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Sailing holidays in Greece

Greek Sails is a family-run sailing holiday, yacht charter & sailing school company.

We offer a personalised service and provide flotilla holidays, bareboat yacht charters and learn-to-sail holidays in the Saronic & Argolic gulfs, the Cyclades islands & Peloponnese.

Greek Sails sailing and flotilla holidays in Greece - blue dot

Sailing holidays & yacht charter in Greece

Sailing holiday enquiry Enquire about flotilla holidays & yacht charter in Greece - arrow button

We have some very Special Early Booking Discounts for charters for the 2025 sailing season made before 01-Jan-2025.

Please use our enquiry form to contact us for and explain your requirements, and we will be delighted to advise you of options available.

Thank you.

TripAdvisor awards for Excellence, 2015, 2016, 2017 & 2018

Greek Sails is one of the longest-established sailing holiday businesses in Greece being founded in 1983, the very early days of sailing charter holidays.

But we don’t simply have over 30 years’ experience; we are also very proud that our customers have been kind enough to award us ‘5 out of 5’ (excellent) on TripAdvisor with their reviews of their sailing holidays with us:

  • Sailing perfection
  • Everyone did what they could to ensure we had a memorable holiday
  • Absolutely great ! On all levels !
  • Everything is perfect !
  • Amazing company
  • This would be difficult to beat
  • Incredible vacation, amazing company
  • Best Yacht charter in Greece...”, and
  • Greek Sails Are The Best Company We Have Sailed With” ...

are just some of the kind comments. You can read the reviews in full on our ‘Customer reviews’ page or at TripAdvisor.

Let us welcome you to Poros and sailing with us. We hope that we can provide you a sailing holiday experience to match any of the reviews our customers have been kind enough to offer us.

Winter sailing & skill building

We are pleased of offer 'winter' sailing courses and skill-building in conjunction with The S.T.E.P. Academy. Sailing is in February when daytime temperatures can be expected to 15-20C, so a lot warmer than northern European February tempartures.

The courses are designed to improve your knowledge, competence and confidence and to complement existing certification with advanced skill-building. More details from S.T.E.P Academy.

Sailing holiday & yacht charter options we offer

We provide a wide range of yacht charter & sailing holiday options and are always happy to discuss any specific requirements you may have.

Yachts on flotilla sailing together during a flotilla holiday, Poros, Greece
Flotilla holidays
Sail individually, but as a member of a small group of yachts. Flotilla holidays are ideal for families with younger children, those who feel having a lead boat and advice readily to hand helps them and those new to yacht chartering
 
A yacht on bareboat charter rests in the evening light, Kipirissi, Peloponnese, Greece
Bareboat yacht charter
Skipper your own yacht and sail wherever & for however long you wish, only needing to return to the yacht charter base at the end of your charter. The yacht charter equivalent of renting a car!
 
Enjoy your own yacht charter & route, but let the skipper worry about the yacht during a skippered charter sailing holiday
Skippered & assisted (or crewed) yacht charter
Charter your own yacht & have the freedom of a bareboat yacht charter, but with the assistance of a skipper or crew member to help you. Excellent if you are short-crewed, a little rusty, or are otherwise uncertain about skippering yourself
 
Enjoy the sun & let the skipper take the strain during a cabin charter sailing holiday
Cabin charter & Adventure sailing
Charter a cabin or just a single berth & sail with other ‘cabin charterers’, sailing under the guidance of a skipper. Excellent if you want to enjoy the sun, not worry about managing the yacht, but are interested in ‘helping out’ with the sailing
 
Enjoy a sailing course in the sun & learn to sail yourself
Join a training yacht with other students, or organise a group of friends or family and charter your own yacht, all learning together & leave Greece with ‘Competent Crew’, ‘Day Skipper’ or other RYA sailing qualification
 
Split your sailing holiday between time afloat in on your own yacht charter & time in a villa, apartment or hotel
Sail & Stay sailing holidays
Spread your holiday between a week sailing and a week in a villa, apartment or hotel that we organise for you. Of course, you can also simply stop-over in Athens en route to or from us and enjoy one of the great capitals of the ancient world

Check our sailing holidays ‘Offers’ page for any special holiday or charter prices. And if you want to be kept informed of our sailing holiday offers, sign-up for our ‘Sailing holiday offers’ newsletter to receive information direct to your mailbox.

If you just want to get a flavour of Greek Sails, then ‘Like’ us on Facebook to receive news from sunny Poros.

Flotilla holidays & yacht charters from Poros, Greece

Whatever type of sailing holiday or yacht charter you opt for, Poros is the ideal starting point. A quiet quay with local eating establishments, traditional fishermen as your neighbours, the occasional ferry and easy access to your chosen sailing area and Athens airport.

Spare yourself the nightmare of starting your sailing holiday from one of Athens’ noisy coastal ports such as Kalamaki or Lavrio. Enjoy the beginning and end of your sailing holiday by wandering the quayside restaurants & bars of Poros or shopping in the winding streets. You even save yourself the long beat back north to an Athens base against the Meltemi. In Poros, your sailing holiday starts the moment you step off the ferry.

Rod Heikell’s West Aegean pilot guide describes Poros by saying; “The approach to the town is one of the most attractive in Greece...” and goes on, “...it has something else other than the appearance of a little Greek Venice, it has a sensuality, a calm, and what can only be described as a conviviality...”. But Rod Heikell is not alone, Lawrence Durrell, described it as “the happiest place I have ever known” and in her “Greek Odyssey” television series, Joanna Lumley reveals how her love affair with Greece started with a chance visit to Poros; “It was just enchanting...the best holiday ever”. What better place to start and end your sailing holiday!

Whichever way you look at it, Poros is a great place to start and end your sailing holiday and well worth the extra hour of travel. Greek Sails are also the only yacht charter company in Poros, so if you are being offered a sailing holiday with a “Saronic fleet” and from a Poros base, it will be with us; there is no other yacht base here.

Greek Sails flotilla holidays & bareboat charter fleet at their sunny base in Poros quayside awaiting their next flotilla and bareboat sailing holiday crews

Enquire about a flotilla holiday or yacht charter in Greece with Greek Sails


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Enjoy beautiful & unspoilt anchorages as you explore the Greek islands on a flotilla holiday or bareboat yacht charter with Greek Sails
Yerakas (Ieraka), one of many beautiful unspoilt anchorages you can enjoy as you explore during your sailing holiday with Greek Sails
The ‘Lady of Poros’ reclining as the sun sets to the west after another glorious day in Poros
The ‘Sleeping Lady of Poros’ reclining as the sun sets to the west after another glorious day in Poros
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