Sailing Schools in the Caribbean
Narrow your search:
19 search results
LTD Sailing
Lance aux Epines, Grenada
LTD Sailing, located at Prickly Bay Marina in Lance aux Epines, Grenada, offers a relaxed Caribbean sailing experience with a focus on personalized learning. Their courses include 7 and 10 day Cruise and Learn vacations, as well as private certification courses on modern monohull and catamaran boats. The school is dedicated to providing friendly service and top-quality vessels, allowing students to enjoy beautiful trade wind sailing, stunning anchorages, and authentic local provisioning, all in the heart of the Grenadines.

Wet & Salty Adventure Sailing School
St Michael, Barbados
Wet & Salty Adventure Sailing School is located at the Barbados Cruising Club in Carlisle Bay, St Michael. Situated in the heart of Barbados, the school offers a relaxed setting for learning to sail amidst stunning Caribbean scenery. With a focus on safety and enjoyment, it provides a variety of courses and liveaboard experiences that suit all skill levels, set against the backdrop of ideal sailing conditions and warm waters.

First Reef Sailing
St. Thomas, VI, US Virgin Islands
First Reef Sailing is located at American Yacht Harbor in St. Thomas, USVI. The school offers a welcoming environment for sailing enthusiasts of all levels, with experienced instructors guiding students through a variety of ASA certification courses. Students can enjoy learning on modern, comfortable yachts while exploring the beautiful waters surrounding the Virgin Islands. The team is dedicated to providing a relaxed, comprehensive learning experience that emphasizes understanding key sailing concepts and building confidence for future adventures on the water.

iYacht Club
St Thomas, US Virgin Islands
Situated in St. Thomas, iyachtclub offers a relaxed and personalized sailing experience in the Caribbean's vibrant waters. As locals, they craft tailored itineraries that highlight the best spots in the U.S. and British Virgin Islands, ensuring guests enjoy activities like snorkeling, scuba diving, fishing, and exploring onshore. With experienced instructors like Captain Steve, who emphasizes hands-on learning in a laid-back style, visitors can build confidence and skills at their own pace while soaking in the beauty and freedom of sailing in this stunning region.

Second Star Sailing Caribbean
Jolly Harbour, Antigua and Barbuda
Experience Caribbean sailing with Second Star Sailing from our base in Jolly Harbour, Antigua. We offer RYA courses such as Competent Crew and Day Skipper, perfect for learning in the beautiful, warm waters of the Caribbean. Our aim is to provide a friendly, professional, and memorable sailing education.

Nautilus Sailing - Bahamas
New Providence, Bahamas
Nautilus Sailing is located in Nassau, Bahamas, offering live-aboard sailing courses in the stunning Exumas island chain. Students can enjoy learning on the latest catamarans and monohulls while experiencing the area's shallow waters, white sandy beaches, and vibrant reefs. With easy access from the United States, it’s a perfect spot for those looking to combine education with the tranquility of the Bahamas.

TMM Yacht Charters
Tortola, British Virgin Islands
TMM Yacht Charters specializes in charter courses, allowing students to rent a yacht and have an instructor onboard while exploring the stunning sailing conditions of the British Virgin Islands. Their courses are designed to make the most of the area's beautiful waters and relaxed atmosphere, providing a practical and enjoyable learning experience in a scenic setting.
Sistership Sailing School
British Virgin Islands, Caribbean
Sistership Sailing School is situated in the stunning British Virgin Islands, a place renowned as the sailing capital of the world. The school specializes in ASA courses designed for women, couples, and families, with experienced women instructors who are well-versed in the local waters and charter industry. Their focus is on providing a safe, enjoyable environment where students can build confidence and skills, preparing for their first charter adventure. The team emphasizes education, safety, and a supportive atmosphere, ensuring that everyone has a memorable and stress-free sailing experience in the beautiful Caribbean setting.

Barefoot Offshore Sailing School (BOSS)
Kingstown, Saint Vincent and the Grenadines
Barefoot Offshore Sailing School (B.O.S.S.) has been a prominent presence in the southeastern Caribbean for over 20 years, making it one of the most established ASA sailing schools in the region. Located in the beautiful waters of St Vincent & The Grenadines, it offers a variety of hands-on, live-aboard courses on both catamarans and monohulls throughout the year. The school benefits from its founders' deep local knowledge and experience, providing students with an authentic sailing experience amid stunning island scenery. Whether you're a beginner or an experienced sailor seeking certification or offshore adventures, B.O.S.S. offers options like ocean crossings, offshore passages, ASA flotillas, singlehanded sailing, and safety at sea mentoring, all designed to enhance sailing skills in a relaxed Caribbean setting.

Horizon Sailing School
Tortola, British Virgin Islands
Horizon Sailing School is located at Nanny Cay Marina in Tortola, within the British Virgin Islands. It offers a relaxed and scenic setting for learning to sail, with courses suitable for all levels of experience. The school provides ASA-certified instruction aboard high-quality yachts, allowing students to enjoy the stunning Caribbean waters while gaining the skills and confidence to sail independently. Students can explore nearby islands, beaches, and local spots as part of their sailing journey, making for a memorable and educational vacation.

Ship Shape Sailing School
Freshwater Bay, Barbados
Ship Shape Sailing School is located in the beautiful waters of Barbados, offering a relaxed and welcoming environment for sailors of all levels. With access to a variety of sailing conditions right at their doorstep, the school provides a range of customized courses using an extensive fleet of vessels. Their team of experienced instructors is dedicated to making learning fun and safe, whether you're just starting out, looking to improve your skills, or seeking certification. The school’s approach focuses on providing practical knowledge and confidence to help students enjoy sailing in the Caribbean’s stunning surroundings.
SeaTrek BVI
Tortola, British Virgin Islands
SeaTrek is a summer camp located in Tortola in the British Virgin Islands. It offers a tropical adventure experience for junior high, high school, and college students, focusing on sailing, scuba diving, marine science, and outdoor exploration. Students live onboard spacious 48-foot catamarans equipped with modern safety gear and technology, gaining hands-on skills in sailing and diving while learning about the vibrant marine environment of the Caribbean. The program emphasizes adventure, leadership, and personal growth, with opportunities for marine biology, community service, and academic credits, making it an engaging and educational summer at sea.

Nautilus Sailing - Grenada
St. Georges, Grenada
Nautilus Sailing is based in the beautiful waters of Grenada, offering premium live-aboard sailing courses in the Caribbean’s stunning Grenadines. Located in St. Georges, the school provides learners with the opportunity to explore volcanic islands, white sand beaches, and clear azure waters while gaining sailing skills. Their courses are conducted on modern catamarans and monohulls, with experienced instructors guiding students through the cruising lifestyle in this vibrant and welcoming region.

Black Rock Sailing School
St Thomas, US Virgin Islands
Black Rock Sailing School in St. Thomas offers a comprehensive and relaxed approach to learning how to sail in the stunning U.S. Virgin Islands. With experienced staff who have been living and sailing in these waters since 1995, students have the opportunity to earn ASA certifications through careful, thorough instruction. The school’s programs include single and combination courses that emphasize practical skills, safety, and confidence on the water, all while allowing plenty of time for exploring the beautiful islands, snorkeling, diving, or simply relaxing ashore.


Ondeck Antigua
English Harbour, Antigua and Barbuda
Join us at Ondeck Sailing in Antigua's historic English Harbour for a comprehensive range of RYA courses, from beginner levels right through to Yachtmaster Ocean. We also offer STCW and Boatmaster programs, and if you're keen on racing, you can even join our teams for major Caribbean regattas. It's a vibrant place to learn and get deeply involved in sailing.


Grenada Bluewater Sailing
St. George's, Grenada
At Grenada Bluewater Sailing, we provide practical RYA courses for all abilities, right through to Yachtmaster, from our base in beautiful Grenada. We believe in straightforward, real world training in the fantastic Caribbean conditions. Whether you are learning the basics, building miles, or just want to enjoy the water, we offer a friendly and seamanship focused environment.

Top Tier Sailing School
Tortola, British Virgin Islands
Top Tier Sailing School is located at Penn's Landing Marina on Blackburn Highway in Parham Town, Tortola, within the British Virgin Islands. Surrounded by the stunning scenery of the Caribbean, the school offers a range of sailing courses designed for all skill levels. Participants can enjoy hands-on training aboard a spacious 44-foot catamaran, with courses that cover everything from basic sailing techniques to advanced certifications. The school’s friendly staff and beautiful seaside setting make it an ideal place to learn, practice, and enjoy sailing amidst the islands’ picturesque anchorages and vibrant local culture.

Virgin Island Sailing School
St Thomas, US Virgin Islands
Located in the Caribbean, the Virgin Island Sailing School offers a relaxed sailing experience with water temperatures ranging from 78 to 82 degrees and similar air temperatures, complemented by consistent breezes of 10 to 15 knots throughout most of the year. Based in St. Thomas, the school often explores the nearby Virgin Islands, taking advantage of the many islands and protected waters that make for smooth, fast sailing. With small class sizes limited to six students, participants are paired with experienced instructors to ensure personalized attention. The courses typically last between five and eight days and are designed for a range of skill levels, from beginners seeking certification to seasoned sailors aiming to cross oceans. Students spend their days sailing, swimming, snorkeling, and exploring the islands, experiencing the adventure firsthand while learning the essentials of sailing.

Go Sail – Virgin Islands
St. Thomas, VI, US Virgin Islands
Sailing conditions in the Virgin Islands are truly ideal, offering calm seas and consistent breezes year-round. Go Sail Virgin Islands is situated on St. Thomas and provides a relaxed environment where sailors can enjoy bareboat certification courses amid beautiful turquoise waters and warm temperatures. The location’s close proximity to the airport and its less crowded surroundings make it a convenient and peaceful spot for both beginners and seasoned sailors to learn and explore. With opportunities for snorkeling, swimming, and discovering vibrant marine life, it’s a perfect destination for those looking to combine sailing with adventure and relaxation.
Frequently Asked Questions
There are currently 19 schools in Caribbean. Each of these schools is a certified training center, meeting rigorous international standards for safety, equipment, and instructor expertise.
Yes, there are RYA-certified sailing schools in Caribbean. RYA (Royal Yachting Association) certifications are internationally recognized and often required by yacht charter companies as proof of competence.
Yes, there are ASA-affiliated schools in Caribbean offering a range of sailing certifications. ASA (American Sailing Association) courses follow a proven curriculum designed to take you from a complete beginner to a confident coastal cruiser.
In Caribbean, major certifications are available. These programs provide a structured learning path, allowing you to build your skills progressively and earn licenses that are valid for international bareboat charters.
Yes, several schools in Caribbean offer Competent Crew and Day Skipper courses. Competent Crew is the ideal starting point for beginners to learn the basics of life on board, while Day Skipper is the first step toward taking command of your own vessel.
