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“Other than being hot the experience was good. The crew was excellent and very friendly. Stinky Peter was stinky”
Experience Hilton Head's scenic Lowcountry waters on a 90-minute America's Cup sail with knowledgeable crew, stunning views, and hands-on sailing.
“Helpful and accommodating staff people. Perfect trip around the bay that included a number of dolphins rising around the boat. Peter the Captain did a nice job making sure pictures were taken with great backgrounds. Had fun when sails were running full and you could…”
Experience stunning Hilton Head sunsets and guaranteed dolphin sightings on a 1.5-hour cruise with expert narration, breathtaking views, and family-friendly fun.
“Our captain and first mate were amazing very informative and friendly!”
Experience stunning sunsets and playful dolphins on this 90-minute Hilton Head cruise, guided by knowledgeable naturalists, starting at $47.65.
“The dolphins cruise was awesome. The staff was professional and courteous. My family and I enjoyed the cruise.”
Experience Hilton Head Island from above with a safe, scenic parasailing adventure. Enjoy stunning views, dolphin sightings, and expert guides for a memorable trip.
“We enjoyed our parasailing adventure. My granddaughter had a great time. The captain and is helper made the experience very enjoyable”
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 beautiful night for the cruise. Unfortunately, no dolphins could be seen that evening. The captain and his mate were nice. Easy boat ride, plenty of seats.”
Experience a scenic sunset dinner cruise in Hilton Head, featuring delicious 3-course meals, dolphin sightings, and stunning waterfront views for around $106.
“Everything was amazing from start to finish! Beautiful views, but unfortunately no dolphin sighting. Complements to the chef as the food was delicious!! 10/10 experience”
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.
“We really enjoyed the trip. It was as much fun for the adults as the kids. The kids had a blast from the check-in until getting off the ship. It is a great activity for all.”
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.
“Very relaxing beautiful sunsets and the food was amazing, was a wonderful experience.. Highly recommend it..”
Experience Hilton Head's coast on a real Americas Cup yacht, helping sail, spotting dolphins, and enjoying scenic views—perfect for all ages.
“Wonderful experience. Captain and crew were very friendly, knowledgeable and helpful. We would definitely recommend them”
Experience Hilton Head’s wildlife on a private 2-hour sailing tour. Watch dolphins, learn about the ecosystem, and enjoy a peaceful sailing adventure.
“Sailing the afternoon away on “Knot the Office” was such a beautiful and fun experience!! Thank you!”
Experience a private sunset sailing adventure in Hilton Head with dolphin watching, wildlife insight, and options to learn sailing or relax on deck.
“A relaxing and enjoyable trip aboard with Capt Paul and crew! Great experience for a fair price. Highly recommend if you’re in the area.”
Experience Hilton Head from above with a 1.5-hour parasail adventure. Enjoy stunning views, dolphin sightings, and the thrill of flight for $102.
“It was absolutely smooth sailing in the air and very peaceful. The only downside was that the ride was too short (10 minutes) for the price.”
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.
“This was a really fun cruise! The food was really good. The boat captain and crew was very pleasant and entertaining. Worth the money and time!”
Strand-feeding dolphins and Lowcountry creeks on the tide.