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Secret Aegean with skipper and kitchen on board from Santorini to Kos

Greece:

Cyclades

Duration:

7 days - 6 nights

Max number of passengers:

6 people

Available:

-

Suitable for travellers:

20 - 60 years

Boarding from:

Santorini Harbour

What's included

Cancellation policy

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Super!

Organised by:

Emanuel & Annalisa

Member since 2016 -

Organisation

Italian

English

German

Spanish

French

This experience, in a nutshell

We are Annalisa and Emanuel, a couple of skippers who live six months a year in Greece, sailing in the Aegean. We take turns in all roles: boat management, on-board cooking and organization of activities. We like to go to sea and share this passion with people who want to experience the sea in freedom and learn about traditions, landscapes and places that make the Aegean a unique and perfect place to be discovered on a sailboat.


Our routes will take you to discover the most fascinating islands of this sea: from the authentic face of the Dodecanese to the wild nature of the Southern Sporades, passing through the iconic Cyclades and the hidden gems of the Small Cyclades. Each journey begins on one island and ends on another, both connected by direct flights to numerous departure airports. This formula gives you a freer and more complete experience, overcoming the restrictions of loop routes. You will be able to fully enjoy the magic of the trip, without ever retracing your steps, whether you decide to take two consecutive weeks on a boat, or whether you choose to explore the departure or arrival island by land.

 

We will sail far and wide to discover the most beautiful islands with a perfectly equipped, safe and certified professionalboat. Fast crosswind, downwind and upwind edges await us to climb the Meltemi, the typical summer wind of Greece. Those who wish can participate in the maneuvers and steering of the boat, or simply enjoy the moment, the sun and the wind. Each route is designed to mix the pleasure of sailing with moments of adventure and relaxation: snorkeling in the crystal clear waters, trekking along the natural paths to discover breathtaking views, aperitifs by the sea, without forgetting the pleasures of the table to share on board or in picturesque taverns.

No Departures available

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16+

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Boat & Classes of Service

Dufour 455 Grand Large - 2006

Type

Sailboat

Length

13.75 m.

Toilets

3

Cabins

4

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10+

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Our itinerary

Our trip starts here:

Santorini Harbour.

Check-in: 5:00 PM

Our trip ends here:

Kos Harbour.

Check-out: 5:00 PM

Leg 1

Day 1 Welcome aboard!

Boarding in Santorini South from 17.00. Accommodation in the cabin and dinner on the boat.

Day 1 Welcome aboard!

Leg 2

Day 2 Anafi

Departure early in the morning for a beautiful sail to Anafi in the Small Cyclades. The island is a small paradise surrounded by blue skies and blue seas, which bathes the fine sandy beaches and small bays nestled between picturesque rocky promontories. The pace of life is still slow and you can breathe peace and tranquility.

Day 2 Anafi

Leg 3

Day 3 Anafi again

The island offers many attractions both for sea lovers who can spend a lazy day at the beach, and for trekking enthusiasts, who can explore the island on foot, thanks to a well-organized network of hiking trails. Here is Mount Kalamos, a gigantic limestone monolith, the largest in the Mediterranean after Gibraltar. The summit can be reached by a challenging walk and from the monastery at the top you can enjoy a breathtaking view of the Aegean Sea. Dinner in picturesque Chora.

Day 3 Anafi again

Leg 4

Day 4 Astypalea

Departure early in the morning for a long sail with arrival in Astypalea in the early afternoon. Located in the middle of the Aegean, the island is halfway between the Dodecanese and the Cyclades, with which it shares the barren appearance, windmills, villages of white houses, crystal clear waters and beautiful beaches. Anchoring in the roadstead or at the city quay and visit of the Chora with dinner in a tavern.

Day 4 Astypalea

Leg 5

Day 5 Astypalea again

Departure for Koutsomytis and Kounoupa, two small paradises that can only be reached by boat from Astypalea, after a short navigation. There are many beautiful beaches where you can swim in the crystal clear water and relax in the sun. Night at anchor.

Day 5 Astypalea again

Leg 6

Day 2: Gyali and Nisyros

Depart early in the morning for a long sail to the uninhabited island of Gyali. With its Caribbean waters and white pumice stone beaches, it will be our corner of paradise where we will spend a lazy afternoon at the beach. Aperitif at sunset and night at anchor or in the small port of Paloi on the island of Nisyros.

Day 2: Gyali and Nisyros

Leg 7

Giorno 7 Kos Town

Morning sail for the return to the ancient port of Kos Town with a stop at Therma Beach for a swim in the warm and sulphurous waters that flow into the sea in a natural pool. Disembarkation at 5.00 p.m.

Giorno 7 Kos Town

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:

Emanuel & Annalisa

Member since 2016 -

Organisation

Italian

English

German

Spanish

French

5.0/5

out of

48

reviews

Skipper

Boat

Destination

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Secret Aegean with skipper and kitchen on board from Rhodes to Kos

08/10/2025

BARBARA C.

-

Italy

Excellent experience both as a proposal for the various destinations visited and for the culinary aspect! Yes, you eat and surf well on MIVIDA! Interesting and well organized shore excursions!
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Secret Aegean with skipper and kitchen on board from Kos to Rhodes

07/27/2025

Luca G.

-

Italy

First experience on a sailing boat for me and my partner: wonderful! Annalisa and Emanuel are fantastic, from the management of the spaces on the boat equipped with everything necessary for all guests, to the experience during navigation up to the excellent cuisine that for them has no secrets in the preparation of different and tastefully prepared dishes every day! And every day you arrive on bays different in colors and scents, not to mention the starry skies when you stay at anchor at night! Also attentive to expenses and waste, they really know how to manage every moment of the holiday to make it unforgettable!
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Secret Aegean with skipper and kitchen on board from Kos to Rhodes

07/12/2025

Attilio A.

-

Italy

Excellent welcome, well-designed itinerary, excellent on-board cuisine.
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Secret Aegean with skipper and kitchen on board from Santorini to Kos

06/26/2025

Melissa C.

-

Italy

A week on a sailing boat between Santorini, Anafi, Astypalea, Nisyros and Kos – a real holiday, one of those that stay with you. Annalisa and Emmanuel, our skippers, were incredible: super prepared, but also welcoming and easy-going. They treated us like kings and queens from day one, with a care and kindness that is rarely found. Even when the wind gave us a longer stop on an island, they were able to turn everything into an opportunity to discover beautiful places, have new experiences and eat in authentic places where you spend little and really eat like a god. Even on board you can eat very well: they cook everything themselves, with fresh local products, and you can see that they put passion into it. They are not only good skippers, they are also excellent cooks! Every meal was delicious! We did everything: trekking, bathing in hot springs, visiting the caldera of a volcano, and often slept in quiet and isolated bays, under a sky full of stars. An incredible peace. We almost always sail making us participate in the maneuvers and explain everything to us with patience and passion. It's not your average all-inclusive holiday, it's a different, more authentic and free experience – and that's why it's special. It is real sea, nature, freedom, simplicity. If you are looking for something authentic, away from the chaos and full of beauty, I highly recommend it.

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