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

Greece:

Dodecanese

Duration:

7 days - 6 nights

Max number of spots:

Available:

Suitable for travellers:

20 - 60 years

Boarding from:

Ródos

What's included

Cancellation policy

Super!

Organised by:

Emanuel & Annalisa

Member since 2016 -

Organisation

Super!

Italian

English

German

Spanish

French

This experience, in a nutshell

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.

No Departures available

Would you like a private cabin? Contact the organizer to receive a Custom Offer

What's included

Cancellation policy

No Departures available

Greece: 7 days - 6 nights

Dodecanese

What's included

Cancellation policy

No Departures available

Boat & Classes of Service

Dufour 455 Grand Large - 2006

Type

Sailboat

Length

13.75 m.

Toilets

Cabins

Show all

Our itinerary

Our trip starts here:

Ródos.

Check-in: 5:00 PM

Our trip ends here:

Kos town (Kos).

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 afternoon to visit the medieval city.

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 Greek 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.

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.

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 solitary nature. Night at anchor or in the small port of Livadia, depending on the weather.

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.

Leg 6

Day 6 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 sea, jumping from bay to bay. Late night.

Leg 7

Giorno 7 Kos Town

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

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.

Leg 1

Day 1 Welcome aboard!

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

Leg 2

Day 2 Trompetta and Symi

Leg 3

Day 3 Symi

Leg 4

Day 4 Tilos

Leg 5

Day 5 Tilos and Nisyros

Leg 6

Day 6 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 sea, jumping from bay to bay. Late night.

Leg 7

Giorno 7 Kos Town

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

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.

What's included in the price

Boat equipment and facilities

Final cleaning

Tender and outboard

Meals and beverages

Purchase and storage of the galley

Preparation of meals and drinks

Onboard staff

Skipper

Chef

Taxes, fees and moorings

Visitor or navigation taxes

What you'll have to pay during the experience

Below are the additional expenses you will incur during the experience.

Common Fund

€200 - €250 Per person

For the division of common expenses we use the Splitwise app which allows you to assign expenses to each guest in a timely manner (e.g. alcohol is divided according to consumption, excluding teetotalers). The final sum must be paid in cash.

Galley

Food for the skipper

Food for the crew

Mooring fees

Access and/or stay in parks and marine protected areas

Embarkation and disembarkation mooring fees

Fuel (boat/tender)

Starter Pack

€50 Per person

Included: double cotton sheets, kit of 3 terry bath towels, cotton beach towel. The costs of water supply are deducted if it is not carried out.

Bedding kit

Towels kit

What's NOT included in the price

Below are the services that are not included in the price of the experience, including any available optional services that you may pay directly to the organiser (we advise you to inform the organiser prior to departure in case you wish to purchase such services and arrange the payment terms directly with him).

Excluded

Meals/drinks consumed ashore

Alcoholic drinks

Frequent questions

The organiser reviews

Super!

Organised by:

Emanuel & Annalisa

Member since 2016 -

Organisation

Super!

Italian

English

German

Spanish

French

5.0/5

out of

reviews

Skipper

Boat

Destination

From Milos to Mykonos by sail, with skipper and on-board kitchen

08/13/2026

Aurora G.

It was the first experience on a boat... unique and spectacular! Annalisa and Emanuel were able to make us feel immediately at ease. Both, experienced and close-knit sailors, emanate an immense passion for what they do, able to transmit it to all their companions. Two sunny, kind, helpful and knowledgeable people who take you to discover fantastic and exclusive places; deserted beaches and islands, far from the chaos, where it is possible to admire all the beauty of the Greek islands both during the day and during the night with breathtaking starry skies. The boat is well organized, allowing you to move freely and safely even in small spaces. Moreover, Annalisa and Emanuel are also fantastic cooks, capable of preparing exquisite delicacies with local flavors and in great abundance! Also thanks to our travel companions, we can say that we embarked as perfect strangers and then disembarked feeling part of a group of friends. Thank you very much Emanuel and Annalisa for this unforgettable experience... See you soon!

From Milos to Mykonos by sail, with skipper and on-board kitchen

08/11/2026

Anna M.

First experience on a sailing boat, it far exceeded my expectations! Emanuel & Annalisa are fantastic: they steer the boat with great safety, even when the weather conditions are not always easy due to the Meltemi and they know how to find sheltered bays where they can enjoy the wonderful Greek sea and breathtaking landscapes, far from the typical crowds of August. They cooked delicious dishes for us, making us discover and taste many local ingredients and flavors. The boat is well organized and equipped with everything you need to spend a pleasant and relaxing week. It is definitely not a holiday for everyone: it requires flexibility, a spirit of adaptation and the desire to share spaces and experiences. But once you try it, it is a type of holiday that remains in the heart. Hop on as a guest and come down as a friend! Thank you very much Annalisa & Emanuel, and fair winds!

From Piraeus to Mykonos: the Aegean by sail, with skipper and on-board kitchen

06/24/2026

Cesare S.

Annalisa and Emanuel were fantastic hosts! They made us sail and cooked us excellent meals making us spend a beautiful week discovering the sea of the Cyclades and its beautiful bays, despite the Meltemi

From Piraeus to Mykonos: the Aegean by sail, with skipper and on-board kitchen

06/24/2026

Cristina B.

My first holiday with the wind, the real one. Constant 22 knots whizzed through the waves. Exciting! Then in the sheltered bays an indescribable turquoise sea awaited us. Top holiday