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Sailing in the Aegean, the sea of the Gods!

Greece:

Cyclades

Duration:

7 days - 7 nights

Max number of passengers:

8 people

Available:

-

Suitable for travellers:

5 - 70 years

Boarding from:

Athens

What's included

Cancellation policy

avatar image

Super!

Organised by:

Andrea S.

Member since 2014 -

Organisation

Italian

Spanish

English

This experience, in a nutshell

Let's dispel a myth: Sailing Cruises in Greece are not an expensive choice, they are not just for sea dogs and they are no longer, for a long time, a "snobbish" holiday. On the contrary: a sailing cruise is first and foremost a holiday of simplicity and freedom. At sea, time expands and harmony with nature is rediscovered .


You come to rest, to disconnect from the frenzy, from the rhythms and duties of life in the city. A holiday immersed in the blue, the sun and the wind, an economical and original solution for the summer. All you need is joy, a passion for the sea – which is the real protagonist – and a pinch of spirit of adventure. A holiday you will remember for a lifetime ... and that many of you will want to try again!


White villages clinging to the rock that look down on you from above, jagged coasts, intense light and sunshine, crystal clear sea, churches, castles and monasteries, along with a warm welcome.

These are the Cyclades Islands, the islands of light, which in mythology gave birth to heroes and gods.

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 Cyclades islands: Kythnos, Serifos and/or Syfnos, the lively Syros, Tinos and then land in the festive Mykonos after a swim in the turquoise waters of Reina and a possible stop in the island-museum of Delos.


The itinerary is very rich and admits multiple variations. All the islands are wonderful, each with its own grace and history. We will alternate days of navigation with stops on land to go and browse the sites of greatest interest, explore the islands by renting bikes, cars or scooters, stretch our legs and treat ourselves to some well-deserved relaxation and some swimming in the most beautiful coves.


More routes and choices on stops are possible and it will be up to the Captain to decide the best one based on the actual weather conditions we will encounter on site.

No Departures available

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17+

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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:

Athens.

Check-in: 5:00 PM

Our trip ends here:

Mykonos.

Check-out: 8:00 AM

Leg 1

Day 1 - Embarkation

In the afternoon the boarding of the guests begins, we settle on board and provide the first most important initial refueling, we make the galley, we get to know each other and spend the first evening all together in some local tavern.

Leg 2

Day 2

After a good breakfast and the initial safety briefing on board, we set sail. We parade Cape Sounion, with the temple dedicated to Poseidon that stands high on the hill and opens us to the journey to the Aegean. We head south-southwest towards the island of Kithnos, famous for the two bays to the north divided by a small strip of beach, where we will spend the night.

Leg 3

Day 3

We enjoy a good breakfast on the boat and for those who want it a swim in the bay and we begin the descent towards Serifos, a rough, rocky, wild island, with the village perched on the mountain, which we will discover with a nice walk in the evening.

Leg 4

Day 4

From Serifos, if the wind allows it, we descend towards Sifnos and stop on the NEst side for a nice swim, then going to anchor in the enchanted bay of Vathy for the evening. We can go ashore and go and visit the villages of Apollonia or Kastro, inland, very characteristic and with a suggestive landscape!

Leg 5

Day 5

We take the sea and stop in another of the beautiful bays of the island and then head to Syros, once the capital of the Cyclades, which with its village offers a sparkling atmosphere to visitors and a beautiful scenery with the hills dominated by suggestive monasteries.

Leg 6

Day 6

We leave Syros and take a swim in the islet outside the town, an unexpected and evocative paradise with turquoise waters. We head towards Tinos where we choose whether to sleep in the bay or in the island's Marina. On land we can take a break and tour the island, green and mountainous, with scooters or rental cars.

Leg 7

Day 7

We leave Tinos and cross the channel that separates it from Mykonos, we head to Reina, the islet in front of the marina of Mykonos, which gives us a sandy beach and turquoise waters and from here we head for Mykonos, where we moor for the last night on board and get ready to go down for a lively evening on the most fashionable island of all the Cyclades.

Day 7

Leg 8

Disembarkation

A good breakfast and a ritual group photo at an early hour and the disembarkation begins, it's time to say goodbye, we exchange photos, kisses and hugs and we leave with a goodbye!

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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