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Nicola O.

Provider type:

Private

City:

Messina

Member since:

2018

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636 Sailsquare travellers have been on board my experiences

Gallery

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20+

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About me

Born in Messina, since I was a child I have sailed with various types of boats (sailing & motor), in 1985 I obtained the sailing & motor license without limits, at the same time I participated in offshore sailing championships, class regattas, winning a Sicilian Beneteau 25 championship (skipper).

What I like to do

Steering the boat

Exploring the surroundings

My experience

I know the Aeolian Islands in depth, it is my land! (thirty years of experience) and Greece (since the 90s) Ionian Islands, Gulf of Argolis and eastern Peloponnese.

My sailing areas

Aeolian Islands

Italy

My boats

Type

Sailboat

Length

12.88 m.

Toilets

2

Cabins

4

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13+

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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

4.9/5

out of

97

reviews

Skipper

Boat

Destination

A week in the Aeolian Islands - 6 islands in seven days

08/10/2026

Nora C.

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ES

We have spent an incredible week on board the sailboat touring the Aeolian Islands and it has been, without a doubt, an unforgettable experience. We have discovered spectacular places, enjoyed bathing in magical places and navigated through some of the most beautiful corners of the Aeolian Islands. But, in addition to the landscapes, what has made the experience even more special has been the treatment and company. Nicola, our skipper, has been fantastic: attentive, close and always aware that we were comfortable and enjoyed to the fullest. And also Ilaria, who has accompanied us for a few days and has been a great hostess, as well as a great cook. We have felt super comfortable and relaxed throughout the week. It has been a real disconnection, one of those experiences in which you manage to forget everything and simply enjoy the sea, the places and the moment. We would recommend this experience 100%. Thank you very much for everything, because we would return with our eyes closed. ❤️

A week in the Aeolian Islands - 6 islands in seven days

07/23/2026

Deborah T.

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IT

Unforgettable holiday! We managed to tour all the islands included in the itinerary, discovering wonderful corners. Nicola was fantastic: he understood our tastes on the fly, guiding us to magical coves and uncrowded places, away from the chaos. Five well-deserved stars, highly recommended!

A week in the Aeolian Islands - 6 islands in seven days

09/22/2025

Sailor O.

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IT

Nicola cares a lot about the satisfaction of the crew to whom he dedicates all his attention and time. He cares, assists and bends over backwards for all aspects: itinerary, life on board and offboard. Sailing competence and safety at sea. Highly recommended!
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A week in the Aeolian Islands - 6 islands in seven days

09/17/2025

Giuseppe I.

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IT

The sailing trip with Nicola was an experience that enriched me a lot, unique emotions and sensations. The navigation, the wind, the sun and the sea created a perfect mix of adventure and relaxation. I recommend everyone to try this experience at least once in their life: it is an opportunity to discover the beauty of the sea, the Aeolian Islands and the feeling of freedom. Thanks to all the crew, who made all this possible.

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