Flotilla: Something for Everyone

Time to yourself, time to be with friends and always the time of your life.

  • Balance between independent sailing during the day with a friendly social scene in the evening.
  • Mix with up to 12 other yachts, or go your own way - your choice/
  • A helpful Lead Crew there to help with everything from local insight to mechanical support.
  • 18 Flotillas in 4 countries across the Mediterranean and Caribbean, to suit various sailing abilities from Level 1 - 3.


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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. 

Turkish flotilla sailing holidays

Turkey - Mediterranean

Spice it up a bit on one of our Turkish Flotillas and immerse yourself in a cultural sailing experience, from Göcek or Turgutreis.

Greece Flotilla Holidays

Greece - Mediterranean

Explore the Ionian or the Saronic Gulf and Cyclades of Greece 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.

Wine & Culinary Flotillas

Wine & Culinary Flotilla

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

Flotilla Hero to Zero Holidays

Flotilla zero to hero

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

Exclusively Adults Flotilla

exclusively adults flotilla

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


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 26 incredible locations.


Discover the BVI on a Flotilla holiday this winter

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Book your next nautical adventure early & save 10%

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Brochure Request

Our Sunsail Holidays brochure will help give you that extra inspiration. Request your copy and start planning your next adventure

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