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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.

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4.8

Super!

Premium

Big and luxurious 60ft catamaran in Saronic Islands - best local experiences

Greece: Saronic Islands and Athens area

6 days - 7 nights

6 departures available

September - October

Starting from

€2,500

€2,250

Per person

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4.8

Super!

Catamaran with chef in the magical sea of the Ionian Islands

Greece: Ionian Islands

6 days - 7 nights

2 departures available

September - October

Starting from

€900

Per person

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4.7

Luxury catamaran cruise in the Cyclades

Greece: Cyclades

7 days - 7 nights

4 departures available

September - November

€1,000

Per person

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4.5

Premium

ATHENS Paradise - Catamaran cruise with hostess FULL BOARD

Greece: Saronic Islands and Athens area

7 days - 7 nights

26 departures available

May - October

Starting from

€1,305

€1,044

Per person - min 2 pax

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New

Premium

All inclusive catamaran cruise on a Bali 4.2 in Ionian Greece with hostess

Greece: Ionian Islands

7 days - 7 nights

2 departures available

September - October

Starting from

€2,060

Per person

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4.7

Luxury catamaran cruises in the Greek islands

Greece: Saronic Islands and Athens area

7 days - 7 nights

4 departures available

October - November

€1,000

Per person

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4.7

Greek Islands Catamaran Cruise - Saronic

Greece: Saronic Islands and Athens area

7 days - 7 nights

6 departures available

September - October

Starting from

€820

Per person

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New

Sailing Hidden Greece | Boutique Catamaran Experience

Greece: Saronic Islands and Athens area

6 days - 6 nights

2 departures available

September - October

€1,550

Per person

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New

Premium

All inclusive catamaran cruise on Excess 11 in Ionian Greece with hostess

Greece: Ionian Islands

7 days - 7 nights

One departure available

September - October

Starting from

€1,875

Per person

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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.

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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

130 reviews

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Big and luxurious 60ft catamaran in Saronic Islands - best local experiences

08/30/2026

Jacopo M.

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IT

If we could give more than 5 stars, we'd give Greg & Aga a hundred — without a second thought. The photos speak for themselves, but trust me, there's so much more behind them: outstanding professionalism, many years of experience at sea, natural empathy, and a warmth that wins you over from day one. Plenty of laughter, real attention to every little detail and to our every need, genuine respect for the environment and for the local culture, and an authentic joy in the small things that is always overwhelming and contagious. And the catamaran is stunning! Greg is simply fantastic — the kind of skipper you trust completely from the very first moment, without a shadow of a doubt. A week with them and you forget about everything else. Constantly spoiled by their care and by Aga's (& T's) excellent cooking, and by the sailing lessons of the best skipper out there — with days paced only by the sun and the wind, and stops in authentic places, far from the usual routes. And one thing says it all: everyone truly loves Greg & Aga. In every port, in every taverna, we always felt at home and part of the family. Hands down one of the best holidays we've ever had. Thank you for this wonderful week. Dobra & Yamas! 🇬🇷⛵

Catamaran week among the islands of Ionian Greece

08/28/2026

Michela B.

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IT

Nicolò is an experienced skipper, empathetic, attentive to the needs of guests. He made us discover wonderful and isolated bays, even in the middle of August. Experience to be repeated!!!
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Big and luxurious 60ft catamaran in Saronic Islands - best local experiences

08/24/2026

Sonia B.

Fantastic week! Greg is an experienced skipper, in his hands you feel absolutely safe in the face of any situation. As much as possible, Greg will accommodate your preferences with respect to sleeping in the bay or in small ports. Aga is a fantastic hostess, always attentive to her guests, she tries to satisfy any need with a smile. He will prepare fantastic lunches for you, always imaginative and with local products/Greek recipes. Aga and Greg will not only be your hosts, but an integral part of your trip as pleasant company. The boat really has everything you need to enjoy the experience to the fullest, the spaces are large enough to be able to carve out moments for yourself.
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The pearls of the Aegean: luxury catamaran in the Sporades Islands

08/24/2026

Anna N.

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DE

"You never forget the first time in Catamarno". ❤️ The Sporades were a wonderful discovery, but I think the real difference was made by the people my partner and I shared this week with. We found ourselves in a group that was immediately close-knit, energetic and well matched, and almost without realizing it, we became a small crew: from laughter during the days on the boat to evenings spent at anchor all together. A special thanks goes to Skipper Christian and his deputy, Laura. You have managed to create a relaxed and pleasant atmosphere right from the start. Your availability, sympathy and tranquility made the difference. Always ready to indulge our ideas and find a way to turn them into a new adventure. It was one of those trips where, in the end, you don't want to just go home: you want to have a few more days ahead of you. Thank you Captain and thank you to the whole group for making this week so special. The Sporades have definitely remained in my heart. ⛵️💙

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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

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