header cover

Yacht sailing holidays & skippered tours in Greece

Discover more than 4 sailing holidays in Greece. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

4

experiences

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 - Yacht sailing holidays & skippered tours in Greece

1720 reviews

avatar placeholder

Sailing in the Cyclades

10/8/2024

Sofia P.

-

Switzerland

An overall amazing experience! Thank you Yann!
avatar image

Sailing cruise in the Greek islands - The Saronic Islands

10/7/2024

Damien S.

-

France

Nous avons passé un super séjour en compagnie de Bertrand qui nous a fait découvrir des endroits sublimes en nous faisant profiter de ses conseils et de sa solide connaissance de la Grèce. Nous espérons pouvoir un jour refaire une croisière en voilier en sa compagnie !
avatar placeholder

South of Lefkas, unspoiled nature, bays of Meganisi and myths of Ithaca

10/7/2024

Lorenza G.

La barca è molto accogliente e ben tenuta. Lo skipper molto competente, disponibile e rassicurante. Abbiamo navigato a vela e fatto bellissimi bagni nonostante il meteo non sia stato dei migliori. Esperienza da consigliare.
avatar image

South of Lefkas, unspoiled nature, bays of Meganisi and myths of Ithaca

10/4/2024

Francesca S.

-

Italy

Ottima esperienza, belle isole ed un capitano davvero molto bravo, sempre disponibile, attento e molto competente, anche a schivare i nuvoloni che in quel periodo agitavano cielo e mare. Bella barca e comoda.

Customer Support

nightLifeGeneralInfo

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

search

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaAmerican ExpressApple pay

© 2023 Sailsquare Srl SB • All rights reserved - VAT IT07860990964