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

Next Departure:

September 6, 2025

Greece:

Cyclades

Duration:

7 days - 6 nights

Max number of passengers:

6 people

Available:

September

Suitable for travellers:

20 - 60 years

Boarding from:

Kos Town

What's included

Cancellation policy

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Super!

Organised by:

Emanuel & Annalisa

Member since 2016 -

Private

French

Spanish

German

English

Italian

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Give this experience a try!

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.

€1,050

7 days - 6 nights

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18+

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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:

Kos Town.

Check-in: 5:00 PM

Our trip ends here:

Santorini Harbour.

Check-out: 5:00 PM

Leg 1

Day 1 Welcome aboard!

Boarding from 17.00 in Kos Town. Accommodation in the welcome aperitif cabin. Free evening.

Day 1 Welcome aboard!

Leg 2

Giorno 2 Pserimos e Kalymnos

Departure with a nice upwind to reach Pserimos, one of the very few islands of the Dodecanese with sandy beaches. After lunch, a sail awaits us along the west coast of Kalymnos, the mythical island of sponge fishermen, today a paradise for climbers due to the presence of mountains and rock walls overlooking the sea. Night in Telendos or in the small bay of Emborios.

Giorno 2 Pserimos e Kalymnos

Leg 3

Day 3 Levitha

Departure for the very small island inhabited only by a family whose three generations manage the only restaurant they supply with 0 km products from the farm they own. Day in the bay at anchor in complete relaxation and a short walk to go up to the characteristic restaurant.

Day 3 Levitha

Leg 4

Day 4 Amorgos

Early morning departure for Amorgos. Sailing to Amorgos is a journey into the essence of the Cyclades. We will spend the afternoon enjoying some relaxation and well-deserved rest after the crossing. Night at anchor.

Day 4 Amorgos

Leg 5

Day 5 Amorgos again

Arrive at the port of Katapola where we will go ashore to visit the Monastery of Panagia Hozoviotissa. Perched on a steep cliff 300 meters above the sea, it is one of the most spectacular in Greece. In the evening we will have dinner in a tavern along the narrow cobbled streets of Chora.

Day 5 Amorgos again

Leg 6

Day 6 Ios

Route to Ios to reach the beautiful and quiet Bay of Manganari where we will spend a relaxing day at sea with dinner on the boat and night at anchor.

Day 6 Ios

Leg 7

Day 7 Santorini

Departure for Santorini. We'll sail through the caldera of the volcano, admiring the spectacular views. Arrival in the south of the island in the Red Beach for disembarkation at 5 pm (here buses to the city also depart).

Day 7 Santorini

Frequent questions

The organiser reviews

avatar image

Super!

Organised by:

Emanuel & Annalisa

Member since 2016 -

Private

French

Spanish

German

English

Italian

5.0/5

out of

43

reviews

Skipper

Boat

Destination

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SECRET DODECANESE: Astypalea and Tylos with skipper and kitchen

10/1/2024

Luca Alfonso M.

-

Italy

Emanuel ed Annalisa a dir poco fantastici, persone veramente squisite Bravissimi Skipper e Favolosi cuochi vacanza fantastica ed indimenticabile
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DODECANESO SECRET: Kalymnos and micro-islands with skipper and kitchen

09/1/2024

Inaya V.

-

Australia

If you find yourself able to do this experience I think you’d be considered one of the lucky ones. Thank you beautiful gorgeous Annalisa and Emanuel
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SECRET DODECANESE: at full roadstead with skipper and kitchen

08/11/2024

Gabrielle C.

-

France

Un séjour en voilier idyllique à découvrir les îles du Dodécanèse. Annalisa et Emmanuel sont des personnes très accueillantes qui ont été aux petits soins avec nous pendant le séjour, à nous faire découvrir des mets grecques et Italiens et des plages désertes où nous avions parfois la sensation d’être seul au monde. En résumé un séjour incroyable et paradisiaque que nous recommandons à 1000% ! Merci pour ces supers moments !
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DODECANESE SECRET: volcanic islands with skipper and kitchen

08/2/2024

Umberto B.

-

Italy

Annalisa & Emanuel sono una coppia bellissima! La loro grazia e simpatia crea un clima molto positivo a bordo. Skipper provetti che sanno far godere la navigazione a vela anche con vento teso in assoluta tranquillità per gli ospiti. La conoscenza puntuale dei luoghi consente risvegli in cale deserte che sono impagabili. Abbiamo esplorato luoghi magici, accompagnati da racconti ricchi di suggestioni. Siamo stati 'coccolati' con la produzione di prelibatezze culinarie, che sono state tradotte in un ricettario speciale della vacanza. Una nota speciale. Il mio infortunio imprevisto su una spiaggia deserta é stato gestito con tempestività e competenza, risolvendo al meglio la spiacevole situazione. Grazie Annalisa per le amorevoli cure prestate! In breve. Vacanza assolutamente raccomandata!

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