Postcard Greece in the heart of the Aegean

Sailing week with skipper in the Cyclades islands

A one-week sailing holiday in Greece between the Cyclades and Lesser Cyclades islands

A week on a sailing boat with skipper in Greece between the Cyclades and the Lesser Cyclades. Discovering the most beautiful and famous islands of Greece. The Cyclades Islands are located in the heart of the Aegean Sea, they are perhaps the islands that best reflect the image of the holiday in Greece, between dream beaches and very blue water, small fishing villages made up of typical white houses and blue colored windows, windmills and narrow streets scented with bougainvillea.

In addition to being the most famous, the Cyclades are also the most exposed to the Maltemi, the strong north wind typical of the Aegean Sea, which especially in summer makes navigation in the area very sporty. We will therefore avoid long navigations to concentrate our week-long holiday between the islands of Paros, Antiparos, Ios, Naxos, Amorgos and the Small Cyclades, a micro archipelago of 6 small main islands located in the stretch of sea between Naxos and Amorgos. A few miles of navigation a day (but very intense) will allow us to discover dream anchorages, unique and wonderful places among the most beautiful islands in the whole Mediterranean.


Some friends and colleagues are currently sailing on this route, with whom we have shared these itineraries in past years. According with the number of participants and availability, we can offer you different accommodations and different types of boats.

All boats are owned, lived in and cared for in detail by the skippers/owners. Many, like us, are couples and offer the skipper plus the hostess. We take care of the kitchen during your holiday, spoiling you with delicious aperitifs, lunches and tasty dinners.

For more information, quotes and availability of the entire boat fill out the form at the bottom of the page.
If you are looking for cabin boarding, to share your holiday with other participants, look first among the confirmed holidays for cabin charter.


  • April-May-October-Noveber: 2800€ entire boat – 550€ per person
  • June-September: 3000€ entire boat – 600€ per person
  • July: 3500€ entire boat – 700€ per person
  • August: 4000€ entire boat – 800€ per person

The prices shown are indicative, relating to accommodation on board a 12 meter sailboat 3 cabins. Holiday prices vary according to the size and type of boat available in this area. Contact us for a custom quote.

Interested in this route? 
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Boarding marina


How to participate


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  • Type of holiday: sailing boat rental with skipper and sailor on board
  • Boarding methods: rent the entire boat/request avaiability to cabin charter
  • Difficulty level: soft, for everyone.
  • Duration: 7 days, 6 nights.
  • Included in the price: sanitary insurance, cook service, cleanings, welcome drink
  • Extra charges: galley, gasoline, marinas, sheets (optional)
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