Island hopping on a boat under sail is probably the smartest way you can choose to explore the raw beauty of the Greek islands! Each day you wake up in a different place; there is no fixed itinerary, it's 100% your trip!

Windfinders sailing cruises

We run both private and individual skippered sailing cruises in the Cyclades archipelago.

The Yacht

The Skipper

The Cyclades

Cruises 2022

What's new in 2022?

We are excited to announce you that from May to October  2022, we will once more be operating both private and shared skippered sailing cruises from our base on the beautiful island of Paros, which is located in the heart of the Cyclades archipelago. 

What is your style? Private cruise... or by the cabin?

When joining a Windfinders cruise you have 2 options: You can hire the entire yacht for yourself or you can decide to join a cabin charter where you will rent only one cabin on a shared cruise with other travellers. Cabin charters are a really nice way for solo travellers, couples or small groups willing to meet new travellers and share a week’s sailing together. A cabin charter is confirmed when a certain number of participants is reached.

How much does it cost and what is included in the price?

A week’s sailing on board Cinderella in high season amounts to about 850 euros per person for a private booking. Booking a cabin only in a shared cruise costs 2200 euros for 2 persons sharing the same cabin or 1600 euros for a single occupancy of the cabin. Further information is available on the Booking page.

What is always included when booking with Windfinders

Accomodation on board Windfinder's beautiful sailing yacht "CINDERELLA"

Just a little over 50ft in length, Cinderella can accommodate up to 8 guests in 4 double cabins with attending bathroom.

The service of a professional skipper

Istvan is both the skipper and the owner of the sailing yacht Cinderella; he will be your skipper, interlocutor and also your guide throughout your sailing cruise.

Fuel is included

Fuel consumption of the main engine and the engine of the dinghy are included. This is for a reasonable utilisation of 2 – 3 hours per day.

No security deposit

Most charter companies require the charterers to leave a security deposit even in the event of a skippered charter. At Windfinders’ the skipper takes full responsibility of the yacht and its equipment.

Starting in the heart of the Cyclades archipelago

The island of Paros is the second largest island of the Cyclades Archipelago. Exactly in the center of the Cyclades archipelago, Paros is the ideal starting point for your holiday! It is easily accessible

Check out our shared cruises for 2022...

May to October

Paros, Ios, Amorgos
and the small Cyclades

7 days and 6 nights​

March to May

One way Athens to Santorini
via Milos and Folegandros

10 days, 10 nights

What people say...

Windfinders Sailing Cruises Cyclades
Based on 9 reviews
powered by Google
Theresia Be
Theresia Be
15:18 29 Oct 20
I couldn't have imagined anything better for this October than sailing through the Cyclades with Istvan, his Cinderella and a friend. On this trip we got everything we could have wished for. Sunrises in lonely bays, dolphins, barbecues on the beach, hot springs, short hikes to small towns and much... more. Istvan is a lovely and helpful host with extraordinary knowledge about the area and about sailing. He is fun, spontaneous and flexible and stays focused when needed. It felt like traveling with a more
Laur-Andrei Tsk
Laur-Andrei Tsk
15:48 13 Oct 20
Best experience ever! Istvan is the best skipper ever and he treats like you are part of his family!
Ole Connor
Ole Connor
14:26 07 Sep 20
Fantastic Charter for Sailing into Cyclades with Skipper
frederique sauvez
frederique sauvez
07:37 01 Sep 20
Merveilleuses vacances à bord de Cinderella... Toutes les conditions réunies pour une croisière inoubliable.. Les Cyclades, un magnifique terrain d'aventure à la voile et merci surtout, Istvan pour ta gentillesse et ta bonne humeur... La famille au grand complet te donne rendez-vous l'annéee... prochaine.Frédériqueread more
Ole Connor
Ole Connor
07:12 26 Aug 20
Fantastic sailing trip from Paros to the cyclades. The boat to rent is a nice Dufour sailing boat and István the skipper knows all hidden beautiful places. We rented the sailing boat for one week from Paros to Antiparos, Sifnos, Poliagos, Folegandros, Ios, Schinoussa, Naxos, and some more Islands... from the small cyclades. The boat comes with four double bed rooms beside the skipper cabin with each one bathroom and could handle up to 8 charter guests.The skipper is very experienced into the area, which he knows for more than 19 year’s.We used the dingi boat for all land trips, snorkeling and cave visits. Sailing with Windfinders was a pleasure for us and it was the best way for me and my family to explore the islands of the cyclades by sailing.All sailing boat details we found on windfinders.netSee you next year again - Skipper:)read more
Annette Connor
Annette Connor
07:05 26 Aug 20
Great boat, great spots, unforgettable moments in one of the nicest areas in Greece. If you love sailing you are right here!
Next Reviews

Our family of 6 spent a week on board the Cinderella from 1-8 August as part of a longer multi island trip in the Cyclades. The week exploring the small Cyclades, hidden coves and quiet beaches, as well as decent sailing hours, with skipper Istvan turned out to be the highlight of our summer vacation. As we were advised by someone, the skipper and his/her knowledge of the area and the ability to get along with the guests can make or break the trip. With Istvan we hit bingo as he turned out a fantastic host for us and the kids, always willing to embark on an activity, on sea or on land. He knows his ship and the Aegean sea and that gives a very comfortable and safe feeling. Equally important, Istvan is really a nice guy, very relaxed about almost everything. Many thanks Istvan for a great week on board the Cinderella. 5/5 stars for sure.

Hoes family from Netherlands

We went on our first sailing trip ever five years ago and decided to choose Istvan Ferrare as a skipper. It was said that he is one of the most trustful skippers in the agean sea. After one week of sailing with him we got very good friends, got the sense of sailing and we NEVER felt unsafe!! Istvan has a great sense of humour and he is really sensitiv,he is an entertainer and skipper in one person . He would never risk something without thinking or do something unsafe. Istvan is an expert in finding the best places for you in the Agean. We really enjoyed every sailing week with him.

– Spreizer family from Austria

Just had the most amazing sailing holiday with Istvan and his boat Cinderella. We felt completely safe and secure on the boat, Istvan’s knowledge and experience is incredible and he took us to fabulous beauty spots that are not on the commercial path. We would recommend Windfinders to everyone with confidence…..Istvan is not intrusive and gives you space and privacy so if you are thinking of booking a sailing holiday then book Windfinders. Thanks Istvan

Susan from UK

Just back from a week of sailing on Cinderella with Istvan.
Cinderella is beautiful with everything you need and plenty of space. Istvan is just perfect! He knows the best places and is extremely competent which makes you feel totally safe. Istvan is very knowledgeable and an excellent host.
I will definitely book again and will be recommending without any hesitation whatsoever.

Josephine from UK

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