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Crewed yacht sailing holidays & tours in Greece

Get on board on a crewed sailing holiday in Greece for the most relaxed time ever.

37

experiences

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5.0

Pack your suitcase and we'll take care of the rest!! Stewards on board!

Duration:

6 days - 6 nights

Greece:

Ionian Islands

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+10 travellers

have booked

Starting from

€510

Per person

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4.9

Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

Duration:

6 days - 6 nights

Greece:

Ionian Islands

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+30 travellers

have booked

Starting from

€510

Per person

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4.8

Catamaran in the sea of Ulysses - All inclusive

Duration:

6 days - 7 nights

Greece:

Ionian Islands

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+11 travellers

have booked

Starting from

€1,150

Per person

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7 Day Greek Sailing Adventure - Dodecanese Islands

Duration:

7 days - 6 nights

Greece:

Dodecanese

Give this experience a try!

€1,653

Per person

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4.7

Big and luxurious 60ft catamaran in Saronic, the best local experience

Duration:

6 days - 7 nights

Greece:

Saronic Islands and Athens area

Give this experience a try!

Starting from

€1,499

Per person

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4.9

Crossing from Lefkada to Athens.... Adventure not to be missed!

Duration:

7 days - 8 nights

Greece:

Peloponnese

Give this experience a try!

€430

Per person

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4.9

Sailing holiday among the wonders of the Cyclades from Athens

Duration:

6 days - 7 nights

Greece:

Cyclades

Give this experience a try!

€890

Per person

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4.7

Sailing paradise in Greece on a big 50 ft boat: the best local experience

Duration:

6 days - 7 nights

Greece:

Saronic Islands and Athens area

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+58 travellers

have booked

Starting from

€846

€890

Per person

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4.9

Sailing in the Saronic Islands with hostess on board

Duration:

6 days - 7 nights

Greece:

Saronic Islands and Athens area

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+4 travellers

have booked

€745

Per person

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5.0

DODECANESE SECRET: volcanic islands with skipper and kitchen

Duration:

6 days - 6 nights

Greece:

Dodecanese

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+13 travellers

have booked

Starting from

€750

Per person

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5.0

Sailing BenEssere in Ionian Greece

Duration:

6 days - 6 nights

Greece:

Ionian Islands

Give this experience a try!

Starting from

€1,125

€1,250

Per person

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5.0

DODECANESO SECRET: Kalymnos and micro-islands with skipper and kitchen

Duration:

6 days - 6 nights

Greece:

Dodecanese

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+7 travellers

have booked

Starting from

€750

Per person

Why book a holiday with Sailsquare?

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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 - Crewed yacht sailing holidays & tours in Greece

144 reviews

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Lefkas and the southern islands, sailing between poetry and myth. Hostess on board.

10/5/2023

Rossella C.

Hansel è una persona davvero disponibile...e molto pacata, che sa amalgamare bene anche equipaggi molto variegati. Ha sicuramente fatto del suo meglio per metterci a nostro agio e farci godere al meglio la vacanza. Un consiglio: dal momento che è molto disponibile anche ad assecondare i desideri della sua ciurma, valutate se studiare il posto che visiterete, in modo da decidere insieme...eventuali cambi di rotta!
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Ready to set sail? Magical places await you! - HOSTESSES on board

09/28/2023

Cathrin K.

-

Germany

Umgeben von einem so wunderschönen Meer mit kristallklarem Wasser und außergewöhnlichen Stränden war es eine Woche der totalen Entspannung und magischen Momenten. Es war eine mega Erfahrung mit großartigen Menschen an Bord ... unbeschreiblich. Ich hätte mir keine besseren Crew-Begleiter wünschen können. Unsere Gastgeber Andrea und Noemi waren so fürsorglich, sodass der Törn ein perfektes Erlebnis wurde. Und erst der kleine Mathi (Mathias) ... wir hatten alle wirklich amüsante Momente mit ihm. Andrea ist ein erfahrener Skipper, er kennt die Reiseroute sicher wie kein anderer. Seinen kulinarischen Empfehlungen sind wir gern gefolgt. Großes Dankeschön auch an Allesandro und Carlo, die uns immer auf einem anderen Boot begleitet haben. Diese Tour ist perfekt geeignet, um Ruhe und Entspannung zu finden. Aufgrund eines Schadens am Rudergerät war es leider nicht möglich, zu unsem Highlight die "Blue Lagoon" zu segeln. Schade, dass hier keine andere alternative Möglichkeit angeboten wurde.
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Sailing in the footsteps of Ulysses: 7 days in the Ionian Islands with Hostess on board

09/25/2023

James F.

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United Kingdom

Stefano was an excellent skipper and highly experienced and plotted a great route. Alessia was a brilliant host and between the two of them they made an amazing experience. The boat is large in good condition and comfortable. The food that they made us was just amazing and beyond our expectations. I have been on a few sailing holidays like this but this was the best experience I have had.
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Ready to set sail? Magical places await you! - HOSTESSES on board

09/24/2023

Marie G.

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France

Les bleus sublimes de la mer, les plages d'exception, la nature luxuriante.... Tout y était ! D'autre part, vivre une semaine à bord, avec des personnes d'autres cultures, d'autres langues, c'est vraiment une belle expérience ! Et puis il y a eu nos hôtes, Andrea et Noemi, qui sont d'une telle gentillesse, qui ont à coeur de nous offrir un séjour parfait... Le professionnalisme d'Andrea est remarquable, très sécurisant et ses conseils sont excellents pour choisir les restaurants du soir. Un grand merci pour tant de merveilleux souvenirs ????

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