American Sailing schools can be found in destinations around the world and many of them offer learn-to-sail vacation packages. Combine your next trip to a popular destination with an amazing sailing education experience.
British Virgin Islands, Caribbean A Learn-To-Sail Vacation
The BVI provides the perfect mix of hands-on learning, scenic beauty, and plenty of leisure activities, making it an unforgettable destination for both sailors and those looking to enjoy a tropical escape.
Cyclades, Greece A Learn-To-Sail Vacation Mile Builder
We will be navigating the stunning Cyclades island group for a week
in March. This experience will allow you to sail at impressive speeds of 20+ knots under the guidance of two instructors on a French-designed ultra light sailboat.
U.S. Virgin Islands A Learn-To-Sail Vacation
Set sail in the US Virgin Islands with Go Sail Virgin Islands Sailing School. Learn essential sailing skills on a Leopard 44 Catamaran, exploring St. Thomas, St. John, and St. Croix. Enjoy expert instruction, small class sizes, and earn internationally recognized certifications for an unforgettable Caribbean adventure.
9 Days in Barbados A Learn-To-Sail Vacation
Embark on the ultimate sailing adventure with our comprehensive 9-day ASA Liveaboard Monohull Class. This immersive course is designed for aspiring sailors seeking to master the essentials of sailing, with hands-on training and real-world experience. Over the span of a week, you will cover ASA 101, 103, and 104 certifications, ensuring you are well-prepared to handle various sailing conditions and navigate with confidence!
6 Days in Barbados A Learn-To-Sail Vacation
Join Wet & Salty Adventure Sailing School in Barbados for a 6-day intensive liveaboard course combining ASA 103 (Coastal Cruising) and ASA 104 (Bareboat Cruising) to help sailors refine their skills and gain confidence as a skipper. With steady trade winds, deep blue waters, and hands-on training in navigation, anchoring, and passage planning, this Caribbean adventure prepares you for independent cruising and chartering worldwide.
Croatia A Learn-To-Sail Vacation
Navigate Croatia’s breathtaking coastline, where hidden bays, historic cities, and crystal-clear waters await. Indulge in the rich local cuisine as you sail through a perfect blend of adventure, relaxation, and discovery—creating an unforgettable experience on the open sea.
Poros, Greece A Learn-To-Sail Vacation
In summer 2025, Athens Sailing Academy will introduce “Women-only” sailing classes in Greece, offering a unique opportunity for women to learn sailing from a certified female instructor. Enjoy evenings exploring Poros and savoring local Greek cuisine. Begin with our beginner’s week to earn ASA 101 and 103 certifications and advance your skills. Join us for an empowering and unforgettable journey in sailing!
Ionian Sea, Greece A Learn-To-Sail Vacation
Embark on our new catamaran for an unforgettable sailing adventure through the Central Ionian Sea, starting from Lefkas Marina and exploring the breathtaking islands of Ithaka, Kefalonia, Meganisi, Kastos, and Kalamos. Experience crystal-clear waters, stunning coastlines, and a rich blend of history and culture in one of the Mediterranean’s top sailing destinations.
Corfu, Greece A Learn-To-Sail Vacation
Embark on a week-long journey through the enchanting Ionian Sea aboard the well-equipped training vessel, Starlight. Guided by experienced American Sailing-certified instructors, you’ll gain hands-on sailing skills while exploring the breathtaking beauty of Corfu and Paxos islands.
Saronic Gulf, Greece A Learn-To-Sail Vacation
Embark on an unforgettable sailing adventure with Athens Sailing Academy. Situated in the stunning Saronic Gulf near Athens, we offer a comprehensive sailing curriculum against the backdrop of the beautiful blue Aegean Sea. From our home port on the quaint island of Poros, just an hour’s ferry ride from Athens, explore the diverse landscapes of the Southern Peloponnese, Cyclades, Sporades, and Dodecanese islands.
Door County, Wisconsin A Learn-To-Sail Vacation on Lake Michigan
Discover the Ultimate Sailing Experience in Door County
Embark on an unforgettable sailing adventure with Sea Safaris Sailing School in the breathtaking waters of Door County, Wisconsin. Nestled along the shores of Lake Michigan, this Learn-To-Sail Vacation offers a comprehensive sailing curriculum set against the stunning backdrop of rugged limestone bluffs, charming harbor towns, and crystal-clear waters. Departing from our home port in Sturgeon Bay, you’ll explore some of the most scenic cruising grounds in the Midwest, including Egg Harbor, Sister Bay, and Washington Island. Experience hands-on training in navigation, anchoring, and docking while immersing yourself in the beauty and tranquility of Door County’s rich maritime heritage.
British Virgin Islands A Learn-To-Sail Vacation
Join the Ultimate Sailing Experience! Set sail with us in the stunning British Virgin Islands, whether you want your own boat or prefer to share with others. Certified ASA instructors will be on board, guiding you through ASA 103, 104, and 114 certifications (for an additional fee) as you explore one of the world’s best sailing destinations. $3500 per person (double occupancy cabin with private head and shower).