Sailing Charters on Hilton Head Island, SC

We offer private sailing charters for up to six people. Join us for a beautiful morning sail to start off the perfect vacation day. Be a part of an exciting, breezy afternoon sail and dolphin / wildlife watch. Or come celebrate the end of a great day by relaxing and taking in the breath-taking views of Hilton Head’s best sunsets. Either way, Anchors away sailing charter’s mission is to be a unique part of your visit to Hilton Head Island, giving you a fresh perspective of this beautiful area and possibly introduce you to the wonderful world of sailing.

USCG Licensed Master Captains, Bimini top for shade and comfort, restroom available on board, catering available, sailing lessons.

What Sets Us Apart From Other Charters

Along with your USCG Licensed Master Captain, a beautifully uniformed first mate is on every charter to assist with sailing and to cater to our clients' needs in order to maximize their experience. We encourage you and your guests to be as involved in the sailing process as you would like. If you are looking for a relaxing, work free experience, we encourage you to kick back and relax while our sailing yachts take you to dreamy locations!

Customer service and flexibility are one of our main goals! We are available by phone or email to help address any needs or customize your experience. We strive to make every charter a 5 star experience for our clients.

Weather Statement

It is our job to ensure our groups are SAFE while onboard our vessels. It is also true that we don’t want to disappoint a group who has been looking forward to their sailing experience. A decision to cancel for weather is SOLELY up to the Captain. There is NO NEED to contact us regarding weather. We monitor the weather constantly with several high-end, paid weather subscriptions that aren’t available to the average person. Weather forecasts are made well ahead of the time, and you may have noticed, are often wrong. Therefore, we make go–no-go decisions based on current conditions, including on-board radar. Weather cancellations are rare. If WE view there is a risk, we will look at delaying the departure time, rescheduling the trip if possible, or canceling and providing a full refund. Our Captains are very experienced, spending 10 hours on the water per day, very concerned about safety and will make the calls we need to make. Unless you hear from us, you should plan to be at the marina 15 minutes prior to your departure time. If we need to get in touch with you, we will do just that!