header cover
sailsquare logo

Gone with the wind, discovering the Cyclades

Greece:

Cyclades

Duration:

6 days - 7 nights

Max number of passengers:

8 people

Available:

-

Suitable for travellers:

10 - 70 years

Boarding from:

Athens

What's included

Cancellation policy

avatar image

Organised by:

Leo L.

Member since 2014 -

Organisation

Italian

English

French

This experience, in a nutshell

Let's discover the Cyclades on a luxury yacht with all the comforts


Cape Sounion

Cape Sounion, or Cape Sounion, in Greece, is a special place for Athenians. In fact, this promontory, not far from Athens and on the southern tip of Attica, was the last strip of land that sailors and soldiers looked at as they moved away towards their military journeys and expeditions. This was also the first landmark they hoped to see again, as it meant they had returned to their homeland.


Kea

The beautiful Kea shares her destiny with those who adore her, an island almost unknown outside the Hellenic borders. There is no doubt that Kea is an island that deserves more attention. Mind you, it is a place that will belong in the heart only to those who are part of a certain group of people: those who love the delicacy, the rough solitude that make up the mosaic of the Mediterranean. A boat, the wind, agaves dried in the sun, skins scratched by the sun. Here you will find the luxury of simplicity, the joy of color.

The island fits like a glove to those who travel to get to know genuine places, endless walks on old mule tracks immersed in beautiful valleys, and curious monuments.


Kithnos

Between the islands of Kea and Serifos lies the small island of Kythnos (or Kithnos), which is especially popular with Greek tourists. The island is quiet and practically unspoilt and offers the traveler 65 wonderful beaches of fine sand.


Serifos

Serifos has become known as one of the best Greek islands for couples, families and groups of friends and is an emerging gem of the Cyclades. You could say this is due to the many pristine beaches and its intriguing history, centered around the island's ancient iron and copper mines and tales of mythology involving Perseus and Medusa.


Sifnos

In Sifnos there are 13 permanently inhabited villages, all within a short distance of each other. Each one seems to entice you with its own history of architecture, food, traditions, vibrant locals, and everything else that makes this Cycladic island so wonderful. 


The Saronic Islands and the East Peloponnese

In case of strong Meltemi we will head south towards Angistri, beautiful, and the peninsula of Methana, with its characteristic port of Vathi.

We will then go to Poros and the legendary Hydra, an island where cars are replaced by donkeys.

Evenings in beautiful and quiet roadsteads or in the small ports with dinners in the characteristic taverns of the small villages that we will meet along the way.


No Departures available

experience image 0experience image 1
experience image 2
experience image 3

16+

Show all

Boat & Classes of Service

Ocean Yachts Ocean Star 56.1 - 2009

Type

Sailboat

Length

15.98 m.

Toilets

5

Cabins

5

boat image 0boat image 1
boat image 2
boat image 3

12+

Show all

Our itinerary

Our trip starts here:

Athens.

Check-in: 6:00 PM

Our trip ends here:

Athens.

Check-out: 8:00 AM

Our itinerary

From Athens we leave for Cape Sounion, stopping to pay homage to Poseidon, then depending on the wind Kea, Kithnos, Serifos, Sifnos.

In case of strong Meltemi we will head south towards Angistri, beautiful, and the peninsula of Methana, with its characteristic port of Vathi.

We will then go to Poros and the mythical Hydra.

The itinerary may be subject to changes due to weather conditions and/or technical or logistical reasons, in order to ensure safety and a pleasant sailing experience for all participants.

What's included in the price

•

Boat equipment and facilities

    Final cleaning

    Tender and outboard

•

Onboard staff

    Skipper

•

Taxes, fees and moorings

    Association/Membership card

•

Insurances

    Accident insurance

What you'll have to pay during the experience

Below are the additional expenses you will incur during the experience.

Common Fund

€100 - €250 Per person

The common fund will be collected at the time of boarding after your arrival and will be managed among all participants. The per capita share depends on the expenses incurred and the number of people on board.

    Galley

    Food for the skipper

    Mooring fees

    Fuel (boat/tender)

What's NOT included in the price

Below are the services that are not included in the price of the experience, including any available optional services that you may pay directly to the organiser (we advise you to inform the organiser prior to departure in case you wish to purchase such services and arrange the payment terms directly with him).

Excluded

    Bedding kit

    Towels kit

    Meals/drinks consumed ashore

Frequent questions

The organiser reviews

avatar image

Organised by:

Leo L.

Member since 2014 -

Organisation

Italian

English

French

4.3/5

out of

27

reviews

Skipper

Boat

Destination

avatar placeholder

Gone with the Wind, Corfu and the Poseidon Islands

09/15/2025

Annamaria S.

-

Italy

Nice holiday in the blue of the sky and the sea!! On the other hand, the return to the gray sky and traffic of Bergamo was challenging
avatar placeholder

Catamaran ride in the sea of Ulysses

08/18/2025

Javier Y.

-

Spain

Leo great captain and person
avatar placeholder

Gone with the Wind: Corfu and the Ionian Islands

04/1/2025

jenna C.

-

Canada

I was so excited to go sailing in Greece. This dream unfortunately took a quick turn into a nightmare. The captain didn’t take us to any of the sites listed on the itinerary. We stayed close to the original port the whole trip. We would ask him each day to go to one of the listed places and he would just ignore the suggestions. He would also blame it each day on the weather yet we had beautiful weather the whole trip, minus the first day. The boat itself was constantly breaking down. We had a broke toilet which was not a plus. But the worst part of the trip was when the captain used the outside shower in front of myself and a few of the other girls on the boat. He proceeded to take his swim shorts off deliberately flashing his private parts to us. All the lady’s became super uncomfortable on the boat afterwards. It was super inappropriate. Would highly recommended spending your money elsewhere. Was a horrific experience.
avatar image

Gone with the Wind: Corfu and the Ionian Islands

09/11/2024

SARA D.

-

Italy

The holiday did not go as I hoped and the main sore point is given by the skipper. It felt more like being in prison than on vacation. Rino did nothing but list prohibitions, he had a know-it-all and always annoyed tone. He had the constant habit of walking around the boat early in the morning, banging his feet forcefully near the cabins and managed the doors of the cabins as he pleased, opening and closing them even while we were inside. What is even more serious, in my opinion he disrespected us on at least two occasions by taking off his swimsuit in front of everyone to shower naked without even notifying us. A really unprofessional behavior. As for the itinerary, unfortunately it was not respected despite the weather conditions were favorable. Apart from the first day when we witnessed a storm, in all the following days not a leaf flew. If there had been the skipper's will, we could have easily arrived in Paxos (which we did not see). We have returned several times to the same places despite countless requests to see something new. We sailed a maximum of two hours a day, we practically paid for his vacation since for the rest of the time he was lying in the shade reading! Finally, I found the location of the marina inconvenient (although suggestive inside the fortress) as you have to walk at least twenty minutes on foot between stairs and climbs to reach the supermarket. I would suggest a more accessible marina considering that when you do a week's shopping for 6 people you don't go back to the boat with a few envelopes.

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964