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!
August 21st - 27th 2021 Starting from $2,595
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!

More Information

September 4th - 11th 2021 Starting from $1,750
ASA Flotilla
One of ASA's most popular flotillas. Visit the central Dalmatian islands of Solta, Vis, Hvar and Brac. Experience the great sailing waters of Croatia, the fascinating culture and history, drop the hook in secluded anchorages, visit charming fishing villages and historic cities and discover gastronomic delights and local wines.

More Information

September 18th - 25th 2021 Starting from $1,750
ASA Flotilla
Sail with Capt. Jean & "Admiral" Mila from "Games of Thrones" Dubrovnik to the walled medieval city of Korcula, home of Marco Polo. Enjoy fabulous food and excellent local wines and share the fellowship of sailing with new friends.

More Information

September 25th - October 2nd 2021 Starting from $1,750
ASA Flotilla
Sail from historic "Games of Thrones" Dubrovnik to the neighboring country of Montenegro. Montenegro is still undiscovered by most American sailors and we will show you the amazing beauty of the Bay of Kotor, the largest fjord-like bay in southern Europe.

More Information

October 23rd - 30th 2021 Starting from $2,150
ASA Flotilla
Discover the original Garden of Eden in The Seychelles. The Seychelles are a remote archipelago in the Indian Ocean, NW of Madagascar. It is truly a nature paradise with unique flora, like he Coco de Mer palms, and fauna, like the huge land tortoises. Many snorkeling opportunities in colorful coral reefs, anchoring in quiet "Anses" or bays, great Creole food that is a fusion of European, African and Asian cuisines.

More Information

December 2nd - 12th 2021 Starting from $2,000
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.

More Information