If there’s one thing Hilton Head Island is known for, it’s being an ideal location to get out on the water, and Island Head is where that experience really comes to life.
More than just a watersports company, Island Head offers a full range of Lowcountry experiences, so whether you’re spotting dolphins in tidal creeks, toasting the sunset from a charter, or hopping on a ferry to discover a nearby island, these experiences will only turn your beach vacation into an incredibly memorable trip with your friends and loved ones.
Start with the Classics
And when we say “the classics,” we mean watersports! And one of the favorites? Parasailing! Parasailing gives you a full aerial view of the island’s coastline, lifting you high above the water for a perspective you just can’t get from a day lounging on the sand. It’s equal parts thrilling and sightseeing, making it a can’t-miss adventure that your whole group will love.

Looking for something more fast-paced? Try tubing. More specifically, a private tubing trip with your friends and family. For one hour, your group will race through the beautiful lowcountry waterway surrounding Hilton Head Harbor, where everyone can take a turn bouncing over the boat’s wake. It’s a go-to for groups of up to 12 people who want something active without a learning curve. For a longer time out on the water, your group (of up to 6 people) can also enjoy a private waterski trip.
For visitors looking for an activity that’s more laid-back, kayaking and paddleboarding will allow you to experience a completely different side of Hilton Head. Paddle through calm creeks and salt marshes, keeping an eye out for wildlife and beautiful lowcountry views. Island Head’s guided tours are perfect for those who want a peaceful way to explore and learn more about the island’s natural beauty.
Cruises, Sails & Sunset Moments
Dolphin cruises are an island staple for a reason. The waters around Hilton Head are home to Atlantic bottlenose dolphins–some residents throughout the year–and sightings are common enough that you’re bound to see these playful island locals gliding through the marshes.
Sunset cruises might be the most memorable (and not to mention, aesthetic) option. As the sky shifts into the vibrant hues of pink and orange, golden hour takes on a whole new meaning as you get to experience beautiful Hilton Head Island in the best way.
And for a more elevated and unique night out, dinner cruises combine the same lowcountry scenery with a delicious meal. A great way to let your group celebrate something special, Island Head’s Hibachi and Lowcountry Boil Dinner Cruises can make any ordinary night feel that much more memorable.
Private Charters, Your Way
If you’d rather design your own day in a completely custom way, Island Head’s private charters make it easy. Regardless of your group size, Island Head has a boat and a charter option for you! Want to spend the afternoon dolphin watching? Done. Hoping to celebrate a birthday, anniversary, or something just as special? Absolutely!


Your Ticket to Daufuskie Island
Then there’s the day trip that unlocks what feels like a hidden bonus to your Hilton Head stay. Island Head’s ferry service to Daufuskie Island lets visitors trade the island’s crowds for quiet dirt roads, maritime forests, and somewhere completely new to explore. With no bridge connecting Daufuskie to the mainland, getting there is part of the adventure, and Island Head will make it feel just as effortless as it is exciting.
Website | (843) 686-4386
Hilton Head Harbor
43 Jenkins Rd, Hilton Head Island
Broad Creek Marina
18 Simmons Rd, Hilton Head Island


