What is a Flotilla?

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

What is a flotilla?

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.

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. They provide a way for sailors to meet fantastic new people and have an incredible experience they’ll remember all their lives. For many, attending a flotilla has given them the confidence to go chartering on their own.
What I’ll remember most, aside from St. Martin itself, is the tight-knit bond that developed among the group, 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!

UPCOMING FLOTILLAS

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.
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MAR 28 • 4:30 PM PT

How To Buy An Offshore Cruising Boat

An online class about the ins and outs of boat buying and insurance in today’s market.
Sailboat Racing

APR 2023

North U Racing Tactics Seminars

Learn the strategy & tactics you need to finish on the podium at an in-person seminar near you.
North U Sail Trim Seminar

APR/MAY 2023

North U Sail Trim Seminars

Learn how to sail faster at an in-person seminar near you.
North U Sail Trim Seminar

APR 3 & 4 • Bellingham, WA

North U Sail Trim Seminar

Learn how to sail faster upwind & downwind at this in-person seminar.
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APR 4 • 4:30 PM PT

Symmetric Spinnaker Trim

An online class about how to optimize download performance with symmetric spinnakers.
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APR 11 • 4:30 PM PT

Intro To Dinghies & outboards

Presented by Lisa & Andy Batchelor, authors of “GOING ASHORE MADE EASY, Textbook”.
Sailboat Racing

SAT APR 15 • Nepean, ON

North U Racing Tactics Seminar

An in-person seminar that teaches you the strategy and tactics you need to finish on the podium.
Sailboat Racing

SAT APR 29 • Denver, CO

North U Racing Tactics Seminar

An in-person seminar that teaches you the strategy and tactics you need to finish on the podium.
North U Sail Trim Seminar

SUN APR 30 • EUGENE, OR

North U Sail Trim Seminar

Learn how to sail faster upwind & downwind at this in-person seminar.
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MAY 2 • 4:30 PM PT

Asymmetric Spinnaker Trim

An online class about how to optimize download performance with asymmetric spinnakers.
North U Sail Trim Seminar

SAT MAY 6 • FLATHEAD, MT

North U Sail Trim Seminar

Learn how to sail faster upwind & downwind at this in-person seminar.
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MAY 3-7 • ANNAPOLIS, MD

North U Regatta Experience

Join us for two days of on-the-water clinics, plus three days of racing in the Sailing World Regatta.

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MAY 2023

Turkey, Mediterranean

This will be our third year sailing the Gulf of Fethiye, a huge expansion of protected waters.
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JUN 2023

BVI, Caribbean

Warm island sun and the lazy days of summer call for a getaway like no other.
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JUN 2023

Greece, Mediterranean

Charter a boat, join the flotilla, and sail the idyllic waters near Corfu.
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JUN 2023

The Ionian Sea, Mediterranean

A stunning part of the Mediterranean with sheltered islands, crystal clear waters and steady winds.
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JUN 13 • 4:30 PM PT

Intro to Short-Handed Sailing

Learn short-handed sailing strategies to safely navigate your next voyage.
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JUN 2023

San Juan Islands, WA

Located in the sheltered waters of Puget Sound in Washington State, offer a unique and incredibly scenic sailing experience.
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JUN 2023

Tuscany, Mediterranean

For many years, has been some of the most popular tourist attractions of Italy.
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JUL 2023

Mallorca, Spain 

Sail from lively Palma de Mallorca to a stunning national park island.

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JUL & SEP 2023

Explore Croatia aboard Cataleya

A week-long cruise of Croatia onboard a fully crewed luxury yacht.
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AUG & SEP 2023

Grand Tour of New England

A seven-day sailing vacation onboard the megayacht Arabella.
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AUG 15 • 4:30 PM PT

Worldwide Anchoring Techniques

Anchoring methods to enhance your cruising experience.
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AUG 2023

Montenegro, Mediterranean

Visit the medieval cities of Kotor, Herceg Novi, Budva, and Bar. 

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AUG 2023

Gastro-Sail, Croatia

Explore the ancient city of Dubrovnik, Discover Ston & its well-preserved city walls and salt works.

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SEP 2023

Dalmatian Islands, Croatia

Join our most popular itinerary in Croatia with visits to islands like Hvar, Brac, and Vis.
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DEC 2023

BVI, Caribbean

Discover why the “Christmas Winds” make December in the BVI a sailing mecca!