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10 EPIC DAYS: From the Dodecanese to Milos with Hostess on board

Greece:

Cyclades

Duration:

8 days - 9 nights

Max number of passengers:

6 people

Available:

August

Suitable for travellers:

> 18 years

Boarding from:

Kos Town

What's included

Cancellation policy

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Organised by:

Omar e Enrica S.

Member since 2016 -

Organisation

Italian

English

This experience, in a nutshell

A unique crossing of 10 days and 9 nights that combines the two souls of Greece. The itinerary is strategically extended to 10 days to ensure the flexibility necessary to face the Meltemi in August. This allows us to avoid extremely long or stressful sailings as much as possible, balancing the trip with prolonged or restful stops in sheltered bays, even if the wind pushes hard for days.

Discover secret coves, white villages, and crystal clear waters with the safety of Commander Omar and Enrica's curated cuisine. Experience the boat as a real home on the sea, knowing that your trip is planned for maximum pleasure and safety.



Note: Departure the next morning after breakfast. I arrive in Milos on Monday with the last night on board in port.


This route is a journey through authenticity and history:


  • Dodecanese: Start from Kos towards the authentic Kalymnos and the solitary Levitha (almost deserted island with dinner under the stars).
  • Eastern Cyclades: We reach the majestic Amorgos (Monastery of Hozoviotissa) and the idyllic Small Cyclades (Koufonissi) with their white villages and crystal clear waters.
  • Central/Southern Cyclades: Strategic stops in protected bays in South Naxos, with passages to authentic islands such as Ios and the isolated Sikinos.
  • The Spectacular Arrival: We reach the volcanic arch: Folegandros (cliffs and alleys) and the triumphal arrival in Milos (caves, colorful beaches and unique bays).


What to expect from this itinerary:


Choosing a 10-day itinerary, rather than the classic week, is an essential measure of caution for us in August. This extra margin is crucial to limit the need for overly long or stressful sailings in case the Meltemi pushes hard for several days. It is necessary to expect that a few days of navigation will be "tough" or more challenging, but our planning allows us to manage these moments in the best possible way, prioritizing safety and comfort.


Who Is This Experience Perfect For:


  • Perfect for couples or friends who want a longer and more intense holiday between two archipelagos.
  • Lovers of the Sea and Authenticity: Those who love sailing, secluded bays, authentic villages and the freedom of life on board.
  • Exclusive boat booking: The itinerary is customizable in case of booking the entire boat (longer stops, extra sailings, additional relaxing days).



€1,430

8 days - 9 nights

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10+

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Boat & Classes of Service

Bavaria 46 Holiday - 2009

Type

Sailboat

Length

15.18 m.

Toilets

2

Cabins

4

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5+

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Our itinerary

Our trip starts here:

Kos Town.

Check-in: 6:00 PM

Our trip ends here:

Milos Harbour.

Check-out: 8:00 AM

Our itinerary

A strategic 10-day crossing that connects the Dodecanese and the Cyclades. The extended service life is designed to ensure maximum flexibility and safety in the event of strong Meltemi:


Dodecanese Start: Departure from Kos to the authentic Kalymnos and the almost deserted island of Levitha (dinner under the stars).

Small Cyclades and the Far East: We reach the majestic Amorgos (Monastery of Hozoviotissa) and the idyllic Koufonissi (crystal clear waters and white villages).

Southern Route: We continue with strategic stops in protected bays in South Naxos and touch authentic and less crowded islands such as Ios (secret coves) and the isolated Sikinos.

Final Volcanic Arc: The last stages take us to the cliffs of Folegandros and the exciting arrival in Milos (passing through Kimolos and Polyagos), famous for its caves and colorful beaches.

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

    Hostess

What you'll have to pay during the experience

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

Common Fund

€10 - €50 Per person

ATTENTION! The common fund is provided only for the purchase of any spirits and additional bottles of wine not included in our STARTER PACK (see what it includes on the side)

    Food for the skipper

    Alcoholic drinks

    Mooring fees

Starter Pack

€250 Per person

Our STARTER PACK INCLUDES galley cost which includes breakfasts, lunches, nr. 4 dinners on board, non-alcoholic, beer and nr. 4 bottles of white wine, final cleaning, fuel, taxes, moorings, water and gas;

    Galley

    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

Frequent questions

The organiser reviews

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Organised by:

Omar e Enrica S.

Member since 2016 -

Organisation

Italian

English

4.9/5

out of

29

reviews

Skipper

Boat

Destination

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From Corfu sailing between turquoise sea and white beaches - hostess on board

09/8/2025

Ignacio G.

-

Spain

We are a family of 4, two kids under 12, and our experience could not have been better. Omar and Enrica are a great team that take care of you sailing and in the boat. We enjoyed beautiful locations where they made their best to arrive at times where we could be (almost) alone. They also ensured we could do nice sailing and visit beautiful locations. Also their cooking on the boat was great! healthy and delicious! Last, but not least, boat is super nice and well taken care of. We will do our best to do some more sailing and, for sure, we will call them back!! Strongly recommended as friends and/or family. Definitively worthy.
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Corfu to Athens via the exciting Corinth Canal

06/7/2025

Irene A.

-

Italy

Beautiful experience. Enrica and Omar are two experienced sailing people with a great focus on guests. We visited a new Greece and at all times we shared experiences and wonderful sensations. I recommend a trip with them to everyone for a holiday where adventure, comfort and sea are combined in a natural and fun way. Thank you Enrica and Omar. I will definitely be your guest again!
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From Corfu sailing between turquoise sea and white beaches - hostess on board

09/17/2024

Florence D.

-

Spain

It was such a wonderful experience! We sailed to some beautiful spots, with crystal-clear water and some incredible shades of turquoise. This holiday is a great way to combine some relaxation: chilling on the deck, sunbathing, reading together with some water activities: SUP, swimming and snorkeling alongside some local culture and entertainment: visiting Corfu town and charming villages, shopping, having dinner in some local restaurants, exploring further by hiking/cycling/driving a scooter on land, Enrica and Omar are the best hosts and they form such a strong partnership. They made sure everything was perfect for all the guests. We all felt totally safe on board with Omar's experience and skills and Enrica cooked some tasty and healthy meals with an Italian touch. The boat was always kept perfectly clean and cosy. I will miss falling asleep to the gentle rocking motions of the sea ! Thanks for sharing your boat with us and for all your kindness!
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Full sail in the blue of Ionian Greece with hostess on board

08/18/2024

Maria Cristina L.

-

Italy

We were the week of Ferragosto we and our two children aged 9 and 7 in the boat of Omar and Enrica ''Why not?'', and we are happy to have had this wonderful marine experience. Omar is a very good skipper, attentive, prudent and experienced and he passionately taught our children to steer the boat when sailing. Enrica is a fantastic hostess and cook, she always prepared delicious and varied dishes for us, she provided for all our lunches and 3 dinners, while the others in which we did not sleep sparsely we stopped in the tabernas of the marinas where we docked, all the places where they always took us very good and less touristy than the others. The cabins are beautiful, comfortable and very clean, as well as the bathroom we used. The itinerary proposed by Omar and Enrica It seemed perfect and we saw dolphins, monk seals and even unexpected black aquatic pigs. Omar and Enrica are a pleasant, close-knit and nice couple, good navigators and they have transmitted to all of us even more the love for sailing and the sea.

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