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greek islands sailing trips

Private sailing trips in Greece

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Sailing trips in Greece | Sailing the Greek Islands

Sailing yacht rental Greece - Cyclades - Paros

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Greek island sailing cruises

Start your Greek island sailing cruise from the center of the Cyclades islands in the Aegean sea and set sail around the Greek Islands.

Greek Water Yachts, an eco-friendly sailboat rental company, offers crewed (skippered – captain) private charter sailboats for your sailing trip in Greecebased on Paros island in the very center of the Archipel of the Cyclades.

Our small fleet of modern yachts can accommodate 2,3 or 4 guests, are maintained to the highest standards of safety and comfort, and staffed by an exceptional crew(captain – sailor)with many years of local knowledge and experience and they will guide you safely in beautiful places.

Our private yacht tours from Paros island, are designed to avoid long, exhausting sailing legs and exposure to inclement weather – ideal for the experienced sailor and beginner alike.

If you are a group of 5, 6 or more persons looking for skippered Greek island catamaran cruises, skippered sailboat charter, we can also arrange this jaunt for you from our associates.

skippers for sailing holidays in the greek isles

prices 2017 for a Greek Isles sailing vacation- Cyclades


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Cyclades island group in a map of Greece. Your sailing tour area. Sailing the Cyclades

Cyclades island group in a map of Greece. Your sailing trip area. Click for details(opens in new window)

Sailing Cyclades Islands – Greece

The beautiful Cyclades islands form a circle around the sacred island of Delos where – according to Greek mythology – Poseidon, God of the sea, furious at the Cyclades nymphs turned them into islands!

The Cyclades island group is a perfect choice for your inter-island private expedition with a skippered sailboat charter in Greece.

What to expect:

  • plenty of islands and places to visit
  • inter island short sails
  • protected waters
  • unique nature and beauty of the landscape
  • perfect climate
  • adventure vacation in cosmopolitan places or isolated ones

That’s why Cyclades is an area that you must explore with crewed sailboat charter.

That’s why Cyclades Isles are the synonym of Greek Summer Vacation and one of the best places for a private voyage with a sailboat in the world.

That’s why renting a sailboat with skipper from the isle of Paros is the ideal starting point for your private cruise in the Greek islands.

Sailing excursion with skippered sailboat charter in Greece – Best way to visit Greek islands

Navigate our website and read more about your Greek seafaringand do not forget what private charter with a small boat offers:

  • a 24/7 sea view
  • swimming off the back of your yacht in warm, clear waters
  • tour and explore a different island, harbor or bay every day
  • always a waterfront table or magnificent view, no tourist crowds or queues
  • spend evenings ashore and enjoy the best tavernas, restaurants and cafes
  • visit beautiful natural bays only accessible on a yacht for lunch, swimming, snorkeling & relaxing
  • no fixed itineraries – you decide the pace, where to go and when
  • a fun, romantic or relaxing escape
  • costs no more than a holiday in a hotel room because of saving money for your accommodation, meals, and tickets. Cheap sailing with skipper Greece Cyclades

  • a green friendly vacation

Charter info

Skippered boat trips

Vacation with skippered sailing yacht is for everyone and can be adjusted to your expectations and needs. Find your profile bellow and learn more about your trip options or even propose a new one.

Short Sailing Holidays in Greece

Usually, we offer 7 days journeys with a private boat around the Greek islands, but depending on availability and the time of year you may book for 1 day, 2 day or 4 days private sailing cruise with a sailboat from Cyclades – Paros charter base.

The advantage of Paros is being located exactly at the center of the Cyclades with so many islands around, an ideal starting point for your private Greek island sailing cruise.

This gives you the opportunity to sail out at sea every day, no matter where the wind blows from, making your Greek islands hopping a dream.

There are so many choices and so many anchorages to stay even in very rough conditions, therefore your Greek islands sailing cruise is safe and enjoyable even for not very experienced crews.

Charter one of our yachts and follow your Cyclades islands itinerary

“Greek Water Yachts” fleet consists of two new self-owned  Beneteau’s Oceanis 40 with a captain, and 2 more vessels from our associates(up to 8 persons catamaran, monohull)for Greek sailing excursions. 

The Beneteaus Oceanis 40 yachts are exactly the same and they are in excellent condition.Oceanis 40 is really very beautiful.

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Trips Photo Gallery

If you decompose Greece, in the end you will find yourself with an

olive tree,

a vineyard

and a boat,

which means: with those you can compose it again.

Odysseas Elytis

Greek islands yacht holidays prices 2017

Prices for your 7 days Greek sailing vacation with the Oceanis 40 sailboat (2 – 4 guests) depend on the number of persons and the time period you choose for your trip.

prices 2017 for a journey through the Greek Islands on a charter sailboat


Prices in €/week for skippered charter October May, June & September July & August
For 2 people 2550 3100 3400
For 3 or 4 people 2950 3400 3700
Departure / Arrival Paros/Paros
What the package includes VAT 12%, the sailing yacht with all her equipment, skipper’s fee, taxes, insurance, credit card commission
What is not included food & drinks, the diesel(depends on the consumption), the marina’s fees at the islands that you are going to visit and the end cleaning.From our experience for one week charter this amount is about 260€ in total.

In case you are more persons or looking for a catamaran, take a look on prices at 

8 persons Greek islands skippered yacht


Greek island catamaran cruise

Sailing the Greek islands reviews

sailing the greek isles reviews


Our sail through the Cyclades with Greek Water Yachts was perfection from beginning to end and I cannot recommend them highly enough. A few reasons why:

– throughout the planning process, Apostolos promptly answered all of my emails and my many questions so I felt at ease navigating a new adventure.
– our captain, Antonios, put us at ease from the first moment we stepped on the boat and became a good friend and expert guide for our week-long sail.
– the boat was in wonderful condition and exactly as expected.
– we charted our itinerary with the captain, ensuring we felt in control at all times. He expertly explained the pros and cons of suggested routes and then left the decision to us.
– Antonios knows all the special, local places to go and instinctively knew what we’d like, how much privacy we needed, and how to ensure our trip fit our needs.

I can’t say enough good things about the Greek Water Yachts experience.


Click for more Greek Water Yachts TripAdvisor Traveler Rating

greek island sailing reviews

Contact and Booking

Whether you own a cruising schedule during your previous Greek Islands sailing adventure or need recommendations for your first private sailing trip in Greece, send an inquiry on Greek Water Yachts to get customized choices, prices, plan and guidance for your slow travel voyage.

You will be better informed with the info you’ll get.

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