header cover
sailsquare logo

Log in

Mykonos and the Western Cyclades by sail, with skipper and on-board kitchen

Greece:

Cyclades

Duration:

6 days - 6 nights

Max number of passengers:

6 people

Available:

June - September

Suitable for travellers:

18 - 60 years

Boarding from:

Tourlos (Mykonos)

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.

Starting from

€1,000

6 days - 6 nights

experience image 0experience image 1
experience image 2
experience image 3

Boat & Classes of Service

Dufour 455 Grand Large - 2006

Type

Sailboat

Length

13.75 m.

Toilets

3

Cabins

4

boat image 0boat image 1
boat image 2
boat image 3

7+

Show all

Our itinerary

Our trip starts here:

Tourlos (Mykonos).

Check-in: 11:00 AM

Our trip ends here:

Tourlos (Mykonos).

Check-out: 12:00 PM

Leg 1

Mykonos - Rineia 10 mn

After settling into the cabin in Mykonos, we set sail for Rineia, an uninhabited and wild island, ideal for getting into the rhythm of the holiday right away. Swimming, relaxation and lunch on board give the feeling of being away from everything. The first night is spent in the roadstead, a perfect start before heading to more animated islands.

Mykonos - Rineia 10 mn

Leg 2

Rineia - Syros 18 mn

Sail to the south coast of Syros to spend a day at sea in the roadstead. For those who wish, the bus from the Bay of Vari takes you to the city of Hermopolis, the capital of the Cyclades, interesting for its neoclassical architecture and the evidence of the industrial past.

Rineia - Syros 18 mn

Leg 3

Syros - Kythnos 24 nm

Arrival in Loutra: a small village by the sea, known for its natural thermal springs, used since ancient times, where the hot and mineral water gives a moment of true relaxation. The marina is quiet and welcoming, ideal for a walk along the seafront and a dinner in the tavern. A day that combines sea and well-being, without haste.

Syros - Kythnos 24 nm

Leg 4

Kythnos 7 mn

Sail along the beautiful east coast of Kythnos with frequent stops for swimming and snorkeling. Night at anchor.

Kythnos 7 mn

Leg 5

Kythnos - Syros 24 mn

Return to Syros, this time on the west coast, very different from the south: more open, wild and suggestive, with spectacular sunsets over the sea. A complementary stop to the previous one, which allows you to discover another face of the island. Night at anchor

Kythnos - Syros 24 mn

Leg 6

Syros - Rineia 24 mn

Navigation to the islet of Didimi in front of Hermopolis and then course for Rineia. Last swims in crystal clear waters and evening in total tranquility, immersed in the Cycladic silence.

Syros - Rineia 24 mn

Leg 7

Rineia-Mykonos 8 mn

Return navigation to Mykonos and disembarkation. The journey ends with the feeling of having experienced many holidays in one: different islands, changing rhythms, landscapes that remain etched in your mind. And with one more certainty: Greece on a sailing boat does not end here.

Rineia-Mykonos 8 mn

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

avatar image

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
avatar placeholder

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! 🌊✨
avatar image

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!
avatar placeholder

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!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964