header cover

Catamaran yacht sailing holidays & tours in Greece

The Greek isles and their vast amount of coastline - of more than 16,000km is home to some of the world’s most beautiful islands and beaches. Embark on a beautiful sailing adventure aboard a spacious, comfortable catamaran.



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 - Catamaran yacht sailing holidays & tours in Greece

90 reviews

avatar image

Sun & Fun Rabble Flotilla - Ionian Greece


Milena M.



Marmaglia è la svolta! Tutto ciò che vi auguro di incontrare nella vita. Questa estate in Grecia mi sono divertita moltissimo. Ho fatto parte di un gruppo di 70 persone che, suddivise tra 6 barche a vela e 1 catamarano, ha visitato le Isole ioniche la settimana di ferragosto. Michele e gli altri skipper (mio preferito del cuore Alessandro S.C.) sono riusciti a garantirci posti eccezionali, rade "private" e tanto divertimento. Personalmente sono molto soddisfatta di questa vacanza, tanto da averne già prenotata un'altra "a terra" sempre con marmaglia. Consigliatissimo partire con loro, non ve ne pentirete!
avatar image

Corfu and the beautiful Diapontias on new Luxury Fast Catamaran, private bathroom - only 4 guests


Sandra D.



We had a great time on EdenJ. It was very comfortable and a great experience. Daniele and Elli were great host, skippers and above all friends with whom we could have great conversations. We look forward to seeing you again. Thank you for everything! Florian, Sandra, Julia and Benedikt
avatar image

Sun & Fun Rabble Flotilla - Ionian Greece


Alberto C.



Marmaglia is on fire!!! ???? La flottiglia sole e party per definizione. Skipper preparatissimi, staff carico e organizzazione top!
avatar placeholder

LAST MINUTE mini cruise from Amorgos to Astipalea


Luca T.



Fulvio, an experienced captain, embodies the essence of Italian maritime expertise, infusing his vast knowledge and genuine passion for the sea into his teachings. Under his guidance, we embarked on secure and serene voyages to offbeat destinations, seamlessly blending the beauty of the sea with enriching cultural immersions and unforgettable excursions. This voyage was not only a nautical adventure but also a celebration of the great Italian vibe.

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!


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!

6 reasons to explore Greece on a catamaran for your next sailing holiday:

  • Discover some of the world’s most beautiful coves and lagoons in the comfort of a catamaran.
  • Explore the thousands of Greek islands aboard a catamaran with a weak draft, allowing them to venture into shallower waters than a monohull - meaning you can travel with an unrivalled level of freedom!
  • Board a spacious catamaran, that allows a most comfortable sailing experience possible - especially when travelling as a family or a larger group!
  • As a catamaran has less movement at sea than a monohull sailboat, it is perfect for first time sailors, reducing any concerns about sea sickness.
  • Experience all of the treasures of Greece - including the famous isles of Santorini, Mykonos, and Ios as well as the native sirtaki dance of the street festivals.
  • Immerse yourself into the beautiful atmosphere and charming architecture of Greece’s coastal regions aboard a catamaran.

The best destinations to visit on your holiday to Greece aboard a catamaran:

Famous sailing areas include the Cyclades, the Saronic islands, Ionian islands, Dodecanese, Sporades, and Crete - however, there are an estimated 5,000-6,000 islands in Greece. Corfu, Mykonos, and Santorini are some specific destinations that are particularly magical to explore by a sailing holiday.

Travelling the Greek isles by sailboat allows for full exploration of the areas treasures, that would otherwise be inaccessible. This is even more so the case when travelling by catamaran, due to the weak draft of the boat, meaning shallow waters inaccessible to many monohull boats can be explored! Whether you are planning to travel solo, as a couple, with friends or family, and whether you are looking for a sailboat or catamaran experience, there are numerous areas of Greece that make for perfect holidaying destinations. Learn more about sailing in Greece.

Tips to help you to better plan for your next sailing holidays in Greece aboard a catamaran:

When to visit Greece & transport options

Temperatures and the climate in Greece are pleasant and generally good for sailing from April through to November. Due to the fact that July and August are more popular for holidaying, if possible, it is worth considering travelling during May, June, September, or October if you would prefer a quieter, slightly more tranquil holiday.

Greece is home to a number of international airports such as Athens, Corfu, Kos, and Kefalonia. Greece has a well developed system of ferries that transport travellers from island to island. The organising skipper of any given trip will be able to give you the most relevant information about transport routes to and from your points of embarkment and disembarkment.

Sailing with a family aboard a catamaran with a local skipper

There are some sailing regions that are better suited and equipped for family sailing trips, and Greece is one of these regions. There is a good mix of modern marinas and harbouring options as well as more secluded bays and coves for you to enjoy with your family. All forms of sailing holiday with family holidays included, benefit greatly from having an experience local skipper leading the trip. Travelling with a skipper with such insider knowledge allows you to fully immerse yourself in the enjoyment, relaxation, and adventure of the sailing holiday in the Greek isles.

Greece: the best travel ideas

Other travel ideas

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaAmerican ExpressApple pay

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