From Santorini to Milos: the fantastic Cyclades of the South

Greece:

Cyclades

Duration:

7 days - 7 nights

Max number of spots:

Available:

Suitable for travellers:

> 18 years

Boarding from:

Akrotíri (Santorini)

What's included

Cancellation policy

Super!

Organised by:

Alessandro B.

Member since 2012 -

Organisation

Super!

Italian

English

This experience, in a nutshell

A sailing cruise, with skipper, dedicated to those who love comfort and total relaxation We will sail in the heart of the Cyclades islands to visit every corner of this beautiful corner of Greece.

The Greek islands will give you unforgettable landscapes, unspoiled bays, characteristic villages and wonderful archaeological sites, long swims, beautiful walks and the wonderful colors of the Mediterranean.

We set sail to discover Santorini, Ios, Folegandros, Kimolos and the other pearls of this Greek archipelago and then arrive in Milos. A cruise dedicated to total relaxation among the best of the Cyclades.

Evenings in the bays or marinas of the villages that we will meet along the way.

The route and the port of embarkation and disembarkation can be modified according to weather conditions in order to ensure guests the most relaxing and safe navigation in any case

No Departures available

Would you like a private cabin? Contact the organizer to receive a Custom Offer

What's included

Cancellation policy

No Departures available

Greece: 7 days - 7 nights

Cyclades

What's included

Cancellation policy

No Departures available

Show all

Boat & Classes of Service

Ocean Yachts Ocean Star 48.1 - 2007

Type

Sailboat

Length

15 m.

Toilets

Cabins

Show all

Our itinerary

Our trip starts here:

Akrotíri (Santorini).

Check-in: 4:00 PM

Our trip ends here:

Milos.

Check-out: 9:00 AM

Our itinerary

Starting from 4 pm you will be welcomed by your skipper at the port of Akrotiri on the island of Santorini to take a seat in your cabins and to make a meal at the village market

In the evening we will get to know each other better in some typical Greek taverns of the village

The next morning we will set sail for Ios where we will choose the most beautiful bays for a swim.

Afterwards we will discover Folegandros, Kimolos and the other pearls of the archipelago and then arrive in Milos for disembarkation.

During our evenings we can decide whether to sleep in the bay under the stars or stop in the typical villages on the islands.

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.

Our itinerary

Starting from 4 pm you will be welcomed by your skipper at the port of Akrotiri on the island of Santorini to take a seat in your cabins and to make a meal at the village market

In the evening we will get to know each other better in some typical Greek taverns of the village

The next morning we will set sail for Ios where we will choose the most beautiful bays for a swim.

Afterwards we will discover Folegandros, Kimolos and the other pearls of the archipelago and then arrive in Milos for disembarkation.

During our evenings we can decide whether to sleep in the bay under the stars or stop in the typical villages on the islands.

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

What you'll have to pay during the experience

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

Common Fund

€150 - €200 Per person

The common fund is established at the time of embarkation. The skipper does not participate in the common fund. 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

Super!

Organised by:

Alessandro B.

Member since 2012 -

Organisation

Super!

Italian

English

4.9/5

out of

reviews

Skipper

Boat

Destination

The fantastic Saronic Islands and the surroundings of Athens

10/20/2026

Francesca A.

We spent a beautiful week together with Alessandro.Even if the weather was not the most clement, we were able to visit beautiful and characteristic places that we could never have discovered in any other way. In addition to the fantastic experience itself, it was Alessandro who made the difference: an experienced captain, a true master of life, with a wealth of stories to write a book about. We spent days between the sea, the wind and its stories, eating and drinking together as old friends. Thank you Ale, we will always carry you in our hearts with the hope of meeting again soon. Francesca and Davide

The fantastic Saronic Islands and the surroundings of Athens

10/20/2026

manuela c.

I had a great time on the boat with Ale, a professional, kind, helpful person who tried to please everyone (and it's not easy!) and super nice. I saw very beautiful places despite the islands being quite man-made, took nice baths in magnificent roadsteads and visited beautiful villages with even some trekking. Beautiful, solid and comfortable, the boat, suitable for any navigation, I have always felt safe. Ale also always available to cook for everyone! Experience to be done again next year in other islands. Thank you

The fantastic Saronic Islands and the surroundings of Athens

10/19/2026

ASLIHAN A.

Alessandro was the best captain one could ask for. I had to leave after two nights because of a health emergency back home. He offered me a free sailing trip im April.

The fantastic Saronic Islands and the surroundings of Athens

10/13/2026

Alexander S.

We had an exciting and memorable week on board with Alessandro. We were lucky to enjoy boat trips every day and especially loved sharing his delicious pasta meals. We quickly embraced his Italian spontaneity, with new destinations and ideas along the way, making the experience all the more adventurous and unique. A wonderful week for those who enjoy a relaxed, authentic Italian sailing experience!