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“This was great fun for the kids!! The female pirate Scurvy was fantastic! What a treat! Would highly 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.
“This was a fantastic experience, and well worth the very reasonable price. My wife and I really enjoyed ourselves and I especially appreciated the opportunity to have a hand helping raising the mainsail and taking a turn at the wheel! The wind wasn't super strong…”
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 (Justin) was uninspiring. We saw more dolphins on our own than in tour. Captain sounded like he needed coffee to stay awake. Worse tour we’ve been on. We will not take another.”
Experience stunning sunsets and playful dolphins on this 90-minute Hilton Head cruise, guided by knowledgeable naturalists, starting at $47.65.
“The captain was very knowledgeable and fun. He provided information about the area and knew where to go to find the dolphins. We would do this again the next time we are in the area.”
Experience Hilton Head Island from above with a safe, scenic parasailing adventure. Enjoy stunning views, dolphin sightings, and expert guides for a memorable trip.
“Great experience very peaceful as first timers. You have the choice to be dry or wet (dipped) in the water. Definitely will come back to do it with other. Good to know it is in SC not far from home. Simple process, great instructors, and…”
Experience stunning Hilton Head sunsets on a private 2-hour boat cruise with dolphin sightings, wildlife, and personalized views—an ideal way to unwind.
“Cole was awesome! Great boat ride. We got to kind of decide where to go/how fast/ etc. was very comfortable”
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.
“Bring a jacket can get cold. The captain was very knowledgeable and friendly. Definitely would recommend”
Experience a scenic sunset dinner cruise in Hilton Head, featuring delicious 3-course meals, dolphin sightings, and stunning waterfront views for around $106.
“Enjoyed everything! The food was really good, the servers were friendly, and the length of the cruise was just right. Looking forward to doing this again in the future.”
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.
“Great service and very good dinner! Actually saw dolphins within tbd first 5 minutes of leaving the dock! We all had a great time.”
Experience Hilton Head's coast on a real Americas Cup yacht, helping sail, spotting dolphins, and enjoying scenic views—perfect for all ages.
“This was amazing!! The ship was so fun and the captain not only was super sweet to get to know, but took a ton of great pictures of my group (he’s a great photographer!). The crew was also so nice and knowledgeable. We all got…”
Experience Hilton Head’s wildlife on a private 2-hour sailing tour. Watch dolphins, learn about the ecosystem, and enjoy a peaceful sailing adventure.
“I was celebrating my birthday and everything about my Hilton Head boat experience was great! I learned a lot about Hilton Head and spotting a few dolphins was an added bonus. Would definitely do this again!”
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 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.
“From start to finish a great time! All the fun of a hibachi dinner along with a beautiful boat ride and sunset!”
Strand-feeding dolphins and Lowcountry creeks on the tide.