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All inclusive yacht sailing holidays & tours in Cyclades

Discover more than 1 opportunities to get on board a All inclusive 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 - All inclusive yacht sailing holidays & tours in Cyclades

6 reviews

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Paros, Antiparos & the Small Cyclades

08/9/2022

Victoria B.

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Italy

Una bellissima esperienza che consiglio a tutti. Mike si è rivelato fin da subito un capitano tranquillo e disponibile alle nostre esigenze o richieste. Facendoci trascorrere cinque giorni di relax e divertimento in mezzo al mare. Ho avuto anche la fortuna di trovare degli splendidi compagni di viaggio che hanno permesso a questa esperienza di rivelarsi ancora più piacevole. La barca, in più, offre tutti i confort che servono per godersi la vacanza. Invito chiunque stia cercando un modo diverso di viaggiare di buttarsi e provare. Perché avrà l'opportunità di vedere posti diversi, tramonti indimenticabili, infinite stelle e un mare limpidissimo. Con la possibilità di conoscere nuove persone. Da rifare assolutamente!!!
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Sailboat holidays from Paros to discover the minor Cyclades

08/5/2019

Patrick P.

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France

An extraordinary week sailing with Christopher and Marie Nice welcome extra swimming course in beautiful coves Good music in the evening and delicious meal What a good time Adam and Allan took their first sailing course with Captain Christopher Do not hesitate to embark Thank you a thousand times Adam Allan Zena and Patrick
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From Milos to Mykonos, one week sailing in the Cyclades

06/19/2019

Nicoletta V.

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Italy

Nice experience, made with the right number of people, another couple that we did not know. It is the best way to see more islands in less time and in a way, perhaps, more completely. Phil was very polite and helpful. I would recommend always having a helper with you.
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From Milos to Mykonos, one week sailing in the Cyclades

06/10/2019

Maurizio C.

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Italy

It was a really wonderful experience, we alternated the mornings in navigation, with phil who taught us the basics to maneuver a sailboat, to the afternoons where we disembarked in the ports to leave to discover the Cyclades. Phil was an impeccable travel companion, as well as the other 2 of our friends met in this wonderful adventure.

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