Flotilla Vacations – Something for Everyone

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Flotilla Sailing


Enjoy the perfect balance of freedom and support on a Flotilla vacation with Sunsail. Mix with up to 12 other yachts, or just go your own way – the choice is yours.

What is a Flotilla?

What is a flotilla?

Exploring, socialising and sailing in secret bays and open seas. Guided by expert crews, discovering the world is easy on Flotilla.

Your Lead Crew

What's Included

Find out more about your Flotilla, your Lead Crew and package including fuel, water and optional extras.

Flotilla sails Spain


Sail under excellent sailing conditions in a breathtaking environment. Enjoy sangria parties in the afternoon and fresh paella in the evening. Spain has something to offer for every taste.

Caribbean flotilla sailing holidays


Choose 1 or 2 weeks’ line-of-sight sailing in the British Virgin Islands.

North American flotilla sailing holidays

Greece - Mediterranean

Enjoy a communal island-hopping sail through some of Greece’s Aegean and Ionian gems on a choice of 1 and 2 week Flotillas.

Croatian flotilla sailing holidays

Croatia - Mediterranean

Dubrovnik or Dalmatian Islands? Choose from 5 Flotilla routes, designed to give you the best of this destination whichever you choose. NEW for 2018 Korčula Flotilla: Saturdays from May 6 – September 23, 2018 (excluding June 3).


Special Interest Flotillas

Food & Wine Flotillas

Food & Wine Flotilla

Combine the thrills of a Flotilla sailing adventure with mouth-watering insights into the culinary cultures of Croatia or Italy.

Exclusively Adults Flotilla

exclusively adults flotilla

Enjoy a Flotilla with other like-minded sailors on our Exclusively Adults Flotillas setting sail next summer from Marina Agana, Croatia. 

British Virgin Islands Rum Flotilla


Sample the Ultimate Caribbean Spirits in the British Virgin Islands.

Learn how to sail on a Flotilla

Flotilla Hero to Starter Holidays

Flotilla Starter to Hero

Earn your ICC or RYA Start Yachting  and enjoy an amazing Flotilla experience in Greece or Croatia.


Our fleet of yachts

The best value, the biggest choice and the latest yachts and catamarans from 35–53ft.



New to Sailing?

Even if you’ve never set foot on board a boat before, you can enjoy a sailing vacation in your choice of 26 incredible locations.


Find out what specials we are offering this week

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Why should you sail with Sunsail for your vacation?

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Brochure Request

Our Sunsail Vacations, Schools and Events brochures, will help give you that extra inspiration. Request your copy and start planning your next adventure!

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