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Alessio C.

New

Provider type:

Organisation

City:

Athens

Member since:

2025

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108 Sailsquare travellers have been on board my experiences

Gallery

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20+

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About us

I am originally from the hilly area between Lake Garda and Verona, a land of olive trees and fine Italian wines. My career on the open sea began in 2006 in the cold and challenging waters of the Solent, England, where I gained solid experience in sailing on pleasure boats. For years, I lived and worked between Europe and the rest of the world, until I decided to leave my sedentary office job to follow my true passion and devote myself full-time to life at sea, choosing Greece as my daily horizon.

My sailing areas

Cyclades

Greece

Saronic Islands and Athens area

Greece

Peloponnese

Greece

My boats

Type

Sailboat

Length

15.6 m.

Toilets

4

Cabins

4

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23+

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Travel with peace of mind

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

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

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

4.2/5

out of

5

reviews

Skipper

Boat

Destination

Week of sea and colors: crossing from Milos to Ios

08/11/2026

Maria Cristina T.

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IT

The boat is a gem, its skipper Alessio keeps it in perfect condition and steers it with great competence. Alessio is really nice, passionate about his work and involves the whole crew in the maneuvers. The choice of places and activities was impeccable. I would recommend everyone to sail with Alessio

Milos, Folegandros and the fantastic Southern Cyclades

08/11/2026

Shruti J.

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IT

I really enjoyed my first time sailing but feel the skipper could have communicated far better than he did about the arrangements, the plans, and the expectations from us sailing with him. Luckily we guests got along but there were some confusing and tense moments which spoiled the holiday. Also the AC didn’t work and wasn’t looked at until the last day. I also didn’t appreciate being asked why I chose not speak Italian, that’s really none of his business

Milos, Folegandros and the fantastic Southern Cyclades

07/27/2026

Ilaria M.

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IT

The Cyclades are a beautiful destination and the company was pleasant, but the organization of the trip and the management of life on board did not fully meet my expectations.

The most spectacular islands of the Cyclades: from Athens to Milos

07/23/2026

Frank W.

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DE

The cruise holiday in the Cyclades aboard the beautiful sailing yacht Anemeliá with skipper Alessio was spectacular! A perfect mix of pristine bays, crystal-clear blue waters, charming islands, and sailing whenever the wind allowed. The food on board was excellent, and the company of the other guests made the experience even more enjoyable. We had so much fun! Alessio is an experienced, professional, and friendly skipper who made us feel safe, relaxed, and welcome throughout the trip. Thanks to him, this holiday became a memory that will last a lifetime. We highly recommend this experience to anyone looking for an authentic sailing holiday in the Greek islands.

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