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Flotilla Holidays – Let the fun begin!

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Flotilla Sailing


Enjoy the feeling of freedom and the safety of support every day on Flotilla with Sunsail. Mix with other yachts, share stories with like-minded sailors or just go your own way. It's your choice!

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. 

What's included on a flotilla

What's included

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

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. 


Croatian flotilla sailing holidays

NEW! Mallorca Flotilla

Enjoy an afternoon sangria party, or dig into post-sailing paella or charming old fishing town.


Greece Flotilla Holidays

Greece - Mediterranean

Explore the Ionian, the Cyclades, Sporades or the Saronic Gulf on a choice of 1 and 2 week Flotillas.

Caribbean Flotilla


Choose 1 or 2 weeks’ line-of-sight, golden-sand, turquoise-water sailing in the British Virgin Islands.

Special Interest Flotillas

Wine & Culinary 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. 

Learn how to sail on a Flotilla

Flotilla Hero to Zero Holidays

Flotilla STARTER to hero

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

Secure your own cabin

Sail By The Cabin


Take advantage of three exclusive dates this summer in Croatia or Greece and book by the cabin on either a Sunsail 53 monohull or a Sunsail 454 catamaran.


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 holiday in your choice of 27 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 Holidays, Schools and Events brochures, will help give you that extra inspiration. Request your copy and start planning your next adventure

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