Top Hilton Head Island Extreme Sports

Come experience tubing on the waters surrounding Hilton Head Island! This is fun for everyone. Our captain will be there to show your group a great time tubing behind our brand new custom boat. This boat holds up to 12 passenger and is private to your group. Book your tubing trip today!

Come aboard our custom ski boat rated for 6 passengers. This charter comes with a USCG captain to drive the boat so you and your group can sit back and enjoy the day hassle free. This is your charter to customize from water ski, tubing, wake boarding, and kneeboarding! This is fun for all ages, no experience required. Book your custom experience with Island Head today!

We’re Hilton Head Islands most established and only family run watersports company! We’ve been here for over 26 years and your Captain for Parasailing is the company owner! Our equipment is the cleanest and newest in town and maintained to the highest standards! We believe in personalized service and treating you like we like to be treated! And being in the customer service industry for over 30 years we appreciate top quality service and deliver the same. We actually ANSWER OUR PHONE and are accessible for your reservation inquiries or any other information you may need. We are not a computer based company that lets the internet do our job. We love our guests! CALL NOW for reservations!

Explore Hilton Head's waterways on a private, guided tour using a motorized Creek Cat boat. Navigate around Harbourtown, Daufuskie Island, and South Beach while focusing on nature and wildlife, especially the Atlantic bottlenose dolphin. Enjoy a personalized experience with your guide as you spot local ecosystems and playful dolphins in a private setting.

Looking for an intimate sunset sailing experience without booking an entire private charter? Your 2-Hour Sunset Public Sail offers the perfect balance. With a maximum of just six guests onboard, you’ll enjoy a peaceful, uncrowded atmosphere that feels private and special—without the cost of a private sail. Set sail through the stunning waters of Port Royal Sound as the day winds down. Watch the sky transform with vibrant sunset colors while keeping an eye out for dolphins, coastal birds, and other local wildlife. Once the sails are raised, feel the evening breeze fill the sails as the boat gently heels—true sailing at its most serene and memorable. Your experienced captain welcomes guests to be as hands-on or as relaxed as they choose. Help trim the sails, learn the basics of sailing, or simply sit back with a drink and take in the breathtaking Lowcountry sunset. This sunset sail is perfect for couples, friends, family and anyone looking to experience Hilton Head Island from the water.

View the Shelter Cove fireworks from the water with this sightseeing boat tour. Climb aboard a boat right before sunset and cruise out into Broad Creek to see wildlife and beautiful homes. After the colors of sunset fade and darkness sets in, watch the fireworks show from the deck of the boat. Keep an eye out for dolphins during the trip.

Glide through scenic salt-marsh creeks and open coastal waters on this guided jet-ski adventure around Hilton Head Island, starting from Palmetto Bay Marina. Ride through winding waterways toward Bull Creek and Calibogue Sound — keep an eye out for dolphins, pelicans, herons, and other wildlife as you speed across calm water, all under the watchful eye of your instructor.