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Milos & the majestic West Cyclades on a 54 feet sailing yacht

Greece:

Cyclades

Duration:

6 days - 6 nights

Max number of passengers:

8 people

Available:

June - July

Suitable for travellers:

10 - 70 years

Boarding from:

Ermoúpolis (Syros)

What's included

Cancellation policy

avatar image

Super!

Organised by:

Nikos P.

Member since 2024 -

Organisation

English

French

This experience, in a nutshell

Have you ever dreamed of setting sail through the stunning Cyclades, right in the heart of the Aegean Sea?


Picture this: each day, you discover a new, breathtaking destination, waking up to the gentle sound of waves, swimming in turquoise waters, and relaxing as the wind fills your sails.


You'll be surrounded by like-minded travelers, all seeking adventure, connection, and the freedom of the open sea.


This is more than just a cruise; it’s the journey you’ve been waiting for, where every moment feels like a dream come true.

€990

6 days - 6 nights

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41+

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Boat & Classes of Service

Jeanneau SUN ODYSSEY 54 DECK SALOON - 2004

Type

Sailboat

Length

17 m.

Toilets

4

Cabins

5

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27+

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Our itinerary

Our trip starts here:

Ermoúpolis (Syros).

Check-in: 12:00 PM

Our trip ends here:

Ermoúpolis (Syros).

Check-out: 8:00 AM

Leg 1

Syros to Sifnos

On our first day together, after meeting the crew and gathering our provisions, we set sail toward our very first destination: the beautiful island of Sifnos. We’ll arrive in the afternoon and spend our first night anchored in the stunning bay of Platys Gialos, on Sifnos’ eastern coast.

Take a leisurely walk along the soft sandy beach and enjoy a delicious dinner at one of the charming traditional tavernas just steps from the water-you won’t even need shoes!

After dinner, we return to the yacht for our first night at anchor, drifting off beneath a sky filled with countless stars.

Syros to Sifnos

Leg 2

Sifnos to Kimolos-Polyaigos

Welcome to the hidden gem of the Aegean Sea. Polyaigos is nearly impossible to describe until you see it with your own eyes - unmatched turquoise waters, wild untouched nature, and a sense of purity that makes this uninhabited island feel like heaven on earth.

This is where we’ll stop for a magical lunch-and-swim break, surrounded by nothing but crystal-clear waters and serene beauty. In the afternoon, we set sail for Kimolos, just a few miles away.

Kimolos completes this majestic landscape: a small, authentic island with around 100 inhabitants, known for their warmth and hospitality. Wander through the picturesque village streets, soak in the charm of its traditional architecture, and enjoy breathtaking views stretching far across the Aegean Sea

Sifnos to Kimolos-Polyaigos

Leg 3

Kimolos to Milos

Lunar landscapes, wild nature, crystal-clear waters, picturesque seaside towns, and a rich ancient history-these only begin to describe what Milos has to offer.

From the world-famous Sarakiniko and Kleftiko, once hideouts for pirates, to the colorful village of Klima with its unforgettable sunsets, Milos feels like a living postcard. Explore Plaka’s authentic nightlife, visit the site where the Venus de Milo was discovered, and wander through the ancient theater and the Roman catacombs.

Milos is a destination that stands proudly on its own, and during our journey, we’ll experience as much of its magic as possible!

Kimolos to Milos

Leg 4

Milos to Sifnos (west)

As we leave Milos behind, we set sail toward the west coast of Sifnos. We’re returning to Sifnos-but this time to discover new corners of this enchanting island. Known for its pottery, scenic hiking trails, rugged beaches, and exceptional gastronomy, Sifnos always has more to offer.

Our first stop is the serene Fykiada Bay, perfect for a refreshing swim and a relaxing lunch surrounded by nature. Later in the afternoon, we continue to Kamares, the island’s main marina, where the sun sets directly into the sea in a breathtaking display of colors.

Stroll through Kamares’ charming streets, try the famous revithada Sifnou-a beloved traditional chickpea dish-and end the evening with a drink as you experience the island’s laid-back nightlife.

Milos to Sifnos (west)

Leg 5

Sifnos to Serifos

Our journey through the Western Cyclades continues, and our next stop is the captivating island of Serifos. With its beautiful sandy beaches-both lively and secluded-authentic Cycladic architecture, and vibrant nightlife, Serifos holds a special place among the islands of the Aegean.

It stands proudly, offering travelers exactly what they seek: a genuine, unspoiled Cycladic experience. From peaceful coves to traditional whitewashed villages, Serifos welcomes you with its raw beauty and irresistible charm.

Sifnos to Serifos

Leg 6

Serifos to Syros

It’s already our sixth day, and we begin sailing back toward Syros, as this unforgettable journey nears its end. Along the way, we’ll pause for lunch and a refreshing swim at Syros’ remote northern beaches, where nature remains pristine and untouched.

As the day winds down, the sun will guide us to Foinikas Bay, where we’ll spend the night. This peaceful and sheltered anchorage provides the perfect place to relax, unwind, and reflect on the incredible adventures of the past week-a serene finale to a truly magical voyage

Serifos to Syros

Leg 7

check out morning

As all beautiful things in life come to an end, so too does our journey this morning. It’s time to bid farewell to the Cyclades , to Pamina Blue-the yacht that carried us safely and comfortably through these unforgettable days-and to the friends we’ve made along the way.

These friendships, born under the sails and open skies, are ones that last a lifetime. Cherish the memories of sun, wind, and sea, and let them inspire your next adventure during the cold winter months, when you’ll look back fondly on these magical Cycladic days

check out morning

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

•

Onboard staff

    Skipper

•

Taxes, fees and moorings

    Mooring fees

    Embarkation and disembarkation mooring fees

•

Transport

    Fuel (boat/tender)

•

Insurances

    Accident insurance

What you'll have to pay during the experience

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

Common Fund

€50 - €80 Per person

    Galley

    Food for the skipper

    Food for the crew

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

    Preparation of meals and drinks

Optional Services

    Hostess • €1,300 per boat

    Chef • €1,300 per boat

Frequent questions

The organiser reviews

avatar image

Super!

Organised by:

Nikos P.

Member since 2024 -

Organisation

English

French

5.0/5

out of

4

reviews

Skipper

Boat

Destination

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From Paros to Milos, the hidden gems of Cyclades

09/24/2025

Anna B.

-

Germany

The best sailing trip we could have wished for. Nikos knows the waters and his boat by heart. Even with weather changes he brought us to the sweetest spots of the Cyclades. Besides his technical skills he is a fun and welcoming skipper that considers the wishes of the crew at all times.
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Short trip around Paros and the small Cyclades

08/26/2025

Eva A.

-

Italy

Great trip and company!
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From Paros to Milos, the hidden gems of Cyclades

08/16/2025

lorenzo k.

-

Italy

Perfect skipper both from a professional and human point of view. Super recommended
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Short trip around Paros and the small Cyclades

08/11/2025

Francesca B.

-

Italy

An unforgettable experience! We did a 3 days sailing trip in mid August with friends. It was my first experience on a boat and I loved it! The boat is very comfortable and clean. Nikos is an expert skipper and a very kind and organized person! He made sure we were all having a good time and took us to the best spots! I just wish we booked a longer trip

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