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“Crew were excellent with the children. Kids really enjoyed shooting the water cannons and finding the treasure.”
Experience Hilton Head's scenic Lowcountry waters on a 90-minute America's Cup sail with knowledgeable crew, stunning views, and hands-on sailing.
“The Captain and his small crew were very kind and ensured everyone on the trip enjoyed themselves. We were fortunate to see a lot of dolphins.”
Experience stunning Hilton Head sunsets and guaranteed dolphin sightings on a 1.5-hour cruise with expert narration, breathtaking views, and family-friendly fun.
“It was a delightful event and the captain was so knowledgeable and polite.”
Experience stunning sunsets and playful dolphins on this 90-minute Hilton Head cruise, guided by knowledgeable naturalists, starting at $47.65.
“Great way to see HHI from the water.staff very informative and courteous. Trip was enjoyed by visitors and locals alike.”
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 an amazing experience with Captain Dave! He gave us great information on the Island and the wildlife. He was very communicative and responsive.”
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.
“Knowledgeable captain and crew, lovely river and sightings, super sunset! I would love to go again when I am ever there ❤️”
Experience a scenic sunset dinner cruise in Hilton Head, featuring delicious 3-course meals, dolphin sightings, and stunning waterfront views for around $106.
“Food was good staff was friendly and accommodating! Had a great time!”
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.
“Great experience. We 😍 loved it. Our little one has a blast. The guides were wonderful with children. We would do again!”
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.
“I enjoyed every moment we had outside seating. It was a rainy day but they were able to close the windows so we didn’t get wet The food was good and fair portions. We finished eating early enough to just set back and take pictures…”
Experience Hilton Head's coast on a real Americas Cup yacht, helping sail, spotting dolphins, and enjoying scenic views—perfect for all ages.
“Our sailing experience was so much fun! Captain Peter and the crew were knowledgeable and skilled. They kept us safe when the weather (unexpectedly) changed in a heartbeat, which only made the experience more exciting. 💯 recommend!!”
Experience Hilton Head’s wildlife on a private 2-hour sailing tour. Watch dolphins, learn about the ecosystem, and enjoy a peaceful sailing adventure.
“Absolutely amazing. Fun, safe, educational, comfortable, relaxing...I can't say enough. We will definitely book a trip every time we come to Hilton Head.”
Experience a private sunset sailing adventure in Hilton Head with dolphin watching, wildlife insight, and options to learn sailing or relax on deck.
“We had an amazing experience. The boat was beautiful and so were the views. Capitan Paul and Kevin made sure everyone had a great time! This is a must do activity when you come to Hilton Head.”
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.
“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.