Experience

LEARN TO SAIL VACATIONS

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.

US Virgin Islands A Learn-To-Sail Vacation

Go Sail Virgin Islands
Availability : Nov 2023 - Jul 2024
101 / 103 / 104 / 106 / 114 / 118

Experience the ultimate sailing charters for groups with tailor-made vacations that cater to your desires. Our local Sailing Virgin Island Captain ensures you get the most out of your journey, offering sailing school, thrilling adventures, snorkeling, island exploration, beach escapades, and delightful local restaurant experiences.

From$3,625
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Abaco Island, Bahamas A Learn-To-Sail Vacation

Vagabonde Sailing Adventures
Availability : Nov 2023 - June 2024
101 / 103 / 104 / 105 / 106 / 114

Welcome aboard the renowned ‘La Vagabonde,’ the 48 ft performance catamaran, which has captured hearts worldwide through the adventures of Elayna, Riley, and their kids on the YouTube channel ‘Sailing La Vagabonde.’ Crafted by renowned French builders Outremer, this seaworthy vessel has conquered multiple ocean crossings, proving its mettle on the high seas.

From$2,500
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Islands of Belize, Central America A Learn-To-Sail Vacation

Belize Sailing Vacations
Availability : Jan / Apr / May / Jun / Jul / Nov / Dec 2024
101 / 103 / 104 / 105 / 106 / 114

Belize’s sailing experience extends beyond the sea, offering captivating inland ventures. With BSV’s fully crewed catamarans, guests enjoy the ultimate all-inclusive charter, accessing the world’s largest living barrier reef and remote sites.

From$2,795
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BVIs and Leeward Islands, The Caribbean A Learn-To-Sail-Vacation For Young Adults

Sail Caribbean
Availability : January 2 - January 14, 2024
101 / 103 / 104

Sail Caribbean stands as a pioneering organization offering dynamic sailing programs tailored for teenagers and young adults. During this Echo live aboard course, students will embark on an unforgettable journey through the stunning British Virgin Islands and the captivating Leeward Islands, an immersive experience designed to cultivate teamwork and leadership through the art of advanced sailing.

From$5,795
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BVIs, The Caribbean A Learn-To-Sail-Vacation

Pudget Sound Sailing Institute
Availability : February 25 - March 3, 2024
103 / 104 / 114

The British Virgin Islands (BVIs) offer an incredible environment for learning to sail with ideal wind conditions, protected waters and beautiful scenery. With consistent trade winds nearly year-round, the BVIs are perfect for both beginners and experienced sailors alike, providing a safe and enjoyable environment to both learn the basics or refine your sailing skills.

From$4,965
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Tahiti, French Polynesia A Learn-To-Sail Vacation

Nautilus Sailing
Availability : Apr - Nov 2024
101 / 103 / 104 / 114

This is a unique opportunity to gain experience in a more “advanced” cruising and charter destination, as you get the opportunity to do offshore passages between islands in open ocean swells and conditions.

From$6,975
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Enjoy serene blue backgrounds and gorgeous Grecian views while learning to sail with Whitecaps Sailing School

Greece, The Mediterranean A Learn-To-Sail Vacation

Whitecaps Sailing
Availability : April - October 2024
101 / 103 / 104 / 114

Greece offers an idyllic setting for those wanting to learn to sail, with its rich maritime history, crystal-clear waters and diverse sailing conditions. The Greek islands, scattered throughout the Aegean and Ionian Seas, provide a stunning backdrop for sailing education, with their picturesque landscapes, charming villages and secluded coves.

From$3,950
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Croatia, Mediterranean A Learn-To-Sail Vacation

Sailing Virgins
Availability : Jul / Aug / Sep 2024
101 / 103 / 104 / 106 / 114 / 118

Sailing Virgins is tailored for those with a taste for adventure, offering an experience that flawlessly blends sailing education, thrilling escapades, and social camaraderie. Our courses adopt a dynamic, hands-on teaching style, imparting students with tangible sailing abilities while creating indelible memories during their vacation.

From$3,000
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Grenada, Caribbean A Learn-To-Sail Vacation

LTD Sailing
Availability : Jul / Aug / Sep 2024
101 / 103 / 104 / 106 / 111 / 114

Grenada has some of the best sailing conditions in the world, year round, thanks to the Trade Winds! LTD Sailing creates a fully immersive Cruise & Learn experience for you. We provision our trips with local food and drinks, we are expert sailors who know the area well, and more importantly we want you to love sailing as much as we do!

From$2,845
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