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.
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!
U.S. Virgin Islands A Learn-To-Sail Vacation
Set sail in one of the world’s premier cruising grounds—the U.S. Virgin Islands. This immersive, week-long sailing course combines world-class instruction with an unforgettable vacation. With small class sizes and award-winning ASA-certified instructors, you’ll earn your bareboat charter certifications while exploring crystal-clear waters, stunning beaches, and vibrant island culture aboard a luxury catamaran.
Corfu & Paxos Islands, 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.
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.
British Virgin Islands A Learn-To-Sail Vacation
Set sail on a 7-day learn-to-sail vacation in the stunning British Virgin Islands with Go Sail Virgin Islands. Earn ASA 103, 104, 114, and the International Proficiency Certificate (IPC) while exploring top island destinations aboard a luxury catamaran. With award-winning instructors, small class sizes, and hands-on training, this unforgettable sailing experience combines world-class education with adventure, relaxation, and island-hopping fun.
Traverse City, MI A Learn-To-Sail Vacation
Experience an unforgettable Learn-to-Sail Vacation with Great Lakes Sailing Co in the crystal-clear waters of Grand Traverse Bay, Michigan. Offered June 12–17 & August 14–19, 2025, this 4–6 day program includes ASA 101 & 103 certifications aboard premium sailboats like the Hunter 31 and Jeanneau 349. Enjoy hands-on training, stunning scenery, and the option for a 2-day cruising adventure to nearby islands—perfect for couples, families, or anyone ready to learn and explore.
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
Join Sea Safaris Sailing School for an unforgettable Learn-to-Sail Vacation in beautiful Door County, Wisconsin. Departing from Sturgeon Bay, you’ll explore scenic harbors like Egg Harbor and Sister Bay while learning navigation, anchoring, and docking on the crystal-clear waters of Lake Michigan. Experience hands-on training surrounded by charming towns and dramatic limestone bluffs.
St. Petersburg, Florida A Learn-To-Sail Vacation
Set sail in St. Petersburg, Florida, and experience the perfect blend of adventure and relaxation. Enjoy stunning waterfront views, ideal sailing conditions, and vibrant local attractions like beaches, museums, and lively downtown spots. Whether you’re exploring Tampa Bay, cruising to Gulfport, or learning to sail with Intelligent Sailing, this personalized experience is your gateway to the ultimate sailing vacation.
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).