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.
“Super fun time! Skipper and crew were so caring and wanted to make sure you had the best experience.”
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 had a wonderful time, everything exceeded our expectations!”
Experience stunning sunsets and playful dolphins on this 90-minute Hilton Head cruise, guided by knowledgeable naturalists, starting at $47.65.
“The captain was knowledgeable about the area, the wildlife and the vegetation in this area. The boat has snacks and beverages for sale at reasonable prices. We saw a lot of dolphins and a gorgeous sunset! Our group of 5 all agree we would go…”
Experience Hilton Head Island from above with a safe, scenic parasailing adventure. Enjoy stunning views, dolphin sightings, and expert guides for a memorable trip.
“Fantastic time with my family. The views from above were amazing and the takeoff/landing was very smooth. Also the captain/crew were very friendly.”
Experience stunning Hilton Head sunsets on a private 2-hour boat cruise with dolphin sightings, wildlife, and personalized views—an ideal way to unwind.
“The experience was very relaxing on a beautiful evening. Captain Dave was knowledgeable of water and some of the ecosystems surrounding it. We found, watched and followed quite a few pods of dolphins. It was very pleasurable. I would go back!”
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.
“The only issue we had was parking so make sure you get there early we got there 30 mins early and it took about 20 mins to find parking. Staff and food were amazing! It felt like a private cruise with the food and friendly…”
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.
“First, the staff was excellent and very accommodating with our reservation and want to thank them again. Pirate Captain and crew were marvelous, very entertaining and kept us swabs engaged in the show! Can’t forget Stinky Pete for his ‘soaking performance’. A wonderful fun cruise…”
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.
“Amazing food, amazing sunset, dolphin sightings, amazing drinks and amazing staff. Highly recommend.”
Experience Hilton Head's coast on a real Americas Cup yacht, helping sail, spotting dolphins, and enjoying scenic views—perfect for all ages.
“Great time! Captain and crew were very friendly and informative about the different locations we saw.”
Experience Hilton Head’s wildlife on a private 2-hour sailing tour. Watch dolphins, learn about the ecosystem, and enjoy a peaceful sailing adventure.
“Gorgeous blue skies, beautiful sailboat, extremely knowledgeable captain. Very good experience! We are so glad we booked this trip!”
Experience a private sunset sailing adventure in Hilton Head with dolphin watching, wildlife insight, and options to learn sailing or relax on deck.
“I wish I could give this 10/5 stars. Do not pass this by!! My sister and I sailed with Captain Paul and Kevin on the private sunset sail. The wind wasn’t cooperating with us, but they did everything they could to show us a great…”
Experience Hilton Head from above with a 1.5-hour parasail adventure. Enjoy stunning views, dolphin sightings, and the thrill of flight for $102.
“Professionally run. Very aware of the diversity of personalities when it comes to flying.”
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 most memorable part was people drinking the Saki. I think it was a competition or something. I don't drink but it was fun to watch them. I booked this cruise for my husband's birthday. I enjoyed seeing the happiness in his eyes. He really…”
Strand-feeding dolphins and Lowcountry creeks on the tide.