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Leonardo R.

Provider type:

Private

City:

Rome

Member since:

2018

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393 Sailsquare travellers have been on board my experiences

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+

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

68

reviews

Skipper

Boat

Destination

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Pontine Islands aboard a splendid 16-meter sailboat

07/19/2025

Paola G.

-

Italy

Four unforgettable days in the Pontine Islands, a simply fantastic holiday! An experience for me definitely to be repeated, and, above all, to recommend to those who love the sea to live at least once in their life to savor a type of journey made mainly of sharing with others and connection with nature! A round of applause to Leonardo, our skipper/captain, and to his wife Elena, second in command, the icing on the cake, who with great competence, professionalism and availability made us explore a small corner of paradise at sea! Together, with the rest of the hilarious crew, to whom my thanks also go to them, we shared everything, endless laughter, dinners on board and on land, in short, indelible memories! See you soon, fair winds, Paola 🥰🤩😍
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Pontine Islands aboard a splendid 16-meter sailboat

07/18/2025

Sabrina C.

-

Italy

First time on a sailboat, first time in Ponza, they were 4 days that I will remember and they will have a special place in my heart. Thanks to Leonardo and Elena for the perfect organization, and availability.. The navigation was perfect, despite the rough sea, I never had any doubts about the skipper's skills who showed confidence and experience. The destination and the surrounding areas that we visited with the tender are magnificent,.. I highly recommend this experience , the boat is very nice, clean and comfortable. We shared our holiday with unknown people but with the same desire to spend unforgettable days. Thank you all 🥰
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Pontine Islands aboard a splendid 16-meter sailboat

07/18/2025

Laura D.

-

Italy

It was my first experience on a sailing boat, I was inspired to be able to travel by sea from cove to cove, but I was full of doubts, I was afraid of being sick. And instead I was practically always fine. I arrived at the port and the departure was unfortunately with very rough seas. Instead, I discovered that with the necessary precautions, i.e. the classic pill, I could feel good and enjoy the sea and navigation! We immediately sailed for five hours, the wind was blowing very strongly, the black waves pushed us and we arrived in Ponza at sunset fiery red. This was just the beginning, I then saw wonders, one after the other coves, rock cathedrals, natural arches, emerald green sea, I do not deny that I was unexpectedly moved by such a wonder .. I was lucky with the group that was bubbly and close-knit. I really appreciated Leonardo's ability to steer the boat with seriousness and palpable experience, he also took us with the tender everywhere, it was an exploration that I appreciated very much. During the day we also had fins, masks and sups available. Elena the wife was always present, very friendly and attentive with all of us. I also loved being able to cook for everyone, I wished I could have done so much more to be honest 😅 I was lucky to do my first sailing with them and I will certainly repeat a new experience shortly. Thanks for everything. 💙
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Pontine Islands aboard a splendid 16-meter sailboat

07/18/2025

Jennifer D.

-

Italy

I put myself to the test because for me, it was my first experience on a sailing boat. Leonardo is a Captain who has been able, with his experience, to guide the whole group on this beautiful holiday, he has made us discover places of extraordinary beauty, willing to comply with our requests. Elena entertains the bench, helps her husband and takes care of all the guests. I feel lucky to have chosen this route and these people. The boat is beautiful, kept in impeccable condition, my cabin was delightful. On a boat there are many rules: you have to understand and respect them! This experience is for you if you're open, ready to share fun moments with a group of strangers. keyword: SHARING! A varied and bubbly group, I immediately empathized with most of them. I relaxed, tanned, explored with Sup, snorkeled etc. Beautiful location, the surreal sea! Things I didn't like: the sailor's 😅 shower and the rough sea, for the rest: I can't wait to do it again!!

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