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Flotilla yacht sailing holidays & tours in Cyclades

Discover more than 1 opportunities to get on board a Flotilla adventure in Cyclades. A unique experience with a local skipper, starting at €350 a week.

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The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Flotilla yacht sailing holidays & tours in Cyclades

14 reviews

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Comfort and local knowledge are essential! Relax, enjoy, explore and have fun in the Aegean Islands!

07/4/2018

Lucas P.

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Italy

Il miglior equipaggio per fare vela nelle Cicladi! Non vedo l'ora di fare un altro viaggio insieme. Apresto! :)
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Cyclades 2/2 - Sailing with Meltemi from Mykonos to Athens - one way

11/22/2017

Marco M.

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Italy

Very helpful, very kind, gave us a beautiful holiday. The group of friends that was created during the holiday is still in touch! Choice of itinerary at the top, we enjoyed coves with incredible views. Safe in navigation, it knows how to convey the essence of sailing. High level sailing preparation. I hope to leave again with him and the others of the crew!
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Cyclades 1/2 - Sailing with Meltemi from Athens to Mykonos - one way

08/30/2017

Giancarlo F.

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Italy

Skipper very prepared and attentive to safety both at sea and at anchor. Available in trying to satisfy as much as possible the needs of each participant in the holiday (always keeping in mind that it is a sailing holiday and not a cruise ..) It actively involves the crew in life on board and sailing by explaining the operation of the boat itself. Even in the most difficult situations there is a sense of security. It was a very positive experience to be repeated for sure. At the end of the holiday he is no longer just a skipper but a Friend. Thank you very much for this opportunity that you made me live.
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ABSOLUTE FUN - Due settimane alle Cicladi

08/30/2017

Vega M.

Prima volta in flottiglia....vacanza superlativa, gruppo superlativo, skipper più che superlativo! Certo i ritmi sono molto intensi, si dorme poco, pochi bagni perché essendo in molte barche i tempi di attracco sono spesso lunghi....ma una volta nella vita va fatta! 14 giorni di sapone marino, costumi e aperitivi come se non ci fosse un domani.

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