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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!

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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

23 departures available

June - October

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

24 departures available

May - October

Starting from

€1,200

€1,080

Per person

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4.8

Super!

Cast off for a week at sea, a thousand ways to experience it!

Greece: Saronic Islands and Athens area

7 days - 7 nights

One departure available

October - November

€585

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

34 departures available

March - October

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

10 departures available

May - July

Starting from

€650

€585

Per person

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4.9

Super!

Catamaran in the Saronic Islands: Hydra, Poros, Aegina and wild bays

Greece: Saronic Islands and Athens area

7 days - 7 nights

9 departures available

July - September

Starting from

€1,550

€1,395

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

16 departures available

June - September

Starting from

€600

€540

Per person

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5.0

Super!

The Sporades Islands: A Hidden Paradise of Greece

Greece: Sporades

7 days - 7 nights

9 departures available

July - September

Starting from

€700

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

35 departures available

March - October

Starting from

€460

Per person

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4.9

Super!

Small Cyclades

Greece: Cyclades

6 days - 7 nights

3 departures available

August

Starting from

€1,040

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

26 departures available

May - October

Starting from

€1,305

€1,044

Per person - min 2 pax

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4.2

Aegean dreams: sailing around Rhodes - hostess on board (half board)

Greece: Dodecanese

7 days - 7 nights

One departure available

October

Starting from

€829

Per person

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Reviews - Yacht sailing holidays & skippered tours in Greece

2173 reviews

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

10/16/2026

Francesca D.

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CH

Aga and Jerry are excellent hosts and sailors. Aga goes above and beyond to make guests feel welcome, organising restaurant bookings, taxi boats, recommendations and gorgeous breakfasts. Jerry is an experienced sailor, always calm, with plenty of stories to share, and happy to offer hands-on sailing opportunities to those interested. The boat is comfortable, clean and well maintained. Unfortunately, I cannot give the highest rating due to the high overall cost, lack of transparency around the common fund and poor communication. Having experienced similar holidays, we found the price significantly higher than comparable offers. It was also the first time we encountered a flat per-person common fund with no breakdown of actual expenses. Given the additional €250 per person (including children), totalling €1,750, I would have appreciated a summary of costs, particularly as this covered bed linen, four nights in harbour, breakfasts and lunches, as well as a few restaurant dinners joined by Aga or Jerry. Finally, just days before departure, we were informed of an alleged bedbug outbreak in Athens, which we could not verify through any online sources. This meant sealing all our belongings before boarding, adding considerable packing time and taking up valuable luggage space. Had we been informed earlier, I might have chosen a different holiday.

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

10/15/2026

Lara R.

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CH

We had a wonderful time and the crew took good care of everything we could have wished for. Thank you very much for the great experience!

Luxury catamaran cruise in the Cyclades

10/14/2026

Ryan A.

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IT

We spent a fantastic week with a group of eight aboard a beautiful catamaran, sailing around the stunning Saronic Islands during the last week of September. We had originally booked an itinerary in the Cyclades, but due to the Meltemi winds, our skipper Bertrand recommended changing our route. Looking back, it was definitely the best decision! Thanks to his experience and invaluable advice, we avoided the risk of rough seas and were able to sail every day, making the most of our holiday and enjoying the beauty of Greece. The catamaran is beautiful, spacious, and equipped with every comfort, both in the cabins and in the communal areas, including the kitchen. It really had everything we needed for a relaxing and enjoyable week together. A special thank you goes to our skipper, Bertrand, who was always helpful and professional, even in the weeks leading up to our departure. He patiently answered all our questions and helped us organise the trip in the best possible way. Throughout the journey, he was always attentive to our needs, happy to accommodate our requests, and invaluable in recommending places to visit and planning a tailor-made itinerary based on our interests. It was a wonderful experience that we would wholeheartedly recommend and would happily repeat without a second thought! Our only regret is that one week flew by far too quickly. Next time, we will definitely opt for two weeks to discover even more hidden gems in these beautiful waters. A heartfelt thank you, Bertrand, for helping make this holiday so special. We wish you all the very best and hope to see you again soon for another adventure at sea! Ryan and friends
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The Saronic Islands sailing, skippered and on-board kitchen

10/14/2026

Kaija H.

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FI

Annalisa and Emanuel hosted a very nice and safe sailing trip in their boat involving everyone. Despite the changed route plans due to bad weather the previous week, they were able to replan us a nice trip in the Cyclades Islands. We visited beautiful natural bays, enjoyed sailing, swimming, snorkling, sun bathing, fishing, ancient historical places and delicious fresh home-cooked food. Annalisa and Emanuel are the best and most patient hosts I have ever had!

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Guides & tips


Greece

Ionian Islands, Cyclades Islands and Dodecanese are just some of the most beautiful destinations for a sailing or catamaran vacation in Greece
Guide to Greece by sailboat

Ionian Islands

Paxos, Zakynthos, Kefalonia and Lefkada are just some of the best destinations for a sailing or catamaran vacation in the Ionian Islands.
Guide to Ionian Islands by sailboat

Cyclades islands

Sandy beaches, small bays and blue and white villages have made the Cyclades a world-famous landscape, perfect for exploring by sailboat or catamaran.
Guide to Cyclades islands by sailboat

Greece: the most beautiful places to sail

Greece: departures by month

Other travel ideas

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