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Private yacht sailing holidays with skipper in the Cyclades

Visiting the Cyclades islands by hiring a sailboat will be one of the most beautiful experiences you can do. Choose between sailing, catamaran and gulet and let yourself be conquered by the contrast of the blue and white of Mykonos, Santorini, Paros and the Little Cyclades.

19

experiences

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4.7

Best local sailing experience on 50ft monohull away from the crowds

Duration:

6 days - 7 nights

Greece:

Cyclades

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+72 travellers

have booked

Starting from

€903

€950

Per person

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4.9

Super!

Cyclades and Microcyclades with a magnificent 15-meter boat

Duration:

7 days - 7 nights

Greece:

Cyclades

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+34 travellers

have booked

€1,100

Per person

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4.9

Super!

Paros and the fantastic Small Cyclades

Duration:

7 days - 7 nights

Greece:

Cyclades

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+30 travellers

have booked

€950

Per person

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5.0

Super!

Cyclades: Relaxation and Excitement on a Sailing Boat from Athens

Duration:

7 days - 6 nights

Greece:

Cyclades

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+28 travellers

have booked

Starting from

€900

Per person

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4.9

Super!

Small Cyclades

Duration:

6 days - 7 nights

Greece:

Cyclades

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+18 travellers

have booked

Starting from

€690

€960

Per person

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4.9

Super!

Milos, Kimolos, Poliegos, Folegandros, the fantastic Western Cyclades

Duration:

7 days - 7 nights

Greece:

Cyclades

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+8 travellers

have booked

€800

Per person

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5.0

Super!

Sailing in the Cyclades

Duration:

7 days - 7 nights

Greece:

Cyclades

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+121 travellers

have booked

Starting from

€920

Per person

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4.9

Super!

Da Milos a Paros: il meglio delle Cicladi

Duration:

7 days - 7 nights

Greece:

Cyclades

Give this experience a try!

€790

Per person

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5.0

Super!

100% women's sailing cruise

Duration:

7 days - 7 nights

Greece:

Cyclades

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+7 travellers

have booked

€860

Per person

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4.9

Super!

From Paros to Athens, sailing between the Cyclades and the Saronic Gulf

Duration:

7 days - 7 nights

Greece:

Cyclades

Give this experience a try!

€700

Per person

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4.9

Super!

From Paros to Mykonos

Duration:

6 days - 7 nights

Greece:

Cyclades

Give this experience a try!

€850

Per person

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4.9

Super!

Mykonos to Athens by Fast Cruise

Duration:

6 days - 7 nights

Greece:

Cyclades

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+2 travellers

have booked

€810

Per person

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

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 - Private yacht sailing holidays with skipper in the Cyclades

10 reviews

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Cyclades and Microcyclades with a magnificent 15-meter boat

07/13/2024

Simone C.

-

Italy

Esperienza bellissima, con Fabio ci si sente al sicuro con ogni mare. La barca è stupenda. In giro tra le piccole cicladi abbiamo toccato baie approdi e porticcioli indimenticabili, avendo la possibilità di fare anche qualche giro a terra, potendo dire così di aver conosciuto un pochino l'isola. Cercheremo di ripetere
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Cyclades: Relaxation and Excitement on a Sailing Boat from Athens

07/12/2024

Heike S.

-

Italy

Il vento decide dove si può navigare! Le isole scelte dallo Skipper erano molto belle ed è stato molto rilassante.
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Cyclades: Relaxation and Excitement on a Sailing Boat from Athens

07/8/2024

Jutta B.

Esperienza molto bella. Mi sono sentita in ottime mani. Filippo è molto competente e sicuro. Anche un temporale non previsto per luglio è stato affrontato con la massima attenzione e professionalità. Bravo nell'accogliere i desideri dei passeggeri mettendo sempre al primo posto la sicurezza: in barca sono il vento, il mare che decidono dove si va. Ed è bello anche affidarsi senza troppe aspettative, apprezzando che ogni giorno si decide cosa fare e in quale parte navigare.
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Sailing in the Cyclades

06/16/2024

Lydie M.

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France

Nous avons passé un merveilleux séjour à bord du voilier avec Yann en tant que skipper. Itinéraire, restaurants et visites, tout était bien organisé. Le bateau est confortable et moderne, Nous recommandons les yeux fermés !

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