experiences

5.0

Super!

Midweek relaxing in the Pontine Islands

Italy: Pontine Islands

4 days - 3 nights

2 departures available

October

€337

Per person

4.8

Super!

Pontine Blue - Midweek Escape

Italy: Pontine Islands

4 days - 3 nights

17 departures available

April - July

Starting from

€210

Per person

4.9

Super!

Life-changing experiences: Four days in the Pontine Islands with photographer on board

Italy: Pontine Islands

4 days - 3 nights

12 departures available

June - September

Starting from

€450

€428

Per person

4.7

Amazing Pontine Islands in 4 days

Italy: Pontine Islands

4 days - 3 nights

5 departures available

June - August

Starting from

€450

Per person

4.7

4 days in the Pontine Islands (sailing school)

Italy: Pontine Islands

4 days - 3 nights

14 departures available

May - September

Starting from

€240

Per person

5.0

Pontine Islands aboard a splendid 16-meter sailboat

Italy: Pontine Islands

4 days - 3 nights

11 departures available

June - September

Starting from

€450

Per person

5.0

Four days in the Pontine archipelago

Italy: Pontine Islands

4 days - 3 nights

13 departures available

April - July

Starting from

€350

Per person

Why book a holiday with Sailsquare?

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

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

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

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.

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

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!!

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

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!

Call us at

+44 2035144220

Read our

Contact & Support

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!