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From Samos to the Small Cyclades by sailboat

Next Departure:

July 13, 2024




6 days - 7 nights

Max number of passengers:

6 people



Suitable for travellers:

15 - 75 years

Boarding from:


What's included

Cancellation policy

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Organised by:

Lorenzo & Annalisa

Member since 2013 -





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2 travellers have already tried this experience

This experience, in a nutshell

If you dream of a different holiday in Greece, if you love sailing, nature and adventure, if you

are looking for a modern, high-performance and safe sailboat and if you love the pleasure of good food, this holiday is the right choice for you.

Setting off from Samos on a sailing holiday to the Small Cyclades is an extraordinary experience immersed in the beauty of the Aegean Sea. Samos, a Greek island rich in history and culture, is the ideal starting point to sail aboard a sailboat in the prevailing wind to the Small Cyclades. With the wind blowing, our boat will glide fast on the waves and will make you feel the adrenaline of sailing and the freedom of the sea.

During the trip, stops in quiet bays allow you to anchor the boat and enjoy the crystal clear sea with refreshing swims. The deserted beaches and secluded coves provide ideal opportunities to explore the marine environment and relax in the sun, creating memorable moments during this sailing adventure.

Evenings aboard the sailboat are magical, especially when the sun begins to set over the Aegean Sea, creating fiery and spectacular skies. Nights in the Small Cyclades are serene and perfect for stargazing in a sky free of light pollution.

During the holiday on board there will be us, Lorenzo and Annalisa, two experienced skippers and sailing enthusiasts. In addition to the management of the boat and we will also take care of preparing the meals that are very popular with our guests. We have been sailing in the Cyclades for many years and we have a decade of experience that includes sailing around the world. The boat is owned, has a regular charter license in Greece.

In conclusion, a sailing holiday from Samos to the Small Cyclades offers an unforgettable experience, combining very fun sailing on an ocean fast-cruiser boat with exploring picturesque islands and discovering culture and gastronomy. A unique adventure between turquoise seas and breathtaking views, perfect for those looking for excitement and relaxation aboard a sailboat.


6 days - 7 nights

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Boat & Classes of Service

Walkabout Walkabout 43 - 2010




13 m.





Our itinerary

Our trip starts here:



July 13

from 18:00

to 18:00

Our trip ends here:



July 20

from 9:00

to 9:00

Leg 1


Leg 2


Leg 3

Beautiful navigation

Leg 4


Leg 5


Leg 6


Leg 7


Leg 8

The day of goodbyes

Frequent questions

The organiser reviews

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Organised by:

Lorenzo & Annalisa

Member since 2013 -






out of




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One-way cruise from Paros to Lavrio (Athens)


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


Isa B.



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


Pasquale A.



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
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One way cruise from Santorini to Paros via Small Cyclades





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

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