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From Kalamata to Milos: the fantastic and wild South Peloponnese

Greece:

Cyclades

Duration:

7 days - 7 nights

Max number of passengers:

6 people

Available:

July

Boarding from:

Kalamata

What's included

Cancellation policy

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Super!

Organised by:

Alessandro B.

Member since 2012 -

Organisation

Italian

English

This experience, in a nutshell

A relaxing holiday among the wildest bays of the Peloponnese to arrive in the wonderful Cyclades


We'll embark in Kalamata and then disembark in Milos.

We will stop in the most beautiful bays or in the characteristic fishing villages. A journey through history: we will stop in the Bay of Porto Kagio , famous for its stories of Pirates, and then we will visit the island of Elafonisos with its white Caribbean beaches. We will then continue to the island of Kythira and visit the medieval village of Momnevasia


A sailing cruise, with skipper, dedicated to those who love comfort and total relaxation sailing in the heart of the region less frequented by mass tourism that will allow you to visit every corner of this beautiful corner of Greece.

The Peloponnese will give you corners of authentic and rugged Greece with unforgettable castles and landscapes, unspoiled bays, characteristic villages and wonderful archaeological sites, long swims, beautiful walks and the wonderful colors of the Mediterranean.



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

€765

7 days - 7 nights

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9+

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Boat & Classes of Service

Ocean Yachts Ocean Star 48.1 - 2007

Type

Sailboat

Length

15 m.

Toilets

3

Cabins

4

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9+

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Our itinerary

Our trip starts here:

Kalamata.

Check-in: 5:00 PM

Our trip ends here:

Milos.

Check-out: 6:00 AM

Our itinerary

Meeting in Kalamata, accommodation in the cabins, constitution of common cash and galley in the village market.

In the evening we have dinner in a typical Greek tavern to get to know each other and plan our departure for the next morning.


Departure for Cape Matapan with a stop and visit to the bay of Porto Kagio famous for the legendary tales about Pirates.

We will then continue to the fantastic Elafonisos Island with its Caribbean beaches.

Followed by the island of Kythira and then stop for the night in the sheltered and characteristic port of Momnevasia . We will then continue to the island of Milos where our journey will end

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

avatar image

Super!

Organised by:

Alessandro B.

Member since 2012 -

Organisation

Italian

English

4.8/5

out of

82

reviews

Skipper

Boat

Destination

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Milos to Paros: the best of the Cyclades

09/27/2025

Rocco G.

-

Switzerland

Alessandro is a legend, an excellent cook and tries to fulfill customer requests in the best way always taking into consideration the safety and comfort of the crew. You feel like you care about delivering the best experience possible. We had bad luck with the weather, but despite this it was an adventurous and nice week.
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Milos to Paros: the best of the Cyclades

09/23/2025

Massimiliano B.

-

Italy

Alessandro, in addition to being a dispenser of seafaring anecdotes and an excellent "skipper" was above all a very nice travel companion.
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Milos, Kimolos, Poliegos, Folegandros, the fantastic Western Cyclades

09/15/2025

Florian H.

-

Germany

Great trip & great skipper!
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Astypalaia, Anafi and Santorini: the pearls of the Southern Cyclades

09/3/2025

Remy L.

-

Netherlands

We had an amazing week with Alessandro. He was very friendly, helpful and made our holiday very relaxing. 10/10 would recommend.

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