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Alessandro C.

Super!

Provider type:

Organisation

City:

Corfù

Member since:

2021

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235 Sailsquare travellers have been on board my experiences

About us

Hello everyone, my name is Alessandro, I was born and raised in Milan but I have always had the dream of escaping from the chaos of the city, I have always been fascinated by the sea and I have always wanted to make my passion a job, for this reason I am a skipper despite my tender age. I like to meet new people and make new friends, each of us is different and there is always something to learn. In my free time I like: cooking, fishing, snorkeling, freediving and spearfishing. I hope to find you on board, entertain you and spend an unforgettable relaxing holiday!!

My sailing areas

Ionian Islands

Greece

My boats

Type

Sailboat

Length

14.48 m.

Toilets

2

Cabins

3

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boat image 2
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7+

Show all

Travel with peace of mind

Total transparency

Total transparency

Want to avoid surprises? Find out before you book who your skipper and fellow travellers will be. Do you have questions or doubts? Send a message to the skipper!

Flexible cancellation

Flexible cancellation

Cancel within 30 days of departure for any reason and receive a full refund. Want even more? Purchase the extension to cancel your booking until your departure.

Constant support

Constant support

Our dedicated multilingual support team is always ready to assist you, before and during your holiday, and is always in touch with the skippers we work with.

Reviews

5.0/5

out of

56

reviews

Skipper

Boat

Destination

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Pack your suitcase and we'll take care of the rest!! Stewards on board!

09/14/2025

Madison T.

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Canada

Wow wow wow. We had no idea what to expect when booking this trip, it exceeded every expectation. Alessandro is knowledgeable and kind, his passion for what he does shows. Carlo is sunshine in human form, the food he makes on board is incredible. Eros is the perfect addition to the boat. We felt so well taken care of the entire time. The weather was perfect early September with it being less hot than July/aug. The rooms in the boat are comfortable but it does get hot down there to sleep, I could see a usb fan being useful for sleeping. Do not hesitate to book this trip with sailing sunset.
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Pack your suitcase and we'll take care of the rest!! Stewards on board!

09/14/2025

Maude A.

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Canada

Wonderful week with Alessandro and Carlo! We ate well and saw beautiful places. Carlo is an angel, always ready to help. Alessandro is an extraordinary skipper. He knows how to make us feel confident and safe. He too is always ready to help. The boat is beautiful. The activities were fun and the pace of the activities was good. We were also happy to be able to sail when the wind allowed. We also had a great week with the new people we met on the boat. I 100% recommend this cruise!
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Pack your suitcase and we'll take care of the rest!! Stewards on board!

09/14/2025

Jennifer K.

-

Australia

Thank you, Alessandro and Carlos for a lovely and unforgettable week. Amazing food and beaches - and a great combination of exploring and relaxing. Carlos’ cooking and hospitality was delicious and plentiful- we looked forward to his incredible lunches, including fresh salads, halloumi, souvlaki, moussaka, fresh coffees, fried eggplants and vegetables each day. His friendly, kind personality was loved by the whole boat. Alessandro’s expert local knowledge means you’ll always have great restaurant meals and beautiful isolated beaches to swim at before anyone else arrives. You will not regret booking.
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Pack your suitcase and we'll take care of the rest!! Stewards on board!

08/24/2025

David C.

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Germany

Alessandro, the skipper, is not only highly prepared professionally, but also extremely polite and attentive to the needs of each passenger. We never had to cook, wash dishes or make ourselves a coffee: Carlo took care of everything with great care. It felt more like being in a floating hotel than on a sailboat. The itinerary is wonderful and well tested. Both Alessandro and his brother (skipper of the other boat that accompanied us throughout the trip) have known him for many years, and it shows. The dog Eros was also a very pleasant company, adding a special touch to the experience. Often in the evening, after a day spent in the water, we enjoyed relaxing walks on the islands visited, a perfect way to stretch our legs and experience the atmosphere of the place even more.

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