7500Nautical Miles
182Happy clients
385 Star reviews
Why choosing Oscar Private Sailing for your cruise ?
  1. 42 feet well-maintained sailing boat

    We are the proud owners of our 42 feet sailing boat, offering 4 cabins and 2 bathrooms to our guests. Completely refit during winter 2019, we gave a lot of importance in making this floating house a nice and comfortable cocoon, perfect for summer holidays in Greece!


  2. Completely private

    Embark on the sailing boat with only your own group, with friends or family and enjoy the tranquility of perfect cruise around Greek islands. Make your own formula choosing your destination, the duration of the cruise and even the food.

  3. Friendly crew and local experts

    Meet Nikos, our friendly captain, experienced and qualified. Local expert, he knows better than anyone the places and the islands of Cyclades and will take you to dreamed beaches, forgotten bays and beautiful crystal clear waters!

    Mathilde will make you feel like home with her kindness and delicious cooking. From France and speaking 4 languages, she is warm and caregiver.

  4. All-inclusive or half-board formula

    We propose all-inclusive formula for daily cruise and half board formula for several days on-board. For the half board formula, breakfast, lunch & snacks during the whole day are included, only dinners, usually taken ashore in local places remain at client fees. Furthermore, the cost of diesel and marinas is payed by the client as well, and depends on the weather conditions and the ports visited. Count around 25€/day in total.

  5. Activities & watersports

    We provide snorkeling equipment for all our guests, one paddle board, a dinghy boat with engine, a professional fishing rot and Nikos is a harpoon fishing specialist!

  6. Multi-languages cruises

    English, French, Greek and Spanish spoken.


Oscar le sharpei
Mascot and the company's name giver

Born in 2017, Oscar the sharpei is our playful mascot and knows how to melt you heart in half a minute. We decided to make him the founder of the society as we have to leave him during all the summertime and he gave his face to our logo.

Anfitriona y back-office

Friendly, young and dynamic, Mathilde will make sure everything is perfect on board. She takes care of cooking, sailing and, of course, the comfort of the passengers is her priority.

Captain & Manager

Trust that Captain Nikos will find the best places on earth for you and will allow you to explore amazing areas!


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