Stop and Smell the Rosé – On the Water!
There’s something special about life on the water — the way the breeze hits just right, the sound of the sails, and the sight of Hilton Head glowing in the sun. On Rosé, Island Head Sailing captures that magic every single day. Whether you’re planning a laid-back morning, a perfect sunset celebration, or a private sail…
November 17, 2025
Sailing with Salt Marsh
Private sails designed for smaller groups and meaningful moments If you’re looking for a more intimate way to explore Hilton Head’s waterways, Salt Marsh Sailing delivers the perfect blend of peace, scenery, and authentic island charm. This 6-passenger private sailboat offers an experience that’s both personal and unforgettable. Every sail with Salt Marsh is completely…
November 10, 2025
The Bonjour Experience: Your Private Celebration
Your private event, elevated. When it comes to hosting an unforgettable celebration, nothing compares to taking it out on the water. Island Head’s Bonjour, our spacious luxury catamaran, brings together comfort, style, and that signature Hilton Head charm — all with room for up to 35 guests. Whether it’s a birthday bash, corporate outing, wedding…
November 5, 2025
Discover Daufuskie with Island Head
A DAY TRIP OR A LONGER ESCAPE — YOU DECIDE Daufuskie Island is one of the Lowcountry’s best-kept secrets: rich in natural beauty, full of coastal charm, and just far enough away to feel like a true escape. Just a short ferry ride from Hilton Head, it offers a refreshing, off-the-grid experience that feels worlds…
October 27, 2025
Take Flight with Island Head Parasailing
Soar Above Hilton Head’s Breathtaking Coastline for an Unforgettable Adventure There’s no better way to experience Hilton Head’s natural beauty than from the sky. Island Head Parasailing offers a thrilling yet peaceful adventure that lets you glide above the Atlantic waters, taking in panoramic views of the island’s beaches, marshes, and waterways. Whether you’re seeking…
October 13, 2025
Celebrate Bachelor & Bachelorette Parties with Island Head
Bachelor and bachelorette parties that go beyond the ordinary! When it’s time to raise a toast to the bride or groom, there’s no better way to celebrate than out on the water. Island Head offers a lineup of private boat experiences perfect for bachelor and bachelorette parties—each one offering its own kind of fun, from…
October 9, 2025
Frequently Asked Questions
What activities do you offer? We provide a diverse range of waterfront experiences from two locations (Hilton Head Harbor & Broad Creek Marina): Ferry Service to Daufuskie Island (public & private options) Catamaran Sailing (Brunch, Sunset, Day, and Fireworks) Watersports: Parasailing, Water-Skiing/Tubing, Pontoon Rentals, Fishing Charters Guided Tours: Dolphin Tours, Hibachi Dinner Cruises, Lowcountry Boil…
July 21, 2025
Hooked on Hilton Head: Your New Favorite Fishing Charter
THIS ISN’T JUST FISHING—IT’S THE REEL DEAL. 🎣 Here at Island Head, we believe Hilton Head adventures should come with sunshine, salt air, and stories worth sharing. And now, we’ve got a brand new way for you to get hooked on the Lowcountry—Island Head Fishing Charters are officially live. Whether you’re a seasoned angler or…
June 16, 2025
Where Dinner Meets the Dock
AN UNFORGETTABLE EVENING ON THE WATER — HIBACHI STYLE Some nights deserve more than a dinner reservation. On Hilton Head, the best table in town might just be floating offshore. That’s exactly what you’ll find aboard our Hibachi Dinner Cruise. A sunset cruise with hibachi? That’s next level. That’s where the Hibachi Dinner Cruise comes in. DINNER,…
May 9, 2025
Up Close with Hilton Head’s Favorite Locals
TIME TO MEET OUR FAVORITE LOCALS — THE DOLPHINS From world-class golf courses to scenic beaches and trails, Hilton Head has been a long time favorite for families, couples, and travelers. While many stick to the paths of shopping, dining, and relaxing poolside, some of the island’s best experiences happen out on the water. Sure,…
April 14, 2025
Change Your Perspective, Parasail HHI
Hilton Head Island, on average, receives over 2.67 million visitors to the Island on an annual basis. And most of those are return visitors with high hopes and higher expectations about the specifics of their Hilton Head vacations. These are the people that have been here before; the ones that know what fun the island…
August 27, 2018
Most Thrilling Activity in Hilton Head Island
Hilton Head Island, when compared to other cities in the South, is a small town, but there are some big thrills that make it a fun, thrilling place for kids and adults to visit all year. As a matter of fact, there are several places around the island that place emphasis on the big thrills…
July 9, 2018