Offering the Newest, Largest, and only
PRIVATE MONOHULL Sailboats on the Island!


Hilton Head offers some of the most gorgeous sunsets and sunrises you can find anywhere. Besides, the island and its waterways are bestowed with some of the most vivid wildlife. At Anchors Away Sailing Charters, we have created the perfect boat cruises and tours for you to plan your weekends, vacations, outings, and parties on the waters of the Lowcountry. Explore the different services that we have to offer and the different ways we can make your boat cruises and special days even better.

Powerboat Cruises

There are endless attractions in Hilton Head for you, your family, and your friends to explore. Our powerboat cruises provide you with a more exhilarating way to witness everything that the island and the Lowcountry waters have to offer. You can go chasing the sun as it sets, spend the day exploring the region’s waterways and landmarks, relax out there on the pristine waters, or go on an exploration of the region’s local wildlife which includes the bottlenose dolphins. Our Chaparral Suncoast boats are fitted with a powerful 200-HP outboard and are equipped with all the amenities to make your cruises comfortable, convenient, and a delight. Embark on a tour around Pinckney Island and watch dolphins and other wildlife from up close. You can go swimming in the waterways, have fun in the sun, and take a trip to Savannah Port, Savannah River Street, Daufuskie Island, or Beaufort River Street.
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Private Sailing Charters

The unique combination of a mild climate and calm waters around Hilton Head creates the perfect environment for private boat charters any time of the year. Our private sailing charters allow you to go exploring the amazing coastline, get up close with the local wildlife, and enjoy the sunset at a more gradual pace. We offer Caribbean-styled private boat charters with special itineraries enabling you to go exploring the island from the waters unlike anything else. Our sailboats can accommodate up to 6 passengers and you can book them for up to any number of days. Our characters also come with the option to book food and drinks. It is up to you to create your own private yacht charters. You can go sailing out on the ocean and witness the Intracoastal Waterway meets the ocean at the Calibogue Sound. You can further go exploring the famous landmarks in the region including Daufuskie Island and Harbour Town Lighthouse or go dolphin and wildlife watching.
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Bareboat Rentals

Our bareboat rentals enable you to bring your own captain or select one of ours. With these boat rentals, you will have greater options when you want to enjoy the sun, go fishing in the waters, or spend a great time with loved ones exploring the wildlife and engaging in various activities. We have both sailboat and powerboat rental options for you to select based on your preferences. Our sailboat bareboat rentals allow you to enjoy the ocean with a more laid-back and relaxed approach. Choose from our sailboats, the Catalina and Dufour 390, to enjoy a relaxing sail across the pristine waters. Our Monohull sailboats provide optimal comfort and stability. Our powerboat rentals feature the Chaparral Suncoast boats that can allow you to cover greater distances and more attractions in a shorter span of time. Besides exploring the waters and wildlife and enjoying the sun, we are sure you will love the amenities on our powerboats.
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Dolphin Watching Tours

When in Hilton Head, you cannot afford to miss out on the dolphin-watching tours. You can cruise along on an adventure on our sailboat or powerboat and get up close with the Atlantic Bottlenose Dolphins in their natural habitat. Make the most of your wildlife tours of the Lowcountry waters with our dolphin cruises, nature watching, and wildlife watching tours. Our dolphin-watching tours give you the opportunity to watch dolphins play in their natural habitat in the inlets, salt marshes, and waterways. Learn about their social behavior, social structure, feeding habits, and other characteristics. We are sure you and your family will love the elegance, gracefulness, and playful and friendly nature of these magnificent creatures. While you enjoy the company of dolphins and other local wildlife and cruise along the waterways, our covered boat can give you the shade required to keep you cool.
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Boat Sailing Tours

Our boat sailing tours allow you to explore the inviting waterways of Hilton Head, the magnificent ocean and its breeze, the stunning landscapes of the surrounding areas, and the wonderful local wildlife. Our captained and crewed tours give you a wide range of options for exploring the waters of the Lowcountry. We offer sailing cruises and powerboat cruises that offer something more engaging than other tours you can find in the region. Our boat sailing tours also include wildlife-watching tours that take you on the waters and marshes around the island, giving you the opportunity to learn about the local marine wildlife, salt marshes, and tidal creeks. Besides the Atlantic Bottlenose Dolphins, you can also come up close to other wildlife including herons, egrets, bald eagles, and dozens of other species. Our boat sailing tours can be organized on our Catalina sailing yacht and the latest Dufour 390.
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Sunset Boat Cruises

There are very few experiences that can be as beautiful and mesmerizing as watching sunsets on the waters around Hilton Head. Besides the magic created by the myriad of colors including pink, orange, red, and yellow, the sunsets here also often allow you to enjoy the company of the Atlantic bottlenose dolphins and the local wildlife. Our sunset boat cruises provide you with the key to getting out there on the ocean or waterways to witness some of the most stunning sunsets you can experience anywhere. Our sunset cruises take you on a journey where you will experience the breathtaking views of the skyline, the scent of the salty sea air, and the company of the local wildlife. Besides our sunset cruises, you can also choose our morning and afternoon sails. The mild and pleasant climate allows our guests to explore the beauty and vividness of Hilton Head all day long and all year round.
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Sunset Sailing Tours

As twilight paints the Lowcountry sky in fiery hues, embark on a journey of serenity and wonder with Anchors Away's sunset sailing tour. Glide across the tranquil waters, feeling the gentle caress of the ocean breeze as the sun dips below the horizon, casting a warm glow on the barrier islands. Our experienced captain will guide you past iconic landmarks, sharing captivating stories of the region's rich history and folklore. Keep your eyes peeled for playful dolphins leaping alongside the boat, and marvel at the diverse marine life thriving in the surrounding salt marshes. This is more than just a sunset cruise; it's an immersive experience designed to create lasting memories that will forever be etched in your heart. Hilton Head IS AT its most captivating at sunset, and when you choose us for this experience, you know you are selecting the best; we have the latest boast, an attentive crew, and a highly experienced captain at the helm, so you have a relaxed, safe, and thoroughly exciting tour.
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Marriage Proposals

When you propose to your partner to accompany you on a journey of a lifetime, you want the occasion and place to be special. Who doesn't want to create a moment that they can cherish and commemorate for the rest o their life? Our boating cruises give you the opportunity to create just the perfect atmosphere for a marriage proposal. Our sailing cruises allow you to create a private setting. Most of the proposals aboard our vessels take place in front of the beautiful sunsets out on the water. You can make the moment even more special by pampering it with music, flowers, chocolate-covered strawberries, and a video recording of the event. We have the experience and finesse that you will need to elevate the moment. Our team can work closely with you to plan all aspects of the special occasion, ensuring that it is flawless and seamless.
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Weddings or Renewing

When you want to plan your wedding or renew your vows, there are very few other ideas that can be as innovative and stunning as planning it on a boat on the waters of Hilton Head. With us, you’re wedding, or vow renewing can be set up in bright and colorful sunset or sunrise over the waters. Our team can work closely with you to help choose the perfect spot on our sailboat or powerboat. You can say your vows on the pristine waters of Hilton Head while being surrounded by all the vivid colors of nature. You can have a Minister of your choice officiate you’re Wedding or Vow Renewal, or our Licensed Captain / Minister can also handle the duties as a licensed Minister. Whether you want to have a small and private wedding or Vow Renewal with just 6 people or a larger event, we have you covered with our fleet of boats.
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Bachelor/Bachelorette Parties

Bachelor or Bachelorette Parties are best celebrated with some degree of privacy. And what better way exists than organizing your party on one of our customizable sails on the waters around Hilton Head? Bring along your close friends to have the party of a lifetime before you tie the knot with your special someone. We have managed hundreds of Bachelor and Bachelorette Parties and can help plan the occasion to your preferences. The occasion usually involves sailing for a while before anchoring and allowing the party to swim or float with the help of inflatables. As with other events, we want the party to be your big day. So, our team will work closely with you to help plan and bring your ideas to life. You can also have your party taken out into the ocean for a sail or go exploring the local wildlife.
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If you want to learn more about our services and want to plan your boating tour, sunset cruise, wildlife-watching tour, wedding, or other parties on the waters around Hilton Head, feel free to contact us. You can reach us at 843-278-9553 or write to us.