7500Nautical Miles
182Happy clients
405 Star reviews
Why choosing OscarPrivateSailing for your cruise ?
  1. 42 feet well-maintained sailing boat

    Matilda, our 42ft (13m) Bavaria Cruiser will introduce you to the joys of sailing and will be your houseboat during your summer vacation. Completely renovated and refurbished during winter 2020, it has four double cabins, one of which is occupied by the crew and two bathrooms in addition to a large bright saloon and a small functional kitchen.

  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

    Nikos is the owner and skipper of Matilda, which he takes care of during the winter. He graduated of the Royal Yachtmaster Academy, and thanks to his offshore experiences on the high seas, he makes a point of ensuring the safety of the crew. Local expert, he knows the Cycladic islands better than anyone and will take you to the most beautiful coves in the region.

    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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