What's Happening

There’s something unforgettable about being out on the water – the breeze, the views, and the feeling that time slows down just a little. A private sailing charter takes that experience even further, creating the perfect setting for meaningful moments, celebrations, and time well spent with the people who matter most. If you’re visiting Hilton…

If you’re planning a trip to Hilton Head Island and looking for an unforgettable adventure, parasailing should be at the top of your list. Whether you’re traveling with friends, family, or celebrating something special, parasailing offers the most unique way to experience the island from above. If it’s your first time flying, you might be…

Looking for a unique coastal escape just outside of Savannah? A day trip to Daufuskie Island offers a one-of-a-kind experience filled with history, natural beauty, and laid-back charm. Accessible only by boat, this hidden gem is the perfect place to slow down and explore. Whether you’re visiting for a few hours or a full day,…

March 3rd | Parasailing Season Is Back at Island Head 🎉 There’s no better sign of warmer days and salty breezes than the return of parasailing season at Island Head! As spring rolls in and summer peeks around the corner, adventure seekers are once again taking to the skies over beautiful Hilton Head Island for…

April 4 | Get There the Easy Way with Island Head The Scrap Iron 5K is one of the most unique race experiences in the Lowcountry — and getting there is part of the adventure. Taking place on April 4th on beautiful Daufuskie Island, this race blends scenic views, relaxed coastal charm, and a fun…

Turn your Savannah day trip into an unforgettable coastal experience with our 9am–6pm ferry service departing from Broad Creek Marina on Hilton Head Island. Skip the highway traffic, avoid parking stress, and enjoy a smooth, scenic ride across the beautiful Lowcountry waters straight into Savannah. A Better Way to Get to Savannah Why drive when…

St. Patrick’s Day in Savannah is one of the most iconic celebrations in the Southeast, drawing visitors from all over for its legendary parade, festive bar crawls, and lively waterfront atmosphere. This year, Island Head makes getting there easier, more scenic, and far more enjoyable with a special St. Patrick’s Day Cruise from Hilton Head…

January/February is planning season. It’s the time when calendars reset, goals are set, and trips start turning from ideas into actual plans. If a bachelorette party, birthday celebration, or group getaway is on your 2026 vision board, now is the best moment to start booking. Especially when it comes to private sailing experiences, early planning…

Winter on Hilton Head Island brings cooler air, less crowds, and beautiful sunsets. With calm waters and quiet evenings, it’s one of the best seasons to enjoy a sunset — especially from the water. Whether you’re on land or on a private boat, Hilton Head offers stunning vantage points for nature’s daily show. But for…

Every season is great on Daufuskie Island, but winter brings a quieter, more relaxed kind of magic. With fewer visitors, cooler temperatures, and a slower pace, it’s the perfect time to experience the island at its most peaceful. The natural beauty feels more untouched, the days feel unhurried, and the island’s charm truly shines. Fewer…

Valentine’s Day is about connection — and nothing creates lasting memories quite like time spent on the water. This year, skip the predictable gifts and surprise your person with an experience they’ll remember long after February 14th. At Island Head, we specialize in turning moments into memories. Whether you’re celebrating love, planning a surprise, or…

Summer usually comes to mind when you talk about Hilton Head Island — busy beaches, warm water, and packed calendars. But those who know the island best will tell you a secret: winter is one of the most underrated and rewarding times to experience Hilton Head, especially from the water. From peaceful waterways to active wildlife and…