header cover

Astypalaia, Anafi and Santorini: the pearls of the Southern Cyclades

Next Departure:

August 24, 2025

Greece:

Cyclades

Duration:

7 days - 7 nights

Max number of passengers:

6 people

Available:

August

Suitable for travellers:

> 16 years

Boarding from:

Kos Town

What's included

Cancellation policy

avatar image

Super!

Organised by:

Alessandro B.

Member since 2012 -

Organisation

Italian

English

avatar placeholder

Give this experience a try!

This experience, in a nutshell

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

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


We set sail from Kamari (Kos) to discover Astypalea and Anafi and the other pearls of this Greek archipelago with a skipper who will take care of you, to arrive at the end in Fira (Santorini)

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

€891

7 days - 7 nights

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

7+

Show all

Boat & Classes of Service

Ocean Yachts Ocean Star 48.1 - 2007

Type

Sailboat

Length

15 m.

Toilets

3

Cabins

4

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

9+

Show all

Our itinerary

Our trip starts here:

Kos Town.

Check-in: 4:00 PM

Our trip ends here:

Fira.

Check-out: 9:00 AM

Our itinerary

Starting from 4 pm you will be welcomed at the port of Kamari by your skipper to take a seat in your cabins and to make a galley at the village market.

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

The next morning we will set sail for the most beautiful bays where we will swim in crystal clear waters.

In the evening we can decide whether to sleep in the bay under the stars or stop in the typical villages on the islands that we will then visit.


We'll visit Astypalea, Anafi, and other pearls of this archipelago and then disembark in Fira on the island of Santorini.

Frequent questions

The organiser reviews

avatar image

Super!

Organised by:

Alessandro B.

Member since 2012 -

Organisation

Italian

English

4.9/5

out of

73

reviews

Skipper

Boat

Destination

avatar image

The fantastic Saronic Islands and the surroundings of Athens

10/20/2024

Fethallah B.

-

Switzerland

recently returned from an incredible week sailing through the stunning Saronic Islands, and I can’t express enough how fantastic the experience was! Alessandro was not only incredibly responsible and knowledgeable but also brought a warm and friendly energy to the trip that made everyone feel at ease. The breathtaking views we encountered each day were simply unforgettable. From the crystal-clear waters to the picturesque coastlines, every stop was a new postcard-worthy scene. The swimming spots were exceptional, allowing us to cool off and explore beautiful coves that felt like our own little paradise. The company was equally amazing, with a wonderful mix of personalities that created a fun and relaxed atmosphere on board. Shared meals, laughter, and stories turned this vacation into a truly memorable experience. Overall, this sailing trip exceeded all my expectations. I’m already looking forward to my next adventure on the water! Highly recommended!
avatar placeholder

The fantastic Saronic Islands and the surroundings of Athens

10/17/2024

liz b.

-

United States

This was a long time ambition of mine and Alessandro delivered an incredible experience! It was truly relaxing, very little to think about beyond where to eat when we went to port. Our schedule was flexible based on our mood, and fortunately the weather was cooperative.
avatar image

The fantastic Saronic Islands and the surroundings of Athens

10/17/2024

anna a.

-

Italy

Avvertenze: può dare dipendenza.
avatar image

Milos, Kimolos, Poliegos, Folegandros, the fantastic Western Cyclades

09/15/2024

Rafael G.

-

Spain

Alessandro es un grande !!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaAmerican ExpressApple pay

© 2023 Sailsquare Srl SB • All rights reserved - VAT IT07860990964