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!
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.
This will be our third year sailing the Gulf of Fethiye, a huge expansion of protected waters.
JUN 06 • 4:30 PM (PT)
Advanced Cruising & Seamanship
In this 4-part series, you'll learn about a wide range of cruising topics from the experts
Warm island sun and the lazy days of summer call for a getaway like no other.
Charter a boat, join the flotilla, and sail the idyllic waters near Corfu.
The Ionian Sea, Mediterranean
A stunning part of the Mediterranean with sheltered islands, crystal clear waters and steady winds.
JUN 13 • 4:30 PM (PT)
Intro to Short-Handed Sailing
Learn short-handed sailing strategies to safely navigate your next voyage.
JUN 20 • 4:30 PM (PT)
Docking & Maneuvering
Learn how to master your maneuvering skills and dock like a pro in this online class for sailors of any skill level.
San Juan Islands, WA
Located in the sheltered waters of Puget Sound in Washington State, offer a unique and incredibly scenic sailing experience.
For many years, has been some of the most popular tourist attractions of Italy.
JUN 24, 2023
A global sailing celebration that connects the sailing community through fun local events.
Sail from lively Palma de Mallorca to a stunning national park island.
JUL & SEP 2023
Explore Croatia aboard Cataleya
A week-long cruise of Croatia onboard a fully crewed luxury yacht.
JUL 25 • 4:30 PM (PT)
Night Sailing Demystified
Meet the challenges and discover the beauty of sailing at night in this online class.
AUG & SEP 2023
Grand Tour of New England
A seven-day sailing vacation onboard the megayacht Arabella.
AUG 15 • 4:30 PM PT
Worldwide Anchoring Techniques
Anchoring methods to enhance your cruising experience.
Visit the medieval cities of Kotor, Herceg Novi, Budva, and Bar.
AUG 22 & 24 • 4:30 PM (PT)
Navigation & Weather Planning for Passagemakers
Learn route planning for coastal/ocean passages by blending weather, oceanography & navigation
Explore the ancient city of Dubrovnik, Discover Ston & its well-preserved city walls and salt works.
Dalmatian Islands, Croatia
Join our most popular itinerary in Croatia with visits to islands like Hvar, Brac, and Vis.
Discover why the “Christmas Winds” make December in the BVI a sailing mecca!
BVI Bareboat, Caribbean
Sailing in Paradise is a dream of most sailors, yet most never get around to it. Spinnaker not only makes it possible but makes it easy.
Tahiti, French Polynesia
Those who fly into the islands and stay at hotels experience only a part of the magic of these islands.