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Sergio I.

Provider type:

Organisation

City:

Member since:

2015

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204 Sailsquare travellers have been on board my experiences

Gallery

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20+

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About us

My sailing activity began at the age of 8.... and as the old sailors say: "Once you are wet with sea water you don't dry anymore". This was also the case for me, from that moment, at the main Neapolitan sailing clubs and later at the naval league of Naples I attended numerous sailing courses on different boats, and participated in numerous regattas, refining more and more the techniques of sailing navigation. At the age of 18 I started collaborating as a sailing instructor on dinghies at the Lucanian sailing club improving teaching techniques mainly with children between the ages of 10 and 16. In 1996 I obtained a boat license both sailing and motor without limits from the coast and I started collaborating as a skipper on board offshore sailing boats owned by the Lucanian sailing club for school cruises in the Gulf of Taranto and Ionian Greece. Subsequently I collaborated with several charter companies in Italy and abroad (Sail Company, Napoli Charter, Vela Charter, Horizon Sail Charter, Arcadie Plaisire) with the duties of skipper, base manager, customer reception, ordinary and extraordinary maintenance manager of boats. In 2000 I obtained the title of captain of pleasure boats used for rent and in 2011 I was hired as a skipper by a nautical school in St. Petersburg (Russia) to participate in the ARC, a regatta in which hundreds of boats participate, which involves crossing the Atlantic Ocean starting from the Canary Islands. During this experience I participated in numerous seminars on safety at sea, emergency management, survival in prohibitive conditions. Once I arrived in St. Lucia (Caribbean), I was embarked for about 3 months as a skipper on several sailing boats and also catamarans. In May 2012 I was embarked as second for the Atlantic crossing from Bermuda to Naples, passing through the Azores.

My sailing areas

Naples & Amalfi Coast

Italy

Pontine Islands

Italy

My boats

Type

Sailboat

Length

13 m.

Toilets

3

Cabins

4

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14+

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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

4.6/5

out of

22

reviews

Skipper

Boat

Destination

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A sailing trip through history and food and wine to the Pontine Islands

09/13/2026

charlotte o.

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IT

Disappointing experience and little attention to safety. I do not recommend this shipping company. The dates published for the holiday did not correspond to those actually organized: we had one day less vacation than planned. Instead of spending Ferragosto at sea, as I expected, we were asked to leave the boat on the morning of August 15th, and I had to spend most of the holiday traveling home. The company had told us that they would provide a refund for the inconvenience, but the refund never arrived and, despite my subsequent emails, I have not received a response. The skipper's handling also left me very perplexed. Sergio, who I expected to be our skipper, informed us only on the morning of departure that he would be replaced by his "partner", who was not a person connected to the company. Later I was also told that this person may not have been in possession of the necessary license. Of course, I cannot confirm this, but I was concerned about the situation, especially with regard to safety on board. I communicated everything to Sailsquare who said they had no responsibility in this regard.

7 days between Capri, Amalfi and Sorrento: dream sailing cruise

08/23/2026

Maria Cecilia M.

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IT

Very nice experience, with truly unforgettable destinations and views of the Amalfi Coast. Organization can be improved in some aspects such as the initial briefing, the initial cleaning and the management of the boat in the common areas. I also recommend checking in advance the skipper actually assigned, because harmony on board is certainly important. Overall, a week that we will remember with pleasure
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7 days between Capri, Amalfi and Sorrento: dream sailing cruise

09/3/2025

Gaudenzia B.

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IT

The most exciting trip of my life!
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7 days between Capri, Amalfi and Sorrento: dream sailing cruise

08/18/2025

Piero D.

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IT

Sergio very professional skypper. Modern boat. Recommended experience

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