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Experience Hilton Head's scenic Lowcountry from a classic 12-meter America's Cup yacht. Enjoy relaxing sails, stunning views, and a chance to help on deck.
If you’re looking for a serene way to see Hilton Head Island’s gorgeous coast and waterways, the America’s Cup 12-Meter Yacht Afternoon Sail offers a memorable escape. This 90-minute cruise aboard the historic Stars & Stripes provides a chance to glide through quiet waters on a vessel that once competed in the world’s most famous yachting race. It’s an experience that blends a touch of history with the natural beauty of the Lowcountry in a relaxed, approachable setting.
What we especially like about this tour is its peaceful, motor-free cruising—allowing you to truly soak in the scenery. Plus, the opportunity to get involved in the sailing itself, whether helping with the sails or steering, adds a layer of fun and engagement that many boat tours lack. That said, it’s worth noting that this experience is weather-dependent, and it doesn’t include a visit to nearby attractions like Sea Pines Resort. Still, if you’re after a low-key, authentic sailing adventure, this tour hits the right notes.
This tour is ideal for those who appreciate a relaxed pace, love being on the water, or want a taste of sailing history without committing to a full-day charter. It’s also great for families, couples, or solo travelers looking for a memorable, interactive outing—and it’s suitable for those with moderate physical fitness.
Sailing fans have several other Hilton Head Island options to choose from
The Stars & Stripes is a 12-meter yacht with a notable pedigree—this boat competed in America’s Cup races, making it a piece of sailing history. It measures 39 feet (around 12 meters), enough space to comfortably accommodate up to 30 guests, though COVID protocols have reduced capacity to 20. This means your group isn’t crowded, and you get more personal interaction with the crew.
The boat itself is a classic beauty—well-maintained and visually impressive, especially if you appreciate traditional sailing craft. Unlike larger, motorized tour boats, Stars & Stripes offers a genuine sailing feel, with the wind powering your journey rather than an engine. This fosters a peaceful ambiance and allows you to truly listen to the sounds of water, wind, and the occasional seabird.
Meet at 149 Lighthouse Rd, Hilton Head Island, a spot near the Harbour Town Lighthouse, one of the island’s most iconic landmarks. You’ll be heading out from a marina that’s visually striking—brightly colored boats, bustling docks, and a scenic backdrop of the lighthouse itself. It’s a convenient starting point, near public transportation options, making it easy to access.
The main highlight is the 90-minute sail itself, which takes you through the calm waters of Hilton Head’s Intracoastal Waterway. As the boat glides along, you’ll be treated to views of the Lighthouse Marina, Harbour Town Lighthouse, and the surrounding Lowcountry scenery. Many reviewers emphasize how relaxing and beautiful the scenery is, describing it as “peaceful” and “stunning.”
One of the tour’s virtues is its focus on natural beauty. Unlike busy sightseeing boats, this sail emphasizes tranquility, with the chance to spot dolphins, pelicans, and other local wildlife. Several reviews mention dolphin sightings and friendly seabirds making the journey lively and engaging.
The true charm of this tour lies in the crew’s approach. Captain Peter and his team are praised for their knowledge, friendliness, and willingness to include guests. You might find yourself actively helping with sails, steering the boat, or just observing the crew’s expertise. Many guests comment on how the captain shares stories and local insights, making the sail both educational and entertaining.
One reviewer noted, “Captain and crew were fantastic. Very knowledgeable about the local history and interesting facts about the islands. My daughter loved helping out and received helpful tips.” This kind of interaction can turn a simple boat ride into a memorable hands-on experience.
More ways to experience Hilton Head Island from the water include these boat tours
Since the boat is USCG approved and maintains a moderate passenger limit, the atmosphere is personable without feeling crowded. The sail is calm and smooth, suitable even for older travelers or those with moderate physical fitness. Crew members are attentive, making sure everyone feels comfortable, especially if you’re new to sailing.
The absence of a motor means no engine noise—just the gentle sound of wind and water. Many reviews highlight the peacefulness, describing it as a “relaxing” and “informal” outing. It’s perfect if you want to unwind and enjoy nature, rather than a thrill-seeking adventure.
While beverages aren’t included, alcohol is available for purchase onboard. You can bring your own or opt for some drinks from the crew, making it a relaxed social occasion. However, keep in mind that the focus is on the sailing and scenery rather than a party atmosphere.
At $52.95 per person, this tour offers good value for a scenic, interactive sailing experience aboard a historic yacht. Compared to larger, motorized cruise options, it’s a more intimate and authentic way to see the area. The opportunity to participate as part of the crew and the chance to see dolphins and seabirds up close adds to the experience’s worth.
The tour’s biggest limitation is its dependency on weather—poor conditions might mean cancellation or rescheduling. You’ll want to check the forecast and be flexible with your plans. Also, it doesn’t include entry to nearby attractions like Sea Pines Resort, and beverages are extra, so budget accordingly.
Since the cruise operates with a minimum number of participants, there’s a small chance of cancellation if not enough people book, though this is rare. Refunds are available if canceled more than 24 hours in advance, providing peace of mind.
This sail is best suited for travelers who enjoy a slow-paced, scenic experience and don’t mind helping out with sailing tasks. It’s perfect for those interested in maritime history, wildlife, or simply relaxing on the water. Families with children, couples celebrating something special, or solo travelers looking for a peaceful adventure will find plenty to love here.
It’s especially appealing if you want an authentic sail without the noise of engines or the crowds of larger boat tours. If you’re after a lively party or a fast-paced adventure, this might not be the right fit. However, for genuine tranquility and a touch of sailing history, it’s hard to beat.
In summary, the America’s Cup 12-Meter Yacht Afternoon Sail provides a genuine, scenic, and interactive experience for those who appreciate the quiet beauty of Hilton Head’s waterways. With knowledgeable crew, stunning views, and the chance to help steer the boat, it strikes a nice balance between relaxation and engagement. It’s particularly well-suited for travelers looking for a memorable, authentic maritime outing that emphasizes natural scenery over touristy frills.
Is this tour suitable for children?
Yes, children who are comfortable on boats and interested in sailing will enjoy helping out on deck. The tour is relaxed and not physically demanding, making it suitable for families.
How long is the cruise?
The sail lasts about 90 minutes, providing plenty of time to relax, take photos, and enjoy the scenery without feeling rushed.
Can I participate in sailing?
Yes, guests are encouraged to help with sails and even steering if they wish. It’s a hands-on experience designed to engage everyone onboard.
What should I wear?
Dress comfortably for the weather. Light layers are advisable, and shoes with good grip are recommended since you’ll be on deck.
Are drinks available during the tour?
Beverages are available for purchase, including alcoholic drinks. You might also bring your own, but check the policies beforehand.
Is the tour accessible for people with mobility issues?
Since the boat is moderate in size and involves moving on deck, travelers should have a moderate physical fitness level. Service animals are permitted.
What happens if the weather is bad?
Tours are weather-dependent. If conditions are poor, the tour might be canceled, and you will be offered a different date or a full refund if you prefer.
This sailing adventure offers a wonderful blend of history, natural beauty, and active participation—making it a worthwhile choice for anyone eager to experience Hilton Head’s waters in an authentic, unhurried way.