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Giovanni & Matteo

Provider type:

Organisation

City:

Messina

Member since:

2021

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539 Sailsquare travellers have been on board my experiences

Gallery

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About us

I am originally from a fishing village on the Strait of Messina and since I was a child I grew up in close contact with the sea and boats. It is not easy to convey with simple words what I feel when I surf. The energy of the volcanoes, the intense blue of the water, the scent of the islands, which with their remoteness and timelessness surprise and excite me every day.

My sailing areas

Aeolian Islands

Italy

Seychelles

Indian Ocean

Pontine Islands

Italy

My boats

Type

Sailboat

Length

15.5 m.

Toilets

3

Cabins

5

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9+

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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

4.6/5

out of

52

reviews

Skipper

Boat

Destination

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ENJOY: in the blue painted blue of the Aeolian Islands

09/2/2025

Marino O.

-

Italy

Would you do a sailing holiday again? Well this is the question that I am repeating to myself already during my first experience and to this day it continues to spin in my head, despite my feet on the ground. Yes and no! Here's the answer! Of course, it was my first experience and honestly if I had to think of approaching the organization of a boat holiday, as it was, I would certainly opt for something else. I really love clarity, especially of costs, transparency and empathy in all those technical-organizational aspects that must be preventive rather than in itinere, which leave no alternative but to ruin and make the traveler uncomfortable even before setting sail. I can say that I had a nice motor trip on a sailboat that was born with considerable sailing potential (according to the experts), but that I was able to appreciate only for a couple of hours out of seven days despite the fact that many other boats were sailing around me. I found insistent indications of frequent ashore descents for dinners and parties even though the group wanted to remain gathered in friendship and sobriety on the boat. Rules are rules and in certain environments they must be respected but in common certain moments for example "galley" which I have heard of as one of the most "exclusive and fun", but which I found and lived with heaviness and frustration. But beyond all this, the group has made a common front and this sense of sharing lived in a small living space, which makes everything amplified, has brought souls together in an incredible unity of purpose. So will I go back to choosing a sailing holiday? I don't know yet, certainly if I can I choose the group, the Friends and the places visited.
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ENJOY: in the blue painted blue of the Aeolian Islands

09/1/2025

Manuela P.

-

Italy

The holiday was enjoyable thanks to our well-established crew of friends, new people added who were meant to stay in my heart, very friendly and helpful staff members, and lovely places seen. Unfortunately, I have to give a negative evaluation to the skippers/organizers who, despite having high qualifications and having been informed several times of the kind of holiday appreciated by all present (sailing holiday) gave priority to motor navigation more to reach pre-established destinations and restaurants to offer rather than to listen to our needs for freedom from time and space, to sail listening to the sounds of the wind and the sea and to relax in nature. The sails were hoisted only once in the whole week despite the fact that the opportunities had also presented themselves other times to our great disappointment given the beautiful boat we were on!! To fill a now full vase was added the lack of clarity and average values much higher than the costs (fuel and general) which led the holiday in the end to be more expensive than we expected. This will certainly teach us to ask for much more precise and detailed information before booking other trips on sailsquare.
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Enjoy: in the blue painted blue of the Aeolian Islands

08/31/2025

Cristina C.

-

Italy

Very prepared skipper, excellent itinerary, nice group and many beautiful vibes!
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ENJOY: in the blue painted blue of the Aeolian Islands

08/31/2025

Eva G.

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Germany

I recommend this sailing holiday to those looking above all for authentic human relationships and friendships that can become infinite: from this point of view the experience is truly unforgettable. The staff was friendly and attentive. In our case the skipper did not act as a supplement, but it was not a problem because we were already a group. However, it is essential to have clear expectations. If you want to spend the week sailing mainly in advance, it is advisable to find out well in advance: in my case, I only found out after departure that we would only use the sails for a short moment in a single day. Similarly, I didn't know that the skipper/organization was predominantly aiming to eat at local restaurants or kiosks instead of on board. With this information I would definitely have chosen another option or destination.

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