Boat rental

+44

2035144220

Yacht sailing holidays & skippered tours in Greece

The Greek Archipelago has over 16,000 km of coastline, with many beaches that run for kilometres, a host of secluded bays and coves, and a rich variety of wildlife. Some say the best sailing waters in the world can be found in Greece!

127

experiences

127

experiences

5.0

Offshore sailing course to gain boating experience

Duration:

6 days - 7 nights

Greece:

Cyclades

+4 travellers

have booked

€500

Per person

7 Day Greek Sailing Adventure - Dodecanese Islands

Duration:

7 days - 6 nights

Greece:

Dodecanese

Give this experience a try!

€1,653

Per person

Sporades Islands: sailing holidays are more than just holidays!

Duration:

7 days - 7 nights

Greece:

Sporades

Give this experience a try!

Starting from

€800

Per person

5.0

From Corfù to Lefkas

Duration:

6 days - 7 nights

Greece:

Ionian Islands

Give this experience a try!

€500

Per person

4.9

The fantastic Saronic Islands and the surroundings of Athens

Duration:

6 days - 7 nights

Greece:

Saronic Islands and Athens area

+7 travellers

have booked

Starting from

€618

€650

Per person

5.0

Sailing Cyclades

Duration:

6 days - 7 nights

Greece:

Cyclades

+81 travellers

have booked

Starting from

€920

Per person

4.9

Educational course From Athens to Kos on a comfortable and fast Kufner 54

Duration:

9 days - 10 nights

Greece:

North Egean Islands

+4 travellers

have booked

€890

Per person

The PIG Project: a Pirate in the Greece story

Duration:

7 days - 6 nights

Greece:

Cyclades

Give this experience a try!

€1,000

Per person

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

A week to discover the Cyclades Islands by Catamaran

Duration:

6 days - 7 nights

Greece:

Cyclades

Give this experience a try!

€1,000

Per person

5.0

I mari di Ulisse: da Lefkas a Zante

Duration:

6 days - 7 nights

Greece:

Ionian Islands

+6 travellers

have booked

€490

Per person

4.9

Cyclades and Microcyclades with a magnificent 15-meter boat

Duration:

6 days - 7 nights

Greece:

Cyclades

+9 travellers

have booked

Starting from

€590

Per person

Why book a holiday with Sailsquare?

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

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 more about the skipper and travellers who have already booked the holiday, to find out more about the

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

1544 reviews

Sailing cruise in the Greek islands - The Saronic Islands

04/28/2024

ERIC V.

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.

Sailing Cyclades

04/15/2024

yannis b.

France

Séjour incroyable avec Yann ! Très attentif, drôle et chill dans toutes les situations, dans un bateau très confortable !

Sailing course in the Cyclades

10/18/2023

Antoine B.

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!

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 :)

Customer Support

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!

Call us at

+44 2035144220

Read our

Contact & Support