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From Milos to Mykonos

Greece:

Cyclades

Duration:

7 days - 7 nights

Max number of passengers:

8 people

Available:

-

Suitable for travellers:

< 70 years

Boarding from:

Milos

What's included

Cancellation policy

avatar image

Super!

Organised by:

Andrea S.

Member since 2014 -

Organisation

Italian

Spanish

English

This experience, in a nutshell

Under a great sun, carried by the wind, from port to port, from cove to cove, we will discover the villages and landings of the Aegean islands.



Red, white, gold, yellow, black, orange...  Milos is an island born from a volcanic eruption: here nature has created art, the rocks are masterpieces of sculpture, its colored stones seem to be painted, as well as the beautiful beaches. Petrification hides many minerals and the island is one of the oldest mines in the Mediterranean: before the Cyclades to be inhabited, it became a pirate island for a long time! The famous Venus was found in Milos, and to the great chagrin of the inhabitants of the island, it is on display in the Louvre in Paris!



White villages clinging to the rock looking down on you, jagged coastlines, intense light and sunshine, crystal clear sea, churches, castles and monasteries, thousand-year history, warm hospitality: these are the Cyclades Islands, the islands of light, which in mythology gave birth to heroes and gods. All the islands are wonderful, each with its own grace, each with its own story. We will alternate days of navigation with stops on land to go and browse the sites of greatest interest, stretch our legs and indulge in some well-deserved relaxation and a few swims in the most beautiful bays. A very rich itinerary, with islands of great interest for their nature and for the vestiges of a thousand-year-old past.  


Countless and beautiful locations with many possible variations!

No Departures available

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13+

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Boat & Classes of Service

Beneteau Oceanis Clipper 500 - 1991

Type

Sailboat

Length

15.3 m.

Toilets

3

Cabins

3

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18+

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Our itinerary

Our trip starts here:

Milos.

Check-in: 5:00 PM

Our trip ends here:

Mykonos.

Check-out: 8:00 AM

Leg 1

Day1

Embarkation, accommodation on board, refueling of the boat and visit by land to the village

Leg 2

Day 2

After a nice breakfast on board, we set sail early and go to visit the caves of Milos, depending on the wind in the north or south of the island. Lunch stop in one of the many wonderful beaches with colorful rocks and head to Kimolos, to visit the island and for a nice dinner in a tavern.

Leg 3

Day 3

We leave the port and head south to reach the island of Poliagios, with its coves of red and yellow rocks, caves and stacks. We stop for lunch and then head to Ios, a 5-hour sail awaits us to start savoring the taste of sailing ...

In Ios we go up to visit the Chora and we enter the kesba and we get lost in the tangle of alleys and streets, if we want we climb up to the churches on the top of the hill to enjoy a breathtaking sunset. Dinner in the village, then we look for an ouzeria where they play some music.

Leg 4

Day 4

After breakfast and refueling the boat we move towards the Small Cyclades, we stop for a swim in a bay for lunch and with due calm we reach the landing for the evening. The islands are stunning, semi-deserted and with pretty pier villages, perfect for a stroll and a quiet tavern dinner.

Leg 5

Day5

We head towards Kuofunissi, the easternmost of the Small Cyclades, a gem of the Aegean, with a small village practically devoid of cars, a crystal clear sea and a very nice and characteristic village.

Leg 6

Day 6

We leave the Small Cyclades after enjoying a last swim and head towards Naxos. Stop in a bay south of the village for lunch and a nice swim and then continue until you arrive at the marina. We spend the evening visiting the old part of the city, nice and characteristic, and we have dinner in one of the many typical taverns.

Leg 7

Day 7

Wake up early and head to Mykonos, where we arrive after about three hours of navigation. We stop for refreshment in a bay in the south of the island, warm up a bit on the beach and get ready to go ashore and join the lively and lively island life from sunset over the sea in the evening!

Leg 8

Step 8

Early breakfast and disembarkation. In case the weather conditions do not allow you to reach Mykonos from Naxos, guests will arrange at their own expense with a ferry that connects the two 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

avatar image

Super!

Organised by:

Andrea S.

Member since 2014 -

Organisation

Italian

Spanish

English

5.0/5

out of

47

reviews

Skipper

Boat

Destination

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Heart of the Cyclades Cruise: Milos to Mykonos

07/13/2025

Marta A.

-

Spain

🤍💙
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Heart of the Cyclades Cruise: Milos to Mykonos

07/12/2025

Annalisa M.

-

United Kingdom

A beautiful trip completely met my expectations, Andrea with his professionalism handled all situations excellently.
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From the Dodecanese to the Cyclades: sailing off the beaten track!

07/7/2025

Farida B.

-

Italy

The 10 days on a sailing boat were beautiful. An experience that filled my eyes and heart... it would not have been such if I had not sailed in the company of beautiful people with whom a pleasant connection was created. I thank the "Super Skipper Andrea", a professional: competent, reliable and generous. A holiday that I recommend to those who love the sea and freedom!
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From the Dodecanese to the Cyclades: sailing off the beaten track!

06/30/2025

elisabetta m.

-

Italy

Andrea is a professional, always ready to make you happy! We visited beautiful places and in rather challenging wind and sea conditions, which only an expert sailor could make so pleasant!

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