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Family sailing cruises yacht sailing holidays & tours in Greece

Discover more than 1 opportunities to get on board a Family sailing cruises adventure in Greece. A unique experience with a local skipper, starting at €350 a week.

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The world's largest marketplace for sailing holidays

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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 - Family sailing cruises yacht sailing holidays & tours in Greece

9 reviews

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Sailing paradise in Greece on a big 50 ft boat: the best local experience

09/13/2025

Stefano S.

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Italy

An unforgettable experience from start to finish, and I can’t recommend it enough! First of all, our skipper Arnon was absolutely fantastic. Calm, professional, and with a great sense of humor, he made everyone feel safe and relaxed from the moment we stepped on board. His deep knowledge of the area meant that every stop was better than the last. He also involved us in the sailing, which made the experience even more fun! A huge shoutout as well to our wonderful hostess, Agatka. Her cooking was simply incredible — every meal was fresh, flavorful, and beautifully presented. She had an amazing way of making the boat feel like home, always with a smile, and was invaluable in organizing our land expeditions. You can tell she really loves what she does, and it shows in every detail. The itinerary was perfectly paced — a mix of sailing, swimming, exploring on land, and many nice little seaside restaurants. I left the boat with new friends, a camera full of memories, and a heart full of gratitude. If you’re considering this trip — go for it. You won’t regret it.
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Come and discover the Saronic Islands from Poros

09/12/2025

Floor v.

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Netherlands

We would like to write an amazing, 100% recomommandation review for Patrick and Sabine. It was really the best trip we've been on. They are so welcoming on board, making you feel at home right away. They not only take you to really nice places, they share their home and all the comes with it on the boat. They are considerate in your wishes, interested, caring and Sabine is and absolute amazing chef! If you want to relaxe, explore, chat with them, have a drink or just don't do anything, they really accomodate you in your wishes. All is fine, and that's what made them amazing hosts for us. We would really love to see them again and take a trip with them again!
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Sailing paradise in Greece on a big 50 ft boat: the best local experience

09/9/2025

ANNA V.

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Italy

Wonderful, relaxing as well as interesting holiday... sea and enchanting places, rich breakfasts and tasty lunches lovingly prepared by Aga, visit to archaeological sites and a family-run winery with excellent dinner and wine tasting, various dinners in taverns or characteristic restaurants where you can taste fresh fish or exquisite traditional dishes of Greek cuisine, all organized with precision and professionalism by Aga (who is also very nice). In short, I was really good, what more could you want? To come back, yes I really think you have to come back! :-)
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Come and discover the Saronic Islands from Poros

08/31/2025

Lara b.

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Italy

On board [hidden], with Sabine and Patrick, we spent a beautiful week. Being able to do it from the point of view of the weather, they immediately proposed the possibility of Choose between a quieter north and a busier south. We chose the north of the Saronic islands and we loved the tour. We often have sailed, slept in beautiful roadsteads, swam among turtles, ate excellently, laughed and joked together. A perfect holiday that we recommend to everyone

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