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.
“Outstanding! The boat was amazing. We saw more dolphins than we had seen on any previous dolphin tours which was great for the kids on board. Great first mate!! He explained things well and shared his knowledge on the area. It was a really fun…”
Experience stunning Hilton Head sunsets and guaranteed dolphin sightings on a 1.5-hour cruise with expert narration, breathtaking views, and family-friendly fun.
“The captain's explanation was very interesting and it was very nice to see because he explained where the dolphins were. And I felt so good looking at the open sea. When I lived in New York, I honestly didn't want to look at it because…”
Experience stunning sunsets and playful dolphins on this 90-minute Hilton Head cruise, guided by knowledgeable naturalists, starting at $47.65.
“Great way to get out on the water. Informative & fun…saw many dolphins & beautiful sunset! Would definitely recommend.”
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.
“We had a blast! Captain Mike was great. We brought yummy snacks and drinks and had ourselves a lovely sunset happy hour cruise.”
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.
“Captain was an excellent orator. Saw many dolphins and beautiful sunset Cocktails we’re served. Boat very clean”
Experience a scenic sunset dinner cruise in Hilton Head, featuring delicious 3-course meals, dolphin sightings, and stunning waterfront views for around $106.
“It was very enjoyable. The dinner was top notch and our wait staff were exceptional. We enjoyed it very much.”
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 kids absolutely enjoyed it and so did I. Such a fun little thing to add to a trip. Highly recommend.”
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.
“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.
“Totally recommend this option for touring HH on the water. Paul; our captain was a wealth of knowledge, super friendly and recommended great places to eat in area. Had to change our experience from sail boat to power boat because there was no wind but…”
Experience a private sunset sailing adventure in Hilton Head with dolphin watching, wildlife insight, and options to learn sailing or relax on deck.
“This was such a delightful sunset cruise! Captain Pat and Kevin were so welcoming and knowledgeable. We saw so many dolphins and had such a relaxing time sailing around. Would definitely recommend this experience!!”
Experience Hilton Head from above with a 1.5-hour parasail adventure. Enjoy stunning views, dolphin sightings, and the thrill of flight for $102.
“Great time and enjoyed the time. Recommend it to all.”
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.
“We had a wonderful evening celebrating my husband’s birthday on the hibachi cruise. Food was delicious, crew was friendly, boat was comfortable and roomy enough for all passengers. Some were even dancing at end of the trip. Our only suggestion: could the captain narrate where…”
Strand-feeding dolphins and Lowcountry creeks on the tide.