Hilton Head
The sails off Harbour Town: the Black Dagger pirate ship for the under-tens, America’s Cup 12-meter yachts for the sailors and sunset runs for everyone else. The 12-meter raced for the actual Cup; now it takes passengers.
Join the Hilton Head Pirate Ship Adventure on the Black Dagger for a 90-minute family-friendly treasure hunt, full of fun costumes, water battles, and seaside views.
Most Popular“We loved it all! It was very interactive, and the kids had a great time! Ever did a great job, thank you guys!”
Experience Hilton Head's scenic Lowcountry waters on a 90-minute America's Cup sail with knowledgeable crew, stunning views, and hands-on sailing.
“Super fun sail! We did the afternoon sail . Wear lots of sunscreen. You are sitting on cushions on the deck .”
Experience stunning Hilton Head sunsets and guaranteed dolphin sightings on a 1.5-hour cruise with expert narration, breathtaking views, and family-friendly fun.
“We saw so many dolphins! It was amazing. The tour guide did a fantastic job telling us about dolphin behavior and other facts. We were lucky to be in the Sound when two shrimp boats came in, which attracted even more dolphins. It was a…”
Experience stunning sunsets and playful dolphins on this 90-minute Hilton Head cruise, guided by knowledgeable naturalists, starting at $47.65.
“Great crew and knowledgeable captain. The cruise was relaxing and enjoyable. We learned a lot about dolphins and the local culture. Even with some chop on the water the boat was very stable. A very relaxing experience.”
Experience Hilton Head Island from above with a safe, scenic parasailing adventure. Enjoy stunning views, dolphin sightings, and expert guides for a memorable trip.
“Good views from above, serene, time with my kid above water. Nothing else comes to mind at this time.”
Experience stunning Hilton Head sunsets on a private 2-hour boat cruise with dolphin sightings, wildlife, and personalized views—an ideal way to unwind.
“One of the best cruises I’ve been on and I lived on HHI for 30 years! Captain Neil was a wonderful guide through the waters around Pickney Island. We had three teenagers with us and they all loved it. We saw dolphins, the beautiful surroundings…”
Experience Hilton Head’s salt marshes and dolphin sightings on a 90-minute sunset cruise for just $55. Perfect for wildlife lovers and sunset seekers.
“It was a fun time on the water. We saw a beautiful sunset and some dolphins! The boat has free water, plus soda, beer, and wine available to purchase.”
Experience a scenic sunset dinner cruise in Hilton Head, featuring delicious 3-course meals, dolphin sightings, and stunning waterfront views for around $106.
“Great cruise with great food . The staff was very thoughtful and great .”
Join the lively pirate cruise on Hilton Head’s Black Dagger for 1.5 hours of family fun, treasure hunts, water battles, and pirate dressing-up.
“My boys and mom LOVED it and can’t wait to do it again next summer! It was a great outing for our 7yo and 4yo z”
Enjoy stunning sunset views, a three-course meal, and dolphin sightings on Hilton Head’s Sunset Dinner Cruise—perfect for romantic evenings or special occasions.
“It was a really good time but I put in the description and called and told them it was my husbands birthday there was supposed to be a candle and sang too but didn’t.”
Experience Hilton Head's coast on a real Americas Cup yacht, helping sail, spotting dolphins, and enjoying scenic views—perfect for all ages.
“Great sailing trip. Captain Pete and Ian were great. We will definitely to this again.”
Experience Hilton Head’s wildlife on a private 2-hour sailing tour. Watch dolphins, learn about the ecosystem, and enjoy a peaceful sailing adventure.
“Captains Paul and Kevin provided and fun and exciting sailing trip. We look to do this again with more friends and family.”
Experience a private sunset sailing adventure in Hilton Head with dolphin watching, wildlife insight, and options to learn sailing or relax on deck.
“Paul and Kevin were the best hosts and we had an incredible time relaxing and enjoying the sunset on the water. The sailboat was lovely and comfortable and the whole experience was worth every dime. Best thing we did on Hilton Head Island.”
Experience Hilton Head from above with a 1.5-hour parasail adventure. Enjoy stunning views, dolphin sightings, and the thrill of flight for $102.
“The Captain was excellent! You get to fly for quite a long time compared to other companies. He has perfected the dip in the water. It was a great experience overall!”
Experience Hilton Head’s sunset in style with a hibachi dinner cruise. Enjoy unlimited food, stunning views, and a relaxed vibe for a memorable evening.
“The Sunset Hibachi Cruise was certainly a memorable experience, and the chefs were both entertaining and genuinely kind, which added a lot to the evening. However, I do feel there are a few areas that could be improved. For the $127 per person ticket price,…”
Strand-feeding dolphins and Lowcountry creeks on the tide.