ASA School Flotillas

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!
March 5th - 12th 2017 Starting from $1,700
ASA Flotilla
This is a special trip that takes place in the beautiful Exuma Cays in The Bahamas. Sail your own 21 foot Sea Pearl sailboat, a small twin masted flat bottomed boat designed to sail in shallow water. Spend the days weaving amongst tiny cays and past beautiful beaches while gazing at the sea floor though the crystal clear waters of The Bahamas. Spend your nights star gazing, hanging around the campfire and sleeping in your own tent on deserted island beaches!

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June 10th - 24th 2017 Starting from $1,000
ASA Flotilla
Sail the breathtaking Dalmatian Coast of Croatia! Let us book a yacht for your friends and family and follow the other yachts in the flotilla, or book a cabin on a shared flotilla yacht. We mix and match crew members according to their sailing experience, shared interests and personal chemistry.

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June 23rd - 30th 2017 Starting from $1,116
ASA Flotilla
Departing from Bellingham, Washington, we sail the protected waters of the Salish Sea to the city of Victoria BC, tying up at famous Empress Hotel in the heart of the city. Enroute we anchor at secluded Lopez Island for hiking & exploring. We return by way of Friday Harbor on San Juan Island & the sparkling Rosario Resort on Orcas Island. A raft-up & beach barbecue on Lummi Island are also in store. Weather is generally mild in June, with little rain. Limited to 12 boats and books up early. Come sail with us!

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July 1st - 7th 2017 Starting from from $950
ASA Flotilla
Relax and enjoy our one week flotilla sailing around some of the Canary Islands best loved and stunning locations. Visit Tenerife, Lanzarote, Fuerteventura, Gran Canaria, La Gomera and more. The days can be long, the winds can be challenging but our cruises are very popular and will give you a great sense of achievement. You can come on one of our skippered boats, or charter a boat and join the flotilla.

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July 8th - 14th 2017 Starting from from $950
ASA Flotilla
Our one week cruise will enable you to explore the peaceful and stunning western Canary Islands. Visit Tenerife north, La Palma, El Hierr, La Gomera, and more. The days can be long, the winds can be challenging but our skippered cruises are very popular and will give you not only a fantastic adventure but an awesome sense of achievement.

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