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

Greece:

Cyclades

Duration:

6 days - 6 nights

Max number of passengers:

6 people

Available:

July - August

Suitable for travellers:

18 - 60 years

Boarding from:

Milos

What's included

Cancellation policy

avatar image

Super!

Organised by:

Emanuel & Annalisa

Member since 2016 -

Organisation

Italian

German

English

Spanish

French

This experience, in a nutshell

We are Annalisa and Emanuel, experienced skippers and life and travel partners. For six months a year we sail in the Aegean islands, welcoming on board those who want to experience the sea in an immersive way. We love to combine the pleasure of sailing and boat life with the exploration of places, history and local customs, to capture the most authentic essence of Greece. Every year we change route and islands, but the philosophy remains the same: wind in the sails, secluded anchorages and a cuisine prepared with care and imagination, to share with our guests. In summer 2026 we will sail in some of the most fascinating areas of Greece, the Saronic Gulf and the Cyclades islands.

€1,050

6 days - 6 nights

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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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7+

Show all

Our itinerary

Our trip starts here:

Milos.

Check-in: 11:00 AM

Our trip ends here:

Akrotíri (Santorini).

Check-out: 12:00 PM

Leg 1

Milos-Kleftiko 10 mn

Departure from the port of Adamantas and coastal sailing along Milos. Swim stops between bays and white cliffs to Kleftiko, one of the most iconic places in the Aegean: sea caves, natural arches and emerald water. Night at anchor.

Milos-Kleftiko 10 mn

Leg 2

Milos-Folegandros 25 mn

We will skirt the south coast of Milos in the direction of Folegandros. Arrival at Agkali Beach. From the beach buses leave for the beautiful Chora, a must-see. Dinner in a traditional tavern.

Milos-Folegandros 25 mn

Leg 3

Folegandros-Sikinos 15 mn

Stop in the spectacular bay of Katergo, nestled between high cliffs, before heading to Sikinos, a discreet and authentic island. Anchorage or docking in Alopronoia, a small quiet port, or in one of the nearby bays. Night at anchor or port.

Folegandros-Sikinos 15 mn

Leg 4

Sikinos-Ios 15 mn

Sail to the east coast of Ios. Mooring in the port or anchorage in one of the nearby sandy bays from which we will walk to the beautiful Chora of Ios to see the sunset from the church of Panagia Gremiotissa, from which we dominate the whole Chora, the port of Mylopotas and, on clear days, the nearby islands. Dinner in one of the traditional taverns.

Sikinos-Ios 15 mn

Leg 5

Ios 12 mn

We will continue sailing southwards, exploring some beautiful bays of Ios to spend the night at anchor in Manganari Bay: crystal clear water and an ideal seabed for swimming and relaxing.

Ios 12 mn

Leg 6

Ios-Santorini 15 mn

Last crossing to Santorini. The arrival from the sea is spectacular: the caldera suddenly opens up with its volcanic cliffs. Mooring at the buoy in the islet of Thiresia with a view of Oia and exit at sunset to admire the sun that dyes the sea orange

Ios-Santorini 15 mn

Leg 7

Santorini 10 nm

Morning dedicated to Santorini: sailing under the caldera, bathing in the thermal waters, unique views of the volcanic walls. Arrival in the south of Santorini Red Beach area for disembarkation by tender (buses to Thira also leave from here).

Santorini 10 nm

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

    Towels kit

•

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

Expenses are based on a crew of 6. The amount indicated normally covers the galley for all breakfasts, lunches and dinners and 2/3 outings to the tavern. Alcohol is counted individually, but is usually within the max.

    Galley

    Food for the skipper

    Food for the crew

    Mooring fees

    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

    Meals/drinks consumed ashore

    Alcoholic drinks

    Transfers from/to the airport

    Flights or Transfers from/to the destination

    Museum/park/places of worship admissions

    Trainer

Frequent questions

The organiser reviews

avatar image

Super!

Organised by:

Emanuel & Annalisa

Member since 2016 -

Organisation

Italian

German

English

Spanish

French

5.0/5

out of

51

reviews

Skipper

Boat

Destination

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

10/22/2025

Douglas B.

-

United Kingdom

An extraordinary experience that exceeded all expectations
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Secret Aegean with skipper and kitchen on board - Rhodes to Kos

10/19/2025

Catherine S.

My first sailing experience was simply extraordinary! ⛵️ Unforgettable moments spent at sea, surrounded by incredible people. Anna Lisa and Emmanuel were amazing hosts! Thank you to everyone for your good humor, your kindness and this unique adventure. Can't wait to do it again! 🌊✨
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Secret Aegean with skipper and kitchen on board - Rhodes to Kos

10/19/2025

Olivier P.

-

France

Some sailings leave a softer trace than that of the boat's wake. The sailing week was perfect: beautiful sailing, delicious food and a friendly atmosphere. Thank you to them for this wonderful interlude — I will leave without hesitation!
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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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