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Yacht sailing holidays & skippered tours in Greece

Discover more than 12 sailing holidays in Greece. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

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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

4 departures available

June - July

Starting from

€2,200

Per person

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4.8

Super!

Premium

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

Greece: Saronic Islands and Athens area

6 days - 7 nights

5 departures available

May - July

Starting from

€1,200

€1,080

Per person

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5.0

Super!

Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

Greece: Ionian Islands

7 days - 7 nights

5 departures available

May - July

Starting from

€460

Per person

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4.9

Super!

Lefkas, Kefalonia & Ithaca: 7 days of relaxation and fantastic bays

Greece: Ionian Islands

7 days - 7 nights

5 departures available

May - July

Starting from

€650

€585

Per person

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4.8

Super!

South of Lefkas between unspoiled nature, the bays of Meganisi and the myths of Ithaca

Greece: Ionian Islands

7 days - 7 nights

4 departures available

June - July

Starting from

€600

€540

Per person

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5.0

Super!

Pack your suitcase and we'll take care of the rest!! Stewards on board!

Greece: Ionian Islands

7 days - 7 nights

5 departures available

May - July

Starting from

€460

Per person

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4.4

Premium

ATHENS Paradise - Catamaran cruise with hostess FULL BOARD

Greece: Saronic Islands and Athens area

7 days - 7 nights

5 departures available

May - July

Starting from

€1,305

€1,044

Per person - min 2 pax

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4.7

Catamaran with chef in the magical sea of the Ionian Islands

Greece: Ionian Islands

6 days - 7 nights

3 departures available

June - July

Starting from

€1,100

Per person

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4.7

Sailing cruise in the Greek islands - The Saronic Islands

Greece: Saronic Islands and Athens area

7 days - 7 nights

5 departures available

June - July

Starting from

€650

€618

Per person

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4.9

Sporades Experience: Freedom, Turquoise Sea and Greek Magic

Greece: Sporades

6 days - 7 nights

5 departures available

May - July

Starting from

€650

Per person

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4.9

Sailing in the Cyclades

Greece: Cyclades

7 days - 7 nights

5 departures available

May - July

Starting from

€1,080

Per person

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4.7

Luxury catamaran cruise in the Cyclades

Greece: Cyclades

7 days - 7 nights

5 departures available

June - July

Starting from

€1,000

Per person

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Reviews - Yacht sailing holidays & skippered tours in Greece

2169 reviews

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The fantastic Saronic Islands and the surroundings of Athens

10/13/2026

Alexander S.

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CH

We had an exciting and memorable week on board with Alessandro. We were lucky to enjoy boat trips every day and especially loved sharing his delicious pasta meals. We quickly embraced his Italian spontaneity, with new destinations and ideas along the way, making the experience all the more adventurous and unique. A wonderful week for those who enjoy a relaxed, authentic Italian sailing experience!

Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

10/12/2026

Fiona B.

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AU

Andrea was a fantastic skipper and Carol was a great hostess. The week was filled with beautiful beaches, delicious lunches and great conversations and was a perfect way to relax for a week. It was fun sailing along with the second yacht, and we had a great time playing volleyball together. The boat was comfortable and plenty of spots to relax above deck in the sunshine. I highly recommend this trip. Andrea and Alessandro are expert sailors who take the very best care of their customers and always put safety first - but maximize fun and stunning scenery throughout. The hosts on board (Carol and Carlo) were exceptional - making delicious and varied food each day. And little Mattias - the best boat poodle there ever was! What are you waiting for - book this adventure. Thank you Andrea, Carol and Marta for an unforgettable week.

Pack your suitcase and we'll take care of the rest!! Stewards on board!

10/12/2026

Lee T.

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GB

Wow I had a fantastic week with Alessandro and Carlo, they both were so kind and caring and went out of their way to ensure we had a fantastic trip, even when the weather on the last 2 days meant we had to change the itinerary Ale found a way to ensure we didn’t miss out on visiting new places. Carlo was a fantastic host, his cooking was amazing and so much to eat every day as well as his friendly smile and always there to help. Alessandro, what a great guy, a great skipper, always ensuring we were happy and safe and would go out of his way to take us ashore and find the best restaurants. I have made a new friend for life and will be back next year 🤣 Thanks to you both for a memorable holiday
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ATHENS Paradise - Catamaran cruise with hostess FULL BOARD

10/11/2026

Lee P.

-

GB

The Bali 52 was a fantastic boat, very comfortable clean and plenty of space, the itinerary was great and we visited beautiful places and it was a good mixture of staying in marinas and at bays so we could swim or explore the islands. But what made it really special was the crew, the captain Giannis and our hostess Eirini, they went above and beyond to make sure we all had a memorable and fabulous time

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