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“The experience was fantastic for all ages! The crew made the trip fun and exciting for everyone! Great time! Would def recommend!”
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.
“Just an excellent experience. Guaranteed dolphins!!!!”
Experience stunning sunsets and playful dolphins on this 90-minute Hilton Head cruise, guided by knowledgeable naturalists, starting at $47.65.
“Highlight of our trip! A must do! As promised we saw many dolphins. The sunset was beautiful. The captain and crew were friendly and informative.”
Experience Hilton Head Island from above with a safe, scenic parasailing adventure. Enjoy stunning views, dolphin sightings, and expert guides for a memorable trip.
“The boat ride was nice it was about 15 minutes into the water and then the parasailing was breathtaking.”
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.
“No guarantee you'll see tons of dolphins but the ride is lovely and Capt Grant was knowledgeable and interesting.”
Experience a scenic sunset dinner cruise in Hilton Head, featuring delicious 3-course meals, dolphin sightings, and stunning waterfront views for around $106.
“Wonderful evening! Boat was clean, easy to walk around, seating was perfect, food 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.
“The pirate ride was super fun! The kids loved it and the staff was enthusiastic and funny. The whole experience was really cool. 10/10”
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.
“Lovely views from the boat. Crew was helpful and knowledgeable. Food was delicious! Could use a crew member to direct visitors to the boat location.”
Experience Hilton Head's coast on a real Americas Cup yacht, helping sail, spotting dolphins, and enjoying scenic views—perfect for all ages.
“At first it looked like it was going to be windless and hot. But once we got a little distance offshore the breeze picked up nicely and it was perfect! The captain and crew were amusing and interesting, and my 28 year old daughter and…”
Experience Hilton Head’s wildlife on a private 2-hour sailing tour. Watch dolphins, learn about the ecosystem, and enjoy a peaceful sailing adventure.
“So much fun! The boat was clean and well-kept and the Captain and crew were a pleasure! Highly recommend!”
Experience a private sunset sailing adventure in Hilton Head with dolphin watching, wildlife insight, and options to learn sailing or relax on deck.
“The vessel captain and crew were very nice and safe. Our family had an amazing time. Highly recommended.”
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 so fun! My first time and I would definitely do it again! Our guides were professional and masters!!! Thanks!”
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.