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Catamaran yacht sailing holidays & tours in the Cyclades

Enjoy the cool wind and warm sun of the Cyclades on board a comfortable a comfortable catamaran. Embedded in the turquoise waters of the Aegean Sea discover the large and small Cyclades with their white houses and windmills trying to trap the Meltemi wind.

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experiences

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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 - Catamaran yacht sailing holidays & tours in the Cyclades

26 reviews

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LAST MINUTE mini cruise from Amorgos to Astipalea

08/28/2023

Luca T.

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Switzerland

Fulvio, an experienced captain, embodies the essence of Italian maritime expertise, infusing his vast knowledge and genuine passion for the sea into his teachings. Under his guidance, we embarked on secure and serene voyages to offbeat destinations, seamlessly blending the beauty of the sea with enriching cultural immersions and unforgettable excursions. This voyage was not only a nautical adventure but also a celebration of the great Italian vibe.
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Navigation in the mythical Cyclades Islands Kea, Kithnos, Syros, Serifos

08/11/2023

Emiliano r.

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Italy

sarò moto breve: Non è la prima esperienza in barca a vela. Le isole Kea e Kithnos sono molto belle ,il catamarano è tenuto bene anche se ha più di 20 anni. con il resto del gruppo mi sono trovato benissimo, la moglie Elisa è una donna molto deliziosa sensibile, è bravissima a cucinare. lo SKIPPER una persona poco ospitale. Urlava sempre con la moglie, quando ancorava l'ancora a mare , anche quando innalzava la vela faceva sempre casino e urlava, la mia sensazione è quella che lui era molto ansioso.... In conclusione! non fare una vacanza mai più con uno SKIPPER che urla fa caino è ansioso.....
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Cyclades in July on a premium type catamaran

08/5/2023

Clara V.

Skipper giovane ed allo stesso tempo molto preparato, preciso ed affidabile, quindi zero pensieri per la navigazione che con Alessandro è sempre in ottime mani! Disponibile e gentile con il gruppo! Lo consiglio !!!!
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Cyclades in July on a premium type catamaran

08/2/2023

Rafaella V.

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Switzerland

Alessandro was amazing!! He's very experienced, very kind, the trip was for sure the best thing I could do on my holidays!! I would do another trip with him for sure! ????

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