ASA flotilla in the San Juan Islands

ASA flotilla in the San Juan Islands

Flotilla sailing charter vacations bring together a fleet of sailboats, each operating independently with its own crew, along with a lead boat and flotilla leader who knows the local area well. By joining a flotilla, you can enjoy the freedom of skippering your own boat but have comfort in knowing that support and advice are on hand to help with navigation and local weather.

Every year, numerous ASA schools offer sailing flotillas in exotic and spectacular locations around the world. They take sailors of all skill levels where they not only have a great time, but also gain skill and confidence.

What is a flotilla?
A flotilla is a group of charter boats that travel a shared itinerary. A flotilla is led by an expert on the local waters who guides the other captains and their crews every step of the way. Often the captain of each individual boat is at liberty to follow the itinerary as closely or loosely as they desire, meaning you can spend an extra day in a favorite port, find a secluded beach for some impromptu swimming, or stick with the group.

Flotillas really are the best of both worlds: all the freedom of a bareboat charter combined with the comfort and camaraderie of group travel.

Who are flotillas for?
Everyone can enjoy a flotilla. For experienced skippers, flotillas are a fun new challenge, and for relative newcomers, flotilla sailing is a great way to take away the intimidation factor of chartering in unfamiliar waters, while meeting fantastic new people and having an incredible experience they’ll remember all their lives. For many people, attending a flotilla hosted by an ASA school has opened the door for chartering on their own in places like the British Virgin Islands and the Mediterranean.

What I’ll remember most, aside from St. Martin itself, is the tight-knit bond that developed among the group, and particularly within the crews of the individual boats. Sailing with people, and living aboard with them, is a shared experience that you can’t replicate any other way. For me, that’s the greatest value of a flotilla. I can’t wait to do it again!
Islands of Belize, Central America hosted by Belize Sailing Vacations
August 21st - 27th 2022 Starting from $2,695
ASA Flotilla
Sailing with Belize Sailing Vacation's ASA certified instructors & crew offers you the ultimate opportunity to explore the spectacular paradise islands that Belize has to offer, aboard your own private luxury catamaran. Sail daily to new destinations, while your private crew takes care of your every need: preparing & serving gourmet meals & exotic libations, helping you catch fresh lobster & local seafood for your dinner, launching kayaks, taking you on snorkeling excursions, and more!

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ASA Med Sailing - Seychelles Flotilla, Seychelles
October 22nd - 29th 2022 Starting from $1,995
ASA Flotilla
The Seychelles, the Garden of Eden in the middle of the Indian Ocean. These islands are about 1,000 NM off the African coast and NE of Madagascar, but this trip of a lifetime will reward you with unforgettable memories.

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British Virgin Islands, Caribbean hosted by South Coast Sailing Adventures
December 1st - 11th 2022 Starting from $2,195 to $3,395
ASA Flotilla
Discover why the “Christmas Winds” make December in the British Virgin Islands a sailing mecca! There is no better opportunity than our annual flotilla to expand your sailing skills, navigate to idyllic shores, and of course, experience the epitome of vacation perfection. The charm of the BVI’s lies in discovering the unique character of each pristine island in this volcanic archipelago.

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ASA Med Sailing - Turkey Flotilla, Turkey hosted by Whitecaps Sailing
May 27th - June 3rd 2023 Starting from $2,295
ASA Flotilla
Turkey, the mysteries of the Levant! Pashas and harems, Whirling Dervishes, the Bosporus, ruins of antique Greek, Roman and Ephesians cities... the underground chapels and churches in Cappadocia? This country, on the crossroads of the East and the West can also pride itself on some of the nicest sailing waters in the Mediterranean and Med Sailing Adventures had to be there.

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