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Monohull yacht sailing holidays & tours in Greece

Discover more than 103 opportunities to get on board a Monohull adventure in Greece. A unique experience with a local skipper, starting at €350 a week.

103

experiences

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The sailing adventure of your summer

Duration:

6 days - 6 nights

Greece:

Dodecanese

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+2 travellers

have booked

€1,450

Per person

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5.0

Sailing course for novice drivers, enthusiasts and holidaymakers

Duration:

6 days - 7 nights

Greece:

Cyclades

Give this experience a try!

€500

Per person

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4.9

Cyclades and Microcyclades with a magnificent 15-meter boat

Duration:

6 days - 7 nights

Greece:

Cyclades

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+9 travellers

have booked

Starting from

€590

Per person

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4.6

Tour del Peloponneso e isole Ioniche su una barca di 17 metri con Chef

Duration:

9 days - 9 nights

Greece:

Peloponnese

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+3 travellers

have booked

€980

Per person

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5.0

Discovering the Southern Dodecanese

Duration:

6 days - 7 nights

Greece:

Dodecanese

Give this experience a try!

€550

Per person

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5.0

Da Zante a Milos attorno al Peloponneso, un itinerario incontaminato

Duration:

6 days - 7 nights

Greece:

Peloponnese

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+6 travellers

have booked

€395

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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5.0

What a treat to sail between Rhodes and Kos, en-suite cabins

Duration:

6 days - 7 nights

Greece:

Dodecanese

Give this experience a try!

€598

€650

Per person

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4.9

Sailing cruise in the Greek islands - The Saronic Islands

Duration:

7 days - 7 nights

Greece:

Saronic Islands and Athens area

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+32 travellers

have booked

Starting from

€523

€550

Per person

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Sailing weekend in Greece - Diapontie islands

Duration:

3 days - 3 nights

Greece:

Ionian Islands

Give this experience a try!

€300

Per person

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5.0

Explore the charms of Greece aboard our sailboat

Duration:

6 days - 6 nights

Greece:

Ionian Islands

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Claudia

has booked

Starting from

€700

Per person

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5.0

100% women's sailing cruise

Duration:

6 days - 7 nights

Greece:

Cyclades

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+9 travellers

have booked

€860

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 - Monohull yacht sailing holidays & tours in Greece

1430 reviews

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Sailing cruise in the Greek islands - The Saronic Islands

04/28/2024

ERIC V.

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France

Pour la seconde fois, j’ai pris énormément de plaisir à naviguer avec Bertrand autour des îles Saroniques. Cette fois ci nous avons poussé jusque Nauplie, situé à l’Ouest du Peloponeise, dans le Golf Argolique. Émettant le désir de faire une navigation de nuit, Bertrand n’a pas hésité à adapter l’´itinéraire pour répondre à ma demande.
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Sailing Cyclades

04/15/2024

yannis b.

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France

Séjour incroyable avec Yann ! Très attentif, drôle et chill dans toutes les situations, dans un bateau très confortable !
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Sailing course in the Cyclades

10/18/2023

Antoine B.

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Belgium

Superbe semaine avec Sylvain. Skipper professionnelle qui vous mets a l'aise et vous explique tout. Il vous emmène a des magnifiques mouillages et nous avons descendu les petites cyclades rapidement. Le bateau est très confortable et très chouette a naviguer même quand le vent est au dessus des 30 nœuds. Je vous recommandes Sylvain pour votre prochaine aventure!
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SHARE & SAIL: explore Cyclades with new friends

10/10/2023

Monica F.

-

Australia

We had the absolute best time on our trip and would 100% recommend this to anyone looking to explore the Greek Islands. Orestis was the best skipper, very attentive and knowledgeable and willing to join in on the fun. We had a great crew who were up for the adventure and really loved the sailing aspect along with all the challenges that come with it. If you’re looking for a hands on, real down to earth experience then this would definitely be for you. This trip was the highlight of our time in Greece! Thank you Orestis and George :)

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