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Leonardo R.

Provider type:

Private

City:

Rome

Member since:

2018

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415 Sailsquare travellers have been on board my experiences

Gallery

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19+

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About me

After years of sports and recreational sailing with family and friends, I decided to carry out charter activities in the mode provided for by the Italian legislation of "occasional rental". In addition to the nautical license without limits from the coast sailing and motor I am in possession of the new professional title of "second class pleasure boat navigation officer" which allows you to drive boats and ships up to 200 GT and I have carried out survival and rescue courses, basic firefighting course, first level health course, GMDSS short range operator certificate (SRC). The thing I like most about the holiday is to create a friendly, simple and genuine relationship with guests, convey my passion for the sea and share my experience. I'm waiting for you on board!

What I like to do

Steering the boat

Trolling

Underwater fishing

Snorkeling

Diving

Exploring the surroundings

Reading

Sunbathing

My experience

I was lucky enough to be born and raised in a seaside town and this helped me to become, very early, a sailor! I had my first boat at the age of 16 and since then I have never stopped going to sea. I have sailed with family and friends in most of the Mediterranean: Croatia, Ionian Greece, Aegean, Turkey, Malta, Pantelleria, Egadi, Aeolian Islands, North and South Sardinia, Corsica and more. For some years I have started a sports association in which I carry out educational, sports and recreational activities. I believe that the skipper must have gained that experience that the people on board can perceive at all times, But the most important thing for the success of the holiday is to create an atmosphere of cordiality and genuineness based on sharing life on board and which is strengthened day after day until it becomes friendship!

My sailing areas

Pontine Islands

Italy

My boats

Type

Sailboat

Length

16.3 m.

Toilets

3

Cabins

5

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11+

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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

74

reviews

Skipper

Boat

Destination

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Weekend at the Pontine aboard a splendid 16-meter sailboat

09/17/2025

Giulia E.

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Italy

It was my first time on a sailing boat but the skipper Leonardo and his wife Elena were immediately very professional and attentive to everyone's needs. The boat is very nice, functional and clean; perfect for enjoying the sea in total relaxation. The excellent company, the favorable weather and the crystal clear water of the Pontine islands then made the experience perfect!
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Weekend at the Pontine aboard a splendid 16-meter sailboat

09/17/2025

Parvana A.

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Italy

Leonardo is very professional, quiet and a gentleman. I would gladly travel with him again! See you next Leo!
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Weekend at the Pontine aboard a splendid 16-meter sailboat

09/17/2025

Letizia G.

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Switzerland

We spent three unforgettable days aboard this sailboat. The skipper Leonardo and his wife Elena turned out to be professional, attentive and at the same time very nice: always available to make navigation pleasant and safe. An added value was their passion for cooking: the grilled swordfish prepared on board was really delicious! The boat is large, spacious and very clean, perfect for relaxing and enjoying the sea. The company of a group of young and cheerful boys and girls made the experience even more fun and convivial. Of course, the islands of Ponza and Palmarola leave you speechless, crystal clear waters. Highly recommended for those looking for a boat holiday that combines professionalism, relaxation and lots of joy.
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Pontine Islands aboard a splendid 16-meter sailboat

09/15/2025

Giorgio R.

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Italy

I would not recommend an experience on the Claudia boat. What was missing, first of all, was the feeling of freedom that a person seeks when choosing to sail. Leonardo is certainly a prepared skipper and very attached to his boat, but he did not seem suitable for the role of tourist skipper: he appeared too attentive to his own needs and not enough to those of his guests. From the beginning, he and his wife welcomed us with a list of prohibitions and rules, without any enthusiasm or desire to convey the joy of making us experience a beautiful holiday. They did not try to involve or create a group, and every time they set a limit or a prohibition they did so in a rigid manner, often accompanied by looks of mutual impatience that conveyed contempt rather than attention. Just a few practical examples: After each swim it was mandatory to change your swimsuit in the stern platform, preparing it in advance with a dry towel, and you could move from there only if completely dry. To smoke it was necessary to ask permission every time, and you could only do it in the stern platform/platform, and only if you "could no longer resist". At the simple request to open the awning we witnessed quarrels and screams. The passage by tender to the port of Ponza was explicitly denied despite the fact that we were at anchor in the port 50 meters from land, saying that he did not consider the idea of picking us up (without any of us having previously said he wanted to be late, otherwise it would have been understandable) and that there was a taxi boat for a fee. His wife Elena, if on the one hand cared a lot about the internal cleanliness of the boat (the bathrooms were in fact well cared for), on the other hand did not contribute to creating a relaxed atmosphere: she watched over every action done in the kitchen or below deck, rather than helping us feel at ease. What really left us stunned was the total lack of respect for the sea: several times we were asked to throw everything into the water – cigarette butts, napkins, fruit, toothpicks – and each time we refused. Such a request, from those who should love and protect the sea, we would never have expected. Although we were in an ideal context, we practically never sailed, except for about twenty minutes. To every request the answer was that there was "too much wind" or "too little wind", even when the conditions seemed favorable, there was no hurry and other boats sailed with their sails unfurled in the same direction. Finally, a very serious aspect was the failure to respect the maximum number of people on board: an extra seat was rented and I found myself sleeping in the dinette, despite having paid for a cabin. A few days earlier I had been asked to move to a bunk cabin, indicated on sailsquare as an additional 'skipper cabin', with the motivation of not creating a mixed cabin that could embarrass another guest. I had given partial availability to evaluate the spaces, being very high, and the real needs, but the management was incorrect and I felt "cheated". In reality, an additional place had been rented. To make the situation worse, Sailsquare's assistance proved to be completely insufficient and at times inquisitive. After several previous positive experiences, I wonder what is the point of relying on Sailsquare and not on other channels if, in times of real need, you do not receive any support. The Pontine Islands have very interesting scenery and a beautiful sea. The Ponzesi with whom we interacted seemed to us to be exquisite, welcoming and friendly people. Positive notes: The boat is very nice and comfortable for ten people (only the eleventh was missing a seat at the table). The management of fuel expenses was extremely correct with what was indicated and spent.

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