One way sailing from Athens to Santorini via Milos, Folegandros and other beautiful Cyclades islands

What to Expect

This 10-day cruise is aimed at visiting some of the most beautiful Cyclades on the way between Athens and Santorini.

Kythnos, Serifos, Kimolos, Polyaigos, Milos, Folegandros, Ios and Santorini are some of the islands on the program.

If the weather allows it, you will be sailing each day to the next island, sleeping either in small charming fishing ports or wild anchorages.

Among the activities, you will be hiking to villages perched on top of islands, you will be swimming in emerald waters and barbecuing on wild beaches, under the stars… not to forget the sailing between the islands where your skipper is always happy to show you the ropes and involve you with the sailing of the yacht.

The itinerary

When and how much it costs?

Starts in
Ends in

Athens, Greece
Santorini, Greece








To be confirmed



To be confirmed​



To be confirmed​



To be confirmed​



To be confirmed​



This cruise
is confirmed



To be confirmed​

Prices in Euros per single, double occupancy of a cabin and for the whole boat:

Persons p / cabin

& Aug

& Sep

& Oct

& Nov

1 person





2 persons





Whole boat for 8 guests





What's included in the price

Professional skipper

Fuel consumption of the main engine

Port / marina fees

Bed linen, towels and blankets

End cleaning fee

Use of the snorkeling equipment

Outboard engine for the dinghy

What isn't included in the price

Transportation and transfers to and from the yacht

Food and drinks (the skipper's food is at your charge).

Travel insurance

Important information

1. In the event of a shared cruise (cabin charter) a minimum of 4 participants is required in order to confirm this cruise. Windfinders has the right to cancel a cabin charter in case the minimum number of participants was not reached up to 21 days before the date of departure. In this case your participation fee will be refunded.

2. In order to be fair with the rest of the participants, children under the age of 8 are not allowed on cabin charters. Please note that there is no age restriction in the event of a private booking where the client rents the whole boat.

3. Do not forget to pack a fleece, a rain coat and long trousers because the islands can get a little chilly in the evenings.

4. Keep in mind that the yacht has not much storage space for big bags; you are kindly advised to bring along a soft bag which can be stored easily, the size of a cabin bag in an airplane.

5. The front cabins which are more comfortable will be given to travellers who have booked first. The back cabins will be given to travellers booking later.

6. Lastly, your skipper has the right to change the itinerary and choose different islands in case the weather conditions would not allow him to follow the originally set plan.

Athens to Santorini in October 2020...

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 friend.

What people say...

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

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.

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.

As a warm-up, follow us on Instagram

Close Menu