coast Guard approved for 36.$49.95
People - Unlisted GroupLimited 20 public guests | U.S. Coast Guard approved for 36.$49.95
WAHHI Adult$44.95

Private & groups

Private SailFor 29 passengers or less | Includes taxes and service charge.$1,200
Private Sunset SailFrom $64.95

Per person

PersonLimited 23 public guests | U.S. Coast Guard approved for 36.$69.95
WAHHI Adult$64.95

Private & groups

Private SailFor 29 passengers or less | Includes taxes and service charge.$1,500

Prices are typical; see the booking calendar for live availability and rates.

Address

149 Lighthouse Rd. Hilton Head Island, SC 29928

Cancellation Policy

Cancel up to 2 days before the start time.

From$64.95
Duration2 Hours
Ages3+
From $64.95Check availability