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Dodecanese: Fast Sailing, Crystal Clear Seas and Gourmet Cuisine

Greece:

Dodecanese

Duration:

6 days - 7 nights

Max number of passengers:

6 people

Available:

July

Suitable for travellers:

15 - 70 years

Boarding from:

Samos

What's included

Cancellation policy

avatar image

Super!

Organised by:

Lorenzo & Annalisa

Member since 2013 -

Organisation

French

English

Italian

This experience, in a nutshell

This sailing holiday starts from Samos and after visiting the islands of the North Dodecanese arrives at the island of Kos. You will pass through the small islands of the North Aegean – Agathonisi, Arki, Patmos, Lipsi, Leros, Kalymnos – where authentic Greece still lives at the slow pace of the seasons and traditions.

On-Board Cuisine: Flavors That Conquer

Aboard an ocean-going boat designed to circumnavigate the world, you'll discover a perfect balance between marine performance and absolute comfort. This fast and reliable boat, built to tackle any sea, guarantees you sporty but always safe sailing, giving you the thrill of real sailing in the heart of the Aegean.

For lunch and dinner, your experienced skippers turn into chefs, preparing traditional Mediterranean dishes every day with fresh ingredients purchased from local markets. Imagine enjoying a Greek salad in the afternoon sun, a seafood dish while anchored in a lonely bay, or a carefully prepared sunset dinner. The on-board kitchen becomes an integral part of the experience, combining the pleasure of good food with the magic of life on a boat.

Remote Islands & UNESCO Treasures

This itinerary is designed for those looking for the most authentic Dodecanese, away from the crowds and the beaten track:

  • Patmos: the sacred island where St. John wrote the Apocalypse. The Monastery of San Giovanni, a UNESCO World Heritage Site, dominates the island with its thousand-year-old majesty
  • Arki and Agathonisi: remote jewels where time has stopped, with familiar taverns and deserted bays
  • Lipsi: the island of the goddess Calypso, small and enchanting
  • Leros: Italian architecture and protected bays of rare beauty
  • Kalymnos: the sponge fishing island, with living traditions and spectacular rock faces
  • Kos: the island of Hippocrates, where ancient history and modern beaches coexist in harmony

A Sailing Experience in the Heart of the Aegean

Whether you're an experienced sailor looking for a relaxed itinerary in the North Aegean, or a beginner looking for your first real boating experience, this trip is made for you. The navigations are pleasant and never demanding, the distances manageable, the winds favorable. The perfect mix of sporty sailing, cultural discovery and full relaxation.

The skippers, Lorenzo and Annalisa will make you discover the best of these islands: from the hidden coves accessible only by sea, to the villages where you will be welcomed like a family friend, from the historical sites that will leave you breathless, to the taverns where you will taste the true flavor of Greece.

The boat is an ocean sailboat, a travel companion built for great crossings, fast, stable, safe. Sailing on board means feeling the power of the wind, the immediate response of the rudder, the emotion of real sailing. But it also means enjoying all the comforts, well-designed and comfortable spaces both at sea and at anchor.


€950

6 days - 7 nights

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42+

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Boat & Classes of Service

43 - 2010

Type

Sailboat

Length

13 m.

Toilets

2

Cabins

3

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11+

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Our itinerary

Our trip starts here:

Samos.

Check-in: 6:00 PM

Our trip ends here:

Kos.

Check-out: 9:00 AM

Leg 1

Saturday: Boarding in Samos

Boarding at 18:00 in the Marina of Pythagorio. Samos is the birthplace of the mathematician Pythagoras. Those who arrive in Samos in advance of the embarkation time can visit the ancient port, the tunnel of Eupalinos (sixth century BC), remains of the temple of Hera. Accommodation in cabins, safety briefing, presentation of the itinerary. Dinner on board

Leg 2

Sunday : Agathonisi

Sail to Agathonisi, a small remote island in the Dodecanese with only 200 inhabitants. One of the least touristy islands in Greece, perfect for starting the itinerary in peace. Anchorage in a protected bay, dinner in the tavern.

Leg 3

Monday: Arki

Short sail to Arki, one of the smallest and most authentic islands in the Dodecanese. Only 50 permanent inhabitants, mainly fishermen. The island is practically unknown to tourism, here time seems to have stopped. Anchorage between the islets of the small archipelago. The whole village consists of a few white houses, 2-3 family-run taverns and a small church. Afternoon dedicated to exploring the island on foot, snorkeling in the deserted coves accessible only on foot or by tender, total relaxation. Evening: dinner on the boat prepared by your skippers. Overnight stay in a protected roadstead.

Leg 4

Tuesday: Patmos

Sail to Patmos, the sacred island of the Dodecanese where St. John wrote the Apocalypse. Arrival at the port of Skala, dominated by the fortified monastery of St. John the Theologian (eleventh century) which dominates from above. Mooring in the port or anchoring in the bay. Afternoon dedicated to visiting the UNESCO sites (reachable by local bus or taxi or with a beautiful walk with panoramic views):

Monastery of St. John the Theologian: A fortified monastic complex that is a UNESCO World Heritage Site, one of the most important in Orthodox Christianity.

Cave of the Apocalypse: Where according to tradition St. John received visions and wrote the Apocalypse in 95 AD. A place of intense spiritual pilgrimage.

Chora of Patmos: Medieval village perched around the monastery, with labyrinthine alleys, traditional whitewashed houses, Cycladic architecture. One of the most beautiful and best preserved villages in Greece.

Evening: Dinner in a traditional tavern in Skala. Overnight in port or roadstead.

Leg 5

Wednesday: Lipsi

Sail to Lipsi, a small quiet island with 700 inhabitants. Relaxed and authentic atmosphere, far from mass tourism. Lipsi is famous for its clean sandy beaches and crystal clear waters, among the most beautiful in the Dodecanese. Anchorage near the main port or in one of the protected bays. Afternoon dedicated to swimming in the most beautiful beaches of the island (reachable by tender or on foot), snorkeling, total relaxation. Walk through the main village: traditional white houses, orthodox churches, quiet local life. Evening: dinner in a local tavern.

Leg 6

Thursday: Kalymnos

You sail along the coast of Leros, a high and wild coast where the waves break on the rocks.

The island of Nera is a small uninhabited island visited by a few boats for day tourism, with a small port with crystal clear water.

Dinner on the boat .


Leg 7

Friday: Kos (Kardamena)

Sail to Kos, crossing the channel between Kalymnos and Kos. Stop for lunch in the wild southwest tip of Kos, Kefalos. In the afternoon swimming and relaxing, then a short sail along the coast and arrival in Kardamena on the south coast of Kos, a seaside resort with sandy beaches. Mooring in port or in bay. Special farewell dinner in local tavern

Leg 8

Saturday: Disembarkation

Last breakfast on board. Disembarkation operations. Recommended excursion to Kos town, Asklepion (Archaeological site on three terraces with spectacular sea views)

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

    Bedding kit

•

Meals and beverages

    Purchase and storage of the galley

    Preparation of meals and drinks

•

Onboard staff

    Skipper

    Chef

What you'll have to pay during the experience

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

Common Fund

€250 - €250 Per person

The amount does NOT include admission to marine parks.

    Galley

    Food for the skipper

    Food for the crew

    Alcoholic drinks

    Mooring fees

    Visitor or navigation taxes

    Embarkation and disembarkation mooring fees

    Fuel (boat/tender)

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

    Towels kit

    Meals/drinks consumed ashore

    Access and/or stay in parks and marine protected areas

Frequent questions

The organiser reviews

avatar image

Super!

Organised by:

Lorenzo & Annalisa

Member since 2013 -

Organisation

French

English

Italian

4.9/5

out of

45

reviews

Skipper

Boat

Destination

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Fast cruising Cicladi Occidentali

09/8/2025

Beatrice D.

-

Netherlands

Annalisa and Lorenzo welcomed me on their boat and made me feel at home from day one. They made me discover the beauty of the Cyclades with its crystal clear waters and magical sunsets. They filled the days with their stories and delicious food! It was an unforgettable holiday and I will definitely come back for another trip with them!
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Fast cruising Cicladi Occidentali

08/26/2025

Sergio B.

-

Italy

Annalisa and Lorenzo are first and foremost two wonderful people. Then they are two very experienced sailors: they have sailed around the world; they know the waters of the Aegean by heart. Finally, they are also great as cooks: where do you find the barbecue on the boat and the freshly hand-pulled egg pasta below deck? Only from them! The bays where they took us were breathtaking.
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Small Cyclades

08/18/2025

Franesco B.

-

Italy

An exceptional holiday! Challenging sea conditions but two professionals proceeded impeccably. Together we sailed sublimely, overcoming adversity, finding ourselves immersed in a true and uncontaminated reality. Undoubtedly a recommendable holiday but I always suggest doing it with the mentality of those who want to help a companion (not a skipper), of those who want to savor intense and sincere realities forgetting some secondary comforts. Finally, special mention to the culinary skills of Lorenzo and Annalisa. Super
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Fast sailing holiday in the Aegean with gourmet cuisine

07/20/2025

Mercedes S.

-

Spain

It has been a real top 10 experience! Both skippers are incredibly professional and incredible hosts You feel at home as of minute one Awesome and balanced food and very comfortable cabins Postcard and magic spots visited away from crowds Annalisa and Lorenzo are A little treasure just discovered THANK YOU in capital letters! ❤️

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