Hilton Head Sailing

Afternoon Sail

1.5 hour sail for up to twenty passengers from Harbor Town Yacht Basin, 149 Lighthouse Rd, Hilton Head Island. (Up to 20 passengers.)

Passengers are welcome to bring any food or drink—please no coolers, red wine or anything stains or is messy.

Amazing views of Hilton Head Island, Carolina coastline, Daufuskie Island, saltwater marshes, dolphins and more!

Sunset Sail

2 hour sail for up to twenty passengers from Harbor Town Yacht Basin, 149 Lighthouse Rd, Hilton Head Island. (Up to 20 passengers.)

The Private and Public sailboat tours are a great way to spend a relaxing day on the water in Hilton Head SC.

With the Private tour you will have the boat to yourself and with the Public tour you will share the boat with other guests. Maximum 26 passengers with Private.

65’ SAILBOAT

WORKING BATHROOM

TWENTY PASSENGER MAXIMUM

JOIN IN AS CREW OR RELAX

DRINKS AVAILABLE FOR PURCHASE

AMERICA’S CUP SAILBOAT

SEATING ON DECK CUSHIONS

STARS & STRIPES

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.” Due to his great feats on the water Dennis Conner has been featured on the covers of Sports Illustrated and Time magazine.

Stars & Stripes measures 65 ft. in length, hosting a 92-ft. tall mast. All of the wenches and grinders are original from its competitive sailing past. Modifications have been made to the vessel to conform to commercial standards required by the Coast Guard.

REVIEWS

5000+ Reviews 4.8/5.0 AVG

Exceeded all expectations! The captain, Justin, did an excellent narration about the nearby islands, landmarks, dolphins, and other creatures. The mate, McKinnley, provided great service and went above and beyond to ensure all our needs were met. Very friendly and professional crew. The boat was spacious and allowed guests to see dolphins from all sides. Snack bar and drinks are available for purchase. You also get a photo taken before the trip that you can buy printed (we did!). We would recommend this to anyone, suitable for all ages.

★★★★★ Dalton R

What a beautiful sail aboard the Stars and Stripes! We had absolutely perfect weather with the right amount of breeze and perfect clouds to give us a gorgeous sail and sunset. What was in control of the crew was also very nice. The ship itself is a beautiful sailing vessel. You sit on cushions directly on the deck and as the ship keels you are either on the high upside or low side, so have to adjust a little to ensure comfort. Just something to get used to as you go. Anyone who wanted had the opportunity to pilot the boat. The crew were very friendly and helpful, offering beverages and information along the way. Definitely a unique experience and highly recommend for anyone who would like a little adventure and a beautiful experience while they’re in Hilton head.

★★★★★ Cheri L

Wonderful cruise! The captain and crew were knowledgeable and friendly. We were able to see a large pod of dolphins w/a baby. The sunset was beautiful and we had an excellent view. It's worth every penny and was the highlight of our trip!

★★★★★ Brenda M

We had a great experience sailing on Stars & Stripes. The beautiful weather and a pretty sunset didn’t hurt. Capt. Pete, Ian, & Ben were a great crew. Very friendly, helpful, and informative. They clearly knew what they were up to, and allowing me to man the helm for a bit was great fun.

★★★★★ Mike S

EXPERIENCE 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 Conner!

Come sail the afternoon away and join the crew as they keep an eye out for the Atlantic bottle-nose dolphins while enjoying the sun and sights of Hilton Head Island’s coastal waters.

Relax and work on your tan or join in and help the crew sail. This is a kid-friendly Hilton Head Island cruise and a great trip for anyone from 3 years old to 99!

LOCATION

 

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