About Anchors Away Sailing Charters

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At Anchors Away Sailing Charters, we believe the best way to experience Hilton Head Island is from the water. We offer private sailing charters, scenic boat cruises, and memorable coastal adventures that give guests a different perspective on the beautiful South Carolina Lowcountry.

Our passion for sailing, experienced captains, and commitment to personal service help make every outing special. Whether you're visiting Hilton Head on vacation, celebrating an occasion, or simply looking to spend time with family and friends, we provide a welcoming environment where you can relax, explore, and enjoy the journey.

A Passion for Sailing and the Lowcountry

Anchors Away Sailing Charters is built around a genuine love of sailing and sharing the experience with others. Captain Paul, a U.S. Coast Guard Licensed Master Captain with Sail and Tow Endorsements, has been around sailboats since childhood and has logged thousands of hours on the water.

After years of owning a landscaping business, Captain Paul made a career change in 2016 to pursue his passion for sailing. Today, that enthusiasm is reflected in the experiences we provide and the personal attention guests receive aboard our vessels.

Our captains and crew enjoy sharing their knowledge of the local waterways, coastal wildlife, and surrounding landmarks while helping guests feel comfortable throughout their time on board.

Private Sailing Experiences With a Personal Touch

One of the things that sets Anchors Away apart is our focus on private charters. Rather than sharing your sailboat with unfamiliar passengers, you can enjoy the experience with your own group.

Our sailing vessels accommodate up to six guests, with additional options available for larger groups. Whether you're planning a quiet outing for two, a family adventure, or a special celebration, we strive to make the experience enjoyable and personal.

Guests can choose from several boating experiences, including private sailing charters, sunset cruises, dolphin-watching tours, and boat sailing tours.

Comfortable Vessels and Experienced Crews

We want our guests to enjoy both the excitement of sailing and the comfort of being on the water. Our fleet includes monohull sailing yachts, with vessels such as Knot the Office and Seas the Moment offering opportunities to experience authentic sailing along the Hilton Head coastline.

Our licensed captains and crew handle the navigation and sailing operations while guests enjoy the scenery, fresh coastal air, and time together. Safety is an important part of every outing, with passenger briefings and careful attention to weather and water conditions.

You can learn more about our boats and their features on our Our Vessels page.

Sharing the Natural Beauty of Hilton Head Island

The waters surrounding Hilton Head Island offer an ever-changing landscape of tidal creeks, salt marshes, coastal wildlife, and open sounds. From the Intracoastal Waterway to Port Royal Sound, these surroundings create a memorable backdrop for a day on the water.

Depending on the route and conditions, guests may encounter Atlantic bottlenose dolphins, coastal birds, and views of some of the Lowcountry's most recognizable landmarks.

We welcome visitors from Bluffton, Beaufort, Savannah, Tybee Island, and surrounding communities who want to discover what makes sailing around Hilton Head so special.

Come Sail Away With Us

At Anchors Away Sailing Charters, our goal is simple: to share our love of the water while providing a comfortable, enjoyable, and memorable experience for every guest.

Whether you're joining us for your first sailing adventure or returning for another trip, we look forward to welcoming you aboard.

Ready to experience Hilton Head Island from the water? Explore our sailing experiences by calling us at 843-278-9553 or via our online form to learn more about our private charters and plan your next adventure.