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Family sailing cruises yacht sailing holidays & tours in Pontine Islands

Discover more than 3 opportunities to get on board a Family sailing cruises adventure in Pontine Islands. A unique experience with a local skipper, starting at €350 a week.

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Family sailing cruises yacht sailing holidays & tours in Pontine Islands

32 reviews

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Sailing cruise to the Pontine: wonders a stone's throw from Rome

09/8/2025

Arianna A.

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Italy

Antonio (and Stefania.. because behind.. indeed.. WITH. .a great man there is also a great woman!!:)) is a very prepared, prudent, serious, but at the same time welcoming and caring skipper. The [hidden] II is very spacious and has everything, the beautiful Pontine and still not for mass tourism (perhaps also thanks to the period). Maybe by chance, maybe not, the whole crew was perfectly balanced and the presence of children / teenagers was a further strength. What do you eat... and laughter!!!!
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Sailing cruise to the Pontine: wonders a stone's throw from Rome

08/28/2025

Simone G.

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Italy

The experience with Sailsquare and with the Skipper Antonio was really nice, Giulia's assistance in completing the purchase was decisive, Antonio led us to discover secret corners of the Pontine area, showing absolute mastery of the seabed and coves of the Pontine Islands, surprising even those of us who knew the archipelago well, anchoring and sailing always in the name of maximum safety and comfort allowed, sometimes he cooked for us and turned out to be excellent and discreet company, his consolidated relationships in the docks allowed us to always have open doors, for a safe mooring when the weather required it and a privileged entrance in the Roman port of Ventotene, the islet is a real pearl of history and circumscribed beauty, finally my fellow adventurers a beautiful heterogeneous crew, a real crew devoted to joy where everyone has brought soul to the spirit of the group, compact from start to finish, Thank you you are Beautiful
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Sailing cruise to the Pontine: wonders a stone's throw from Rome

08/27/2025

Manuela C.

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Italy

Very successful week, Bruno is an excellent skipper, he knows the places in depth, even if I have been going to Ponza and Palmarola for a lifetime, he made me discover things that I still did not know. He is also an excellent cook... and we were all happy about it. The crew was perfect, in short, everything fit together well. Some refinement to the boat would not be bad, starting with the tilting kitchen, but since Antonio is a craftsman he will certainly provide for next year 😉. However, I am satisfied and... fair winds to alliiiiii!!! Anto' stop, here I can't wear🤣 the shirt
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Sailing cruise to the Pontine: wonders a stone's throw from Rome

08/24/2025

Manuel C.

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Italy

Fantastic destination, excellent ❤️ experience skipper who stays in the ❤️

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