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

Matteo R.

Provider type:

Organisation

City:

Parma

Member since:

2015

2507 Sailsquare travellers have been on board my experiences

My experiences

4.8

New Year's Eve on Elba on two boats: sequins in the dinette!

Italy: Tuscany

3 days - 2 nights

One departure available

December - January

€250

Per person

4.8

Set Sail with Family: 5 Days of Comfort & Adventure Around Elba Island

Italy: Tuscany

4 days - 4 nights

8 departures available

June - July

Starting from

€490

Per person

Gallery

20+

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About us

"I like sailing, it allows me to live a dimension that suits my personality", I also like to do fest, in my holidays I don't need antidepressants or mineral salts but white wine and anchovies. See you on board!

My sailing areas

Tuscany

Italy

Northern Sardinia

Italy

Corsica

France

Liguria

Italy

Tuscany

Italy

Northern Sardinia

Italy

Corsica

France

Liguria

Italy

My boats

Type

Sailboat

Length

16 m.

Toilets

Cabins

11+

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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

4.8/5

out of

226

reviews

Skipper

Boat

Destination

Squid Festival: let's close the season on a high note! - on board a 17mt boat

11/10/2025

giulia f.

Italy

I participated in the weekend on a sailing boat organized for the Squid Festival and I couldn't ask for anything better! It was a wonderful experience, between sea, wind and excellent company. The crew was great: nice people and with a great desire to have fun. The skipper is super professional, but also helpful and attentive to let us experience sailing in a relaxed and fun way. I can't wait to get back on board for the next adventure! ⚓️🐙✨ Giulia, Eva and Martina

Squid Festival: let's close the season on a high note! - on board a 17mt boat

11/5/2025

Marco F.

Switzerland

Matteo is a professional skipper and above all a pleasant person, who steers the boat and situations with lightness and experience. Luke [hidden] a well-maintained and decidedly comfortable and spacious boat. Nice opportunity and fantastic company / crew, not to be forgotten and to be seen again with pleasure in a next navigation, between sea aperitifs and laughter.

Vacanza a piedi nudi: Weekend tra Elba e Capraia su barca 15m

09/10/2025

Stefania D.

Italy

Perfect weekend! On the boat with us was the skipper Sergio, who made the weekend more than enjoyable. Always available to answer our questions and curiosities, able to choose the ideal route to be able to also afford sailing. The group then did the rest. All ready to lend a hand and get involved. It was the first time on a sailing boat and the weekend went far beyond expectations

Vacation between Tuscany and Corsica on a magnificent 17m boat

09/8/2025

Giuliana C.

Italy

Good morning, the weather according to the skipper did not allow me to get to Corsica, so I saw places that I already knew, The skipper presented himself very well initially and then disappointed more and more every day. Fortunately I made friends with some of the guests and this lightened the situation.