header cover

Fast sailing in the Cyclades from Paros to Milos

Next Departure:

August 3, 2024

Greece:

Cyclades

Duration:

6 days - 7 nights

Max number of passengers:

6 people

Available:

August

Suitable for travellers:

15 - 75 years

Boarding from:

Paros

What's included

Cancellation policy

avatar image

Organised by:

Lorenzo & Annalisa

Member since 2013 -

Organisation

Italian

English

French

avatar placeholder
avatar placeholder
avatar placeholder

4 travellers have booked this experience

This experience, in a nutshell

Embark on an unforgettable adventure through the fascinating Western Cyclades, starting from the enchanting island of Paros to the beautiful Milos. This sailing holiday has been designed for those who wish to combine the thrill of sailing with the pleasure of discovering hidden corners of paradise.




Your journey begins in Paros. Exciting sails through the Aegean Sea await you, where the wind will be your faithful companion, giving you moments of pure fun and freedom.

Along the way, we'll stop at uninhabited bays, real hidden treasures where the crystal clear sea invites you to dive in to explore the underwater world or simply to relax on the beach, away from the crowds. These breaks will be the perfect opportunity to appreciate the tranquility of the sea and the starry sky at night, in an atmosphere of peace and unspoiled beauty.




Continuing our journey to Milos, you will discover an island of incomparable beauty, famous for its turquoise waters, volcanic beaches and lunar landscapes. Milos will enchant you with its vibrant colors, spectacular rock formations, and picturesque fishing villages, offering you a dream trip finale.

On board our boat, designed to offer comfort and performance, you will enjoy a safe and enjoyable sailing experience. Your skippers, expert connoisseurs of the sea, will be happy to guide you on this adventure, sharing secrets and stories of the islands we will visit.

In addition to adventure and exploration, there will also be room for relaxation and the pleasure of good food, with lunches prepared on board with care and passion by your skippers.




This sailing holiday in the Western Cyclades is much more than just a trip; It is an experience that touches the soul, combining adventure, nature, culture and relaxation in perfect harmony. Get ready to create unforgettable memories, immersed in the wild beauty of the Cyclades.


€1,130

6 days - 7 nights

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

9+

Show all

Boat & Classes of Service

Walkabout Walkabout 43 - 2010

Type

Monohull

Length

13 m.

Toilets

2

Cabins

3

Our itinerary

Our trip starts here:

Paros.

Saturday

August 3

from 18:00

to 18:00

Our trip ends here:

Milos.

Saturday

August 10

from 9:00

to 9:00

Leg 1

If you leave! Paros

The first day of your unforgettable adventure begins with boarding in the late afternoon on the island of Paros, right in front of the picturesque village of Paroikia. We will welcome you on board with a warm welcome toast, a symbol of our wish for a journey full of discoveries and happy moments. We will take you to your respective cabins and set sail for a quiet bay away from the buzz of the island. This moment marks the beginning of your exclusive sailing experience, immersed in the breathtaking beauty of the Aegean Sea and its enchanted islands.

Leg 2

Dive into Greek antiquity

With the prevailing wind swelling the sails, our navigation will lead us to a corner of paradise, where three small islands guard waters of a Caribbean color. We'll take a break for lunch, where you can enjoy delicious dishes prepared on board by your skippers.

In the afternoon, a short sail will take us to the island of Despotiko, a place shrouded in mystery and full of historical charm. As the sun goes down, you will have the opportunity to visit the archaeological park of Despotiko, a site of extraordinary importance that will take you back to Greek antiquity.

The day will end with an aperitif by the sea, where we will toast the sunset while admiring the sun dipping into the horizon, dyeing the sky with orange and red shades. An exquisite dinner prepared by your skippers will await you on board, followed by a peaceful night anchored in the bay under a starry sky, lulled by the waves and enveloped by the magic of the Cyclades.

Leg 3

Sails in the Wind towards Sifnos.

On the third day of our adventure, we embark on a short but thrilling crossing to the west, heading towards a lovely bay on the island of Sifnos. Our sailboat, light, fast and with exceptional performance, proves to be the ideal travel companion, cutting through the water with grace and agility while the wind challenges the bow.

Our destination is a bay with paradisiacal contours, where the transparent waters embrace a suggestive monastery, whose white church adds a touch of magic to the landscape.

The Monastery of Chrisopigi, famous throughout Greece, awaits us for a visit.

The evening takes us to the picturesque village of Kastro from where we will witness a spectacular sunset at sea. In a local tavern, we will delight our palate with traditional dishes, enjoying Greek hospitality in a fascinating historical setting.

Leg 4

Secret Hideaway

The fourth day of our sailing adventure reveals a treasure hidden in the folds of the Aegean Sea: a secret bay, a rare pearl accessible only from the sea, which contains an oasis of serenity. Here, a solitary white house, enveloped in the embrace of a small church, bears witness to a sublime harmony between man and the vast embrace of nature. This corner of paradise, light years away from the chaos and frenzy of everyday life, invites us to slow down, to breathe deeply and to immerse ourselves in an afternoon of total relaxation, where time seems to lose its incessant ticking.

The luxury of the simple awaits us: swimming in crystal clear waters, exploring golden silences, moments of quiet under the scorching sun or cool shade, in a place where peace reigns supreme. As evening arrives, the bay transforms into a natural theater for an unparalleled astral spectacle, with constellations dancing in the night veil.

Leg 5

Uninhabited paradise

A crisp sail downwind leads us to Polyaigos, an uninhabited island in the heart of the Cyclades. The island welcomes us with its pristine charm, promising an experience of total immersion in the wilderness and tranquility.

We anchor in a natural pool, surrounded by white sand and bathed by dazzlingly transparent waters. This idyllic refuge from the Meltemi wind, gives us a sanctuary of peace where time seems to stand still.

The afternoon is dedicated to relaxation and refreshing baths, where every dip awakens the senses and every swim brings us a little closer to absolute serenity.

As evening approaches, we raise anchor and head towards Kimolos, an island that holds the most authentic essence of the Cyclades.

Dinner in a typical tavern is the highlight of the day, an opportunity to savor the traditional dishes of the island, where every bite tells the story and traditions of this magical land.


Leg 6

Gastronomic Surprise

On the sixth day we wake up, ready to sail protected from the waves but pushed by an intense wind. 

After admiring the extraordinary sand falls during our lunch stop, a natural phenomenon where the sand slides towards the sea creating a surreal landscape, we resume our navigation westwards, until we reach the enchanting Firiplaka in Milos. This corner of paradise welcomes us with its turquoise waters, golden beaches and brightly colored rock walls.

The real surprise of the day, however, awaits us on board at nightfall. Your skippers, true masters in navigation as well as in cooking, turn into chefs to prepare a memorable dinner: the famous tagliatelle with meat sauce. Using only eggs and flour, they create from scratch a dish that tastes of home, tradition, and passion.

Leg 7

Adamas

The last day of our sailing holiday begins with a serene breakfast.

With a heart full of memories we arrive at the moment of disembarkation and farewells. It's time to leave the boat, which for these days has been home, refuge, and companion of adventures with its beautiful and fast sailings.

Greetings are always a bittersweet moment, but we carry with us the certainty that this is not a goodbye, but a goodbye. The shared experiences, the discoveries made together, and the bonds that have been woven between the blue of the sky and that of the sea will remain with us, like a precious treasure.

The stages of the itinerary are subject to change due to weather conditions or other unforeseen circumstances that prevent or make it difficult to navigate to them or to moor. Any changes to the itinerary are made exclusively to ensure a better organization of the holiday and to ensure the safety and comfort of our guests.


Frequent questions

The organiser reviews

avatar image

Organised by:

Lorenzo & Annalisa

Member since 2013 -

Organisation

Italian

English

French

4.92/5

out of

36

reviews

Organiser

avatar placeholder

One-way cruise from Paros to Lavrio (Athens)

10/10/2022

Simone B.

-

United Kingdom

We had an amazing trip around the Cyclades with Lorenzo and Annalisa. They were super caring with all our needs, showed us wonderful places, and served us delicious food. We would recommend and will definitely be doing it again.
avatar placeholder

Small Cyclades from Paros (Koufonissi, Amorgos, Schinoussa, Paros)

09/22/2022

Isa B.

-

France

Annalisa et Lorenzo sont des professionnels de la navigation de la cuisine et du savoir vivre. A la fois chaleureux et très présents à la manoeuvre comme en cuisine, pour nous servir et nous informer, nos hôtes ont su s'éclipser par moment et laisser le groupe profiter. Choix de mouillages idylliques loin de tout avec toujours un point d'intérêt inattendu et singulier à voir à terre. Bateau vraiment performant et parfaitement entretenu. Barré de mains de maitre par Annalisa Attention toutefois la croisière ne peut offrir plus que le confort d'un monocoque. douches rapides sur le pont, un sanitaire marin pour 6. Grazie Mille Annalisa e Lorenzo e sicuramente a presto
avatar image

Small Cyclades Cruise (Koufonissi, Amorgos, Schinoussa, Paros)

09/4/2022

Pasquale A.

-

Italy

Splendida vacanza sulle piccole Cicladi con Lorenzo & Annalisa. Due veri Marinai, oltre che fantastici CHEF! Relax , mare stupendo, isolette con borghi nascosti e , ultimo ma non per importanza, cucina a bordo spettacolare ! Ottima vacanza per chi ama dormire in rada
avatar placeholder

One way cruise from Santorini to Paros via Small Cyclades

09/19/2021

ALEXIS L.

-

France

Belle remontée au nord par plusieurs îles des cyclades, pour certaines méconnues. De belles découvertes dans des conditions idéales en septembre. Rencontre avec un couple d'équipage fort attentionné pour ses clients et des coéquipiers géniaux ayant favorisés l'ambiance à bord. L'organisation est rodée et très sécurisée, les repas très appréciables à bord (en prévoir 3 à terre hors budget). Idéal pour débutants voulant se frotter à la vie en mer sans trop de difficultés. Attention néanmoins à accepter les douches froides extérieures, la promiscuité d'un tel voyage à 8, les règles à bord, l'eau limitée. Regret de trajets parfois trop directs à moteur, pour s'éviter le louvoyage exigeant et fatiguant. C'est une croisière, pas une semaine de stage. Mais cela restera un super moment dans ces îles magnifiques. Je recommande

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaAmerican ExpressApple pay

© 2023 Sailsquare Srl SB • All rights reserved - VAT IT07860990964