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From Santorini to Milos: the fantastic Cyclades of the South

Greece:

Cyclades

Duration:

7 days - 7 nights

Max number of passengers:

6 people

Available:

Suitable for travellers:

> 18 years

Boarding from:

Akrotíri

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

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.

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.

Frequent questions

The organiser reviews

Super!

Organised by:

Alessandro B.

Member since 2012 -

Organisation

Super!

Italian

English

4.8/5

out of

reviews

Skipper

Boat

Destination

From Rhodes to Kos: the fantastic South Dodecanese

08/3/2025

Riccardo M.

Italy

too much engine too little sail

From Samos to Kos: the best of the North Dodecanese

07/21/2025

Federica L.

Experience to recommend! We were guided to wonderful bays thanks to the skipper Alessio, helpful and competent. Beautiful moments when we sailed!

From Kos to Rhodes: the beautiful south Dodecanese

07/21/2025

Maurizio P.

Italy

Just back from the Dodecanese south cruise, aboard the [hidden] led by the talented Alessio. Perfect itinerary, beautiful bays and locations both on the sea side and on the land side, good management of the galley and (thanks to the ladies on board and the skipper) excellent lunches and dinners on board. Some difficulties with the on-board toilets but nothing insurmountable.

From Rhodes to Kos: the fantastic South Dodecanese

07/1/2025

Patrizia F.

Italy

Going on a boat with Alessio and Anna was a delight, beautiful bays, Alessio always very careful to understand the places to stop and how to please everyone as far as possible. Anna delightful and precious with her tireless energy. I recommend trying it !