Sailsquare | N°1 in Europe for sailing and catamaran holidays

Filippo & Wendy

Provider type:

Private

City:

Sanfront

Member since:

2026

My experiences

Tuscan Archipelago: Giannutri, Giglio and Elba

Italy: Tuscany

6 days - 7 nights

3 departures available

August - September

Starting from

€850

€680

Per person

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About me

My connection with the sea began early and has grown stronger over time, evolving from a spontaneous interest into a mature and deeply rooted passion. A journey shaped by practice, as well as care and respect for the marine environment, which has defined my way of experiencing sailing.

Over the years, I have taken part in several offshore regattas, including the Giraglia, the Roma x2, and the Rimini–Corfu–Rimini. These experiences allowed me to refine my technical skills, strengthen teamwork, and develop a solid approach to safety and boat management. Alongside this, I have completed long-distance sailings covering hundreds and hundreds of miles, including solo passages, where the rhythm changes, the horizon becomes a constant reference, and even the smallest decisions take on real significance. Because sailing is not only about technique, but a true culture of the sea.

On this experience, I am joined by my partner, who is also a skipper. We share the same vision of sailing and life on board, based on balance, cooperation, and care for the people on board. Having two skippers on board means ensuring accurate boat handling, an organization that is both efficient and flexible, and high standards of safety and overall quality—without giving up the pleasure of good food paired with a good glass of wine, which certainly never hurts...

What I like to do

Cooking

Steering the boat

Trolling

Exploring the surroundings

Reading

My experience

Skipper with solid experience in offshore racing and long-duration sailing. I have participated in numerous offshore competitions, including the Giraglia, the Romax2 and the Rimini–Corfu–Rimini, gaining advanced technical skills, decision-making skills in demanding conditions, and a strong focus on safety and boat handling. Over time I have sailed for long duration for hundreds and hundreds of miles, even solo, developing a responsible, conscious and safety-oriented approach to sailing.

Together with my partner, who is also a skipper, we are both in possession of a sailing license over 12 miles. We operate with a shared, organized and flexible management, guaranteeing continuity, reliability, and quality of the browsing experience.

My sailing areas

Tuscany

Italy

Tuscany

Italy

My boats

Type

Sailboat

Length

15.2 m.

Toilets

Cabins

20+

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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.