header cover
sailsquare logo

Sailboat yacht sailing holidays & tours in Pontine Islands

Discover more than 7 opportunities to get on board a Sailboat 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 - Sailboat yacht sailing holidays & tours in Pontine Islands

1936 reviews

avatar image

Life-changing experiences - Escape to the Pontine Islands with photographer on board

10/3/2025

Dean K.

Francesco is an amazing, knowledgeable skipper and makes you feel very welcome. He's open to questions (about anything) and takes time to explain sailing concepts, which is what I needed. We stayed at beautiful, peaceful anchorage and swam in lovely, warm bays. Recommended.
avatar image

Life-changing experiences - Escape to the Pontine Islands with photographer on board

09/29/2025

Eve M.

-

United Kingdom

Lovely weekend with Francesco who is both knowledgeable and friendly. Thank you for sharing your boat and experience with us! Eve & Dean
avatar image

Life-changing experiences - Escape to the Pontine Islands with photographer on board

09/29/2025

Fabrizio G.

-

Italy

I couldn't have asked for more: very pleasant company, beautiful and comfortable boat, Francesco very good, nice and attentive. Super recommended, fair winds to everyone!!
avatar placeholder

Feast of Santa Candida in Ventotene

09/28/2025

anna maria d.

-

Italy

I have Took part in the Ventotene-Festa San Candida tour. Everything was super: the close-knit group, the navigation, the sun and the Sea. I found what I was looking for, lightheartedness and a feeling of freedom. Most of the participants knew each other They, and despite this, have been affectionate and inclusive. Among other things, the skipper was very reliable in bringing us back to port at the requested time, given the train strike. An experience definitely to be redone.

Customer Support

nightLifeGeneralInfo

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

search

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964