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

Greece:

Dodecanese

Duration:

7 days - 6 nights

Max number of passengers:

6 people

Available:

October

Suitable for travellers:

20 - 60 years

Boarding from:

Rhodes

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 professionally certified boat. 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.


€950

7 days - 6 nights

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52+

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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:

Rhodes.

Check-in: 5:00 PM

Our trip ends here:

Kardamena.

Check-out: 5:00 PM

Leg 1

Day 1 Welcome aboard!

Boarding in the Marina di Rodi from 5 pm. Accommodation on the boat and free evening to visit the medieval city.

Day 1 Welcome aboard!

Leg 2

Day 2 Trompetta and Symi

A beautiful sail will take us to the island of Trompetta, a very small island south of Symi for a swim and lunch break and then head to Symi Town, the most important town on the island that develops around the port overlooked by elegant pastel-colored buildings in neoclassical style, shops, and many places to spend a pleasant evening. Night in the Marina in one of the two ports of the city and dinner in the tavern.

Day 2 Trompetta and Symi

Leg 3

Day 3 Symi

Sail to the bay of the Monastery of Agios Emilianos for swimming and lunch. We'll then continue to the bay of the Monastery of Panormitis, one of the most famous places of worship in Greece, where we'll spend the night at anchor.

Day 3 Symi

Leg 4

Day 4 Tilos

Early morning departure for Tilos. We'll drop anchor in one of the deserted bays on the south coast where we'll spend the day completely immersed in nature and away from it all. Night at anchor or in the small port of Livadia, depending on the weather.

Day 4 Tilos

Leg 5

Day 5 Tilos and Nisyros

Departure for Tilos north with various stops in the beautiful bays of the east coast for swimming. Stop at the black beach of Nisyros and arrive at the port of Paloi for the night. Dinner in the tavern.

Day 5 Tilos and Nisyros

Leg 6

Giorno 6 Nisyros

Depending on the weather and the wishes of the crew, we can spend the day away from everything and everyone in the clear waters of the uninhabited island of Pergoussa or visit the island of Nisyros, its medieval villages, the black pebble beach and the volcano Agios Stefanos by car and have dinner in a medieval village overlooking the volcano. Night in port in Paloi.

Giorno 6 Nisyros

Leg 7

Giorno 7 Kos Kardamena

With its Caribbean waters and white pumice stone beaches, Gyali Island will be our corner of paradise where we will spend a lazy day at the beach. Return to Kos and disembark in Kardamena at 5 p.m.

Giorno 7 Kos Kardamena

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

47

reviews

Skipper

Boat

Destination

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

06/24/2025

gina c.

-

United States

The skippers are experienced sailors who care about safety + weather conditions and maintain a very clean, comfortable boat down to the smallest details. They were kind enough to help me maneuver a heavy piece of luggage which I'm super grateful for. I booked solo and extremely last minute without knowing the right questions to ask, and I do recommend conversing prior to get a feel of fit for this type of trip. I could have benefited from discussing my dietary preferences and restrictions in comparison to the group, especially given that the food is purchased and prepared by the skippers without the option of purchasing/ cooking your own. It also didn't occur to me to inquire about allotted water consumption per passenger, and in our case a swift shower wasn't possible each day whether on board or in marina. If you decide to embark, know that you are in experienced hands who will carefully anticipate weather restrictions and modify as needed, and you definitely won't be shopping or cooking. Thank you!

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