TOP 10 Luxury sailing vacations in Charleston, South Carolina

Sail Folly is a premier travel agency located in Charleston, South Carolina, offering unforgettable catamaran sail and power boat tours. Our experienced captains will guide you through the beautiful waters of Folly Beach, providing a unique and thrilling experience for all who embark on our tours. Whether you're seeking a relaxing sunset sail or an adventurous day out on the water, Sail Folly has something for everyone. Join us at 97 Center Street and let us show you the beauty of the South Carolina coast from a whole new perspective.

Charleston Sailboat Charters is a school and travel agency located at 33 Lockwood Drive in Charleston, South Carolina, United States. Founded in 2015 by Captain Jay Keeney, the institution offers private and public sailboat tours for those looking to experience Charleston from the water. With a maximum of 6 guests per tour, guests can enjoy views of landmarks such as the Historic District, Fort Sumter, and the Ravenel Bridge. Relax and watch dolphins from a safe distance, or enjoy a sunset cruise with drinks and snacks on board. Private chef services are also available for a personalized dining experience. Whether you're a local or a visitor, Charleston Sailboat Charters offers a unique and unforgettable way to explore the Charleston Harbor.

SoulShine Charters Charleston is a premier travel agency located in the beautiful city of Charleston, South Carolina. Situated at 33 Lockwood Drive, this institution offers unforgettable charter experiences for those looking to explore the stunning waters surrounding the area. Whether you're interested in a relaxing day of fishing, a romantic sunset cruise, or a thrilling adventure on the open sea, SoulShine Charters Charleston has something for everyone. Their experienced and friendly staff are dedicated to providing top-notch service and ensuring that every guest has a truly memorable and enjoyable experience. Book your next charter with SoulShine Charters Charleston and let your soul shine bright on the waters of Charleston.

Blueprint Yachting: Charleston Private Yacht Charters is a premier travel agency located at 1010 Tidewater Road in North Charleston, South Carolina, United States. We specialize in providing private yacht charters on our beautiful 36 ft Beneteau First 36.7 yacht, perfect for up to 6 guests. Whether you're looking for a relaxing cruise or an evening sail to enjoy breathtaking sunset views, our experienced captain and crew are here to ensure your experience is nothing short of exceptional. With a focus on hospitality and professionalism, we strive to make every moment of your charter memorable. Contact us at (919) 985-6707 to book your last minute charter and let us take care of the rest. Your dream sailing adventure awaits with Blueprint Yachting.

Charleston Classic Yachts is a premier travel agency located at 17 Lockwood Drive in Charleston, South Carolina. Specializing in luxury yacht charters and sailing excursions, we offer unforgettable experiences on the beautiful waters of the Charleston harbor. Our fleet of classic yachts provides a unique and elegant way to explore the Lowcountry, whether you're looking for a romantic sunset cruise, a private party venue, or a team-building corporate event. Let us help you create lasting memories on the water with Charleston Classic Yachts.

Resilience Sailing Charters is a premier travel agency located in Charleston, South Carolina. Situated at 33 Lockwood Drive, this institution specializes in providing unique and unforgettable sailing experiences for all types of travelers. Whether you are looking for a relaxing sunset cruise or a thrilling adventure on the open sea, Resilience Sailing Charters has something for everyone. With experienced captains and top-of-the-line vessels, you can trust that your journey will be safe, enjoyable, and filled with memories that will last a lifetime. Book your next sailing excursion with Resilience Sailing Charters and embark on the voyage of a lifetime.

Charleston Classic Sailing is a premier travel agency located at 24 Patriots Point Road in Mount Pleasant, South Carolina. Specializing in classic sailing experiences, they offer a unique and unforgettable way to explore the beautiful waters of Charleston. Whether you're looking for a relaxing day on the water or a thrilling sailing adventure, Charleston Classic Sailing has something for everyone. Their experienced crew and stunning fleet of classic sailboats ensure that your experience will be both safe and enjoyable. Book your sailing trip with Charleston Classic Sailing today and discover the beauty of Charleston from a whole new perspective.

OM Sailing Charters is a premier travel agency located at 24 Patriots Point Road in Mount Pleasant, South Carolina. Specializing in private sailing tours and eco tours in Charleston, SC, OM offers a unique and luxurious sailing experience on their fast and beautiful 2005 Leopard 43′ Catamaran Sailboat. With unmatched size, beauty, comfort, and speed, OM is the perfect choice for a Charleston Harbor Cruise. Guests can enjoy 360 degrees of visibility from the double helm seat, a hardtop bimini for shade, walk-through access to swim platforms, a large drop leaf table, and plenty of seating in the cockpit. Whether you're looking for family fun, yacht parties, sunset cruises, marriage proposals, bachelor or bachelorette parties, or corporate team building, OM Sailing Charters has something for everyone.

Charleston Sailing Charters LLC offers a premier sailing experience in Charleston, South Carolina. Located at 17 Lockwood Drive, our institution provides sailing adventures on our three luxurious yachts: Fate, Kismet, and Mystique. Enjoy a morning sail on calm waters, perfect for dolphin sightings. Bring your own brunch or catered options are available through Caviar and Bananas. Afternoon sails offer stronger winds for a more exhilarating experience.

Odyssey Sail And Power Charters is a premier travel agency located in Charleston, South Carolina. We offer a wide range of sail and power charters for those looking to explore the beautiful waters of the South Carolina coast. Whether you're a seasoned sailor or a first-time adventurer, our experienced crew will ensure a safe and unforgettable experience on the water. Come sail with us and discover the magic of the Lowcountry from a whole new perspective. Visit us at 33 Lockwood Drive and embark on the voyage of a lifetime with Odyssey Sail And Power Charters.

All In One Charters is a premier travel agency located in the heart of Charleston, South Carolina. We specialize in providing all-inclusive charter experiences for those looking to explore the beautiful waters of the Lowcountry. Our experienced captains and crew are dedicated to ensuring a memorable and enjoyable experience for all our guests. Whether you're interested in fishing, sightseeing, or simply relaxing on the water, All In One Charters has a package that will suit your needs. Visit us at 119 Spring Street and let us help you plan your next unforgettable adventure on the waters of Charleston.

Keelforce Sailing Charters is located in Charleston, South Carolina, offering premier boating services and experiences. Our charters are captained by local crews, ensuring a smooth sailing experience whether you're looking for a thrilling race or a relaxing sunset cruise. Beyond storage, we offer a Vessel Valet service at multiple yacht clubs in Charleston, making your boating experience hassle-free. As an Authorized Mercury Repower Center, we provide top-notch performance, technology, and support for your vessel. Discover the simplicity and convenience of Keelforce Sailing Charters with our state-of-the-art mobile app. Experience the best of Charleston harbor with us.

Located at 4491 Mineola Avenue in Little River, South Carolina, The Big "M" Casino is a premier casino and tourist attraction in the United States. Unfortunately, the PM cruise on April 4th has been cancelled due to rough seas and high winds, but Ship I is still sailing its regular schedule while Ship II is on dry dock. As South Carolina's only casino with two luxury yachts, The Big "M" Casino pays out an impressive average of $383,000 a week. With always double slot points for cash back, visitors can enjoy a thrilling experience and potentially win big money.

East Islands Rentals is a luxury real estate and travel agency located at 29 J C Long Boulevard on the beautiful Isle of Palms in South Carolina, United States. Specializing in upscale vacation rentals and real estate, East Islands Rentals offers a variety of beach house rentals and mansions with private pools, hot tubs, and stunning ocean views. With over 20 properties to choose from, guests are sure to find the perfect getaway for family vacations or group retreats. Each Isle of Palms vacation rental is uniquely designed and located near the beach and Ocean Boulevard, providing a relaxing and luxurious escape for guests. Ranging from 3 to 11 bedrooms, these properties are ideal for families or groups looking for a comfortable and upscale accommodation. Whether you're looking to relax by the pool, explore the local beaches, or enjoy water sports like sailing and kayaking, there are plenty of activities to keep you entertained during your stay.

Water Music Charters is a premier travel agency located in Folly Beach, South Carolina, offering private charters for unforgettable adventures in Charleston and beyond. Whether you're looking for a relaxing sunset sail or an exciting dolphin-watching excursion, Captain Greg and his team are dedicated to providing a top-notch experience for all guests. The well-maintained boat offers stunning views of the coastline and wildlife, making it a highlight of any trip to the area. Book your private charter with Water Music Charters today and embark on a truly memorable journey on the waters of South Carolina."

Searenity Charters is a premier school and travel agency located at 33 Lockwood Drive in Charleston, South Carolina, United States. Specializing in maritime education and luxury yacht charters, Searenity Charters offers a unique opportunity to learn sailing skills while exploring the beautiful waters of the Charleston area. Whether you are a novice looking to learn the ropes or an experienced sailor seeking a memorable adventure, Searenity Charters has something for everyone. Join us for an unforgettable experience on the water!

Shellback Cruises is a premier travel agency located at 2131 Westrivers Road in Charleston, South Carolina. Specializing in organizing unforgettable cruise experiences, Shellback Cruises offers a wide range of cruise options to various destinations around the world. From luxury ocean liners to adventurous expedition cruises, there is something for every type of traveler. With a team of experienced and knowledgeable travel experts, Shellback Cruises ensures that every detail of your cruise is taken care of, allowing you to relax and enjoy your vacation to the fullest. Book your next cruise adventure with Shellback Cruises and set sail for an unforgettable journey on the high seas.

Schooner Pride is a renowned travel agency located in Charleston, South Carolina. Situated at 360 Concord Street, this institution offers unforgettable sailing experiences aboard their beautiful schooner. With expert crew members and stunning views of the Charleston Harbor, Schooner Pride provides a unique and memorable way to explore the city and its surrounding waters. Whether you're looking for a relaxing sunset cruise or a private charter for a special event, Schooner Pride has something for everyone. Immerse yourself in the beauty of Charleston and make lasting memories with Schooner Pride.

The Co-Op Boat Charters is a premier travel agency located at 33 Lockwood Drive in Charleston, South Carolina. We specialize in providing luxurious and unforgettable boat charters for our clients to explore the stunning waters of the South Carolina coast. Our experienced and knowledgeable staff are dedicated to creating customized experiences for each guest, ensuring a one-of-a-kind adventure on the water. Whether you're looking for a relaxing sunset cruise or an exciting deep-sea fishing excursion, The Co-Op Boat Charters has you covered. Book your next nautical adventure with us and discover the beauty of Charleston from a whole new perspective.

Direction Yacht Charters is a premier travel agency located at 33 Lockwood Drive in Charleston, South Carolina. Specializing in luxury yacht charters, we offer unparalleled experiences on the water for our clients. Whether you are looking for a romantic sunset cruise, a family vacation on the open sea, or a corporate retreat with a touch of elegance, our team of experts will help you plan the perfect voyage. With a fleet of top-of-the-line yachts and experienced crew members, Direction Yacht Charters ensures a seamless and memorable sailing experience. Contact us today to start planning your next adventure on the beautiful waters of Charleston, South Carolina.

Deacon Blue Cruise and Charter is a premier travel agency located at 56 Ashley Point Drive in Charleston, South Carolina. We specialize in providing luxurious and unforgettable cruise experiences for our clients. Whether you're looking for a relaxing getaway or an adventurous expedition, our experienced team is dedicated to creating the perfect vacation tailored to your needs. With a wide range of destinations and packages to choose from, Deacon Blue Cruise and Charter is your go-to agency for all your cruising needs. Book with us today and set sail on the journey of a lifetime.

Ducworth Charters is a premier charter service located at 934 Stillwater Drive in Charleston, South Carolina. Offering a wide range of luxury yacht charters and fishing excursions, Ducworth Charters provides the ultimate experience for those looking to explore the beautiful waters of the Lowcountry. With experienced captains and top-of-the-line vessels, guests can enjoy a personalized and unforgettable adventure on the water. Whether you're looking for a relaxing sunset cruise or an exciting deep-sea fishing trip, Ducworth Charters has something for everyone. Book your charter today and discover the magic of Charleston from a whole new perspective.

Carefree Boat Club is a premier boating institution located at 101 River Landing Drive in Charleston, South Carolina. As a school dedicated to providing top-notch boating experiences, we offer a hassle-free alternative to boat ownership. Members can enjoy unlimited access to a fleet of boats, professional training, and exclusive events. Whether you're a seasoned sailor or a beginner looking to learn the ropes, Carefree Boat Club is the perfect place to enjoy the freedom of the open water without the stress of ownership. Join us and experience the joy of boating in Charleston like never before.