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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

Gallery

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6+

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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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7+

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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

59

reviews

Skipper

Boat

Destination

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

10/15/2025

Elena L.

-

Germany

Everything was simply perfect! The crew was incredibly flexible and accommodated all of our individual requests. We felt comfortable, well looked after, and completely safe at all times. The food was excellent and always freshly prepared for us. An all-around wonderful experience that we would repeat anytime. Highly recommended!
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Pack your suitcase and we'll take care of the rest!! Stewards on board!

10/7/2025

Sharron G.

-

United Kingdom

We were the last group to sail this year & enjoyed reading the other reviews as everyone had such positive feedback. We weren’t disappointed and although the weather wasn’t kind to us we couldn’t have had a better experience. Alessandro is an amazing skipper, he’s young but he’s been sailing forever & certainly knows his way around his boat and the waters & islands we sailed around. He made you feel safe & well looked after. Carlo couldn’t do enough for us all & his food & hospitality were excellent, making us laugh as we tried to speak Italian. We couldn’t believe how he was able to serve up the dishes from the tiny galley kitchen. Something different every day and he even caught a tuna & that was served up for lunch, you don’t get fresher than that. We couldn’t have had a better adventure with better crew. Thank you Alessandro & Carlo! PO5 will return xxxxx
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Pack your suitcase and we'll take care of the rest!! Stewards on board!

09/22/2025

Daniel S.

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Germany

Best sailing experience you could imagine!!! We can fully recommend the trip with them. Alessandro and Carlo are super friendly and helpful and the dog Eros is really cute. Thank you for this experience :) and hopefully see you soon!!
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Pack your suitcase and we'll take care of the rest!! Stewards on board!

09/14/2025

Madison T.

-

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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