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Sailboat yacht sailing holidays & tours in Pontine Islands

Discover more than 12 opportunities to get on board a Sailboat adventure in Pontine Islands. A unique experience with a local skipper, starting at €350 a week.

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5.0

Super!

Midweek relaxing in the Pontine Islands

Italy: Pontine Islands

4 days - 3 nights

8 departures available

September - October

Starting from

€337

Per person

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5.0

Super!

Weekend at the Pontine Islands

Italy: Pontine Islands

3 days - 2 nights

5 departures available

September - October

Starting from

€337

Per person

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5.0

Pontine Islands aboard a splendid 16-meter sailboat

Italy: Pontine Islands

4 days - 3 nights

2 departures available

September

Starting from

€450

Per person

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5.0

Weekend at the Pontine aboard a splendid 16-meter sailboat

Italy: Pontine Islands

3 days - 2 nights

3 departures available

September

Starting from

€420

Per person

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4.9

Super!

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

Italy: Pontine Islands

4 days - 3 nights

3 departures available

September

Starting from

€420

€399

Per person

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5.0

Super!

A week from Palmarola to Ventotene, passing through Ponza

Italy: Pontine Islands

7 days - 7 nights

One departure available

September

€795

Per person

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4.6

Feast of Santa Candida in Ventotene

Italy: Pontine Islands

3 days - 3 nights

One departure available

September

€395

Per person

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4.9

Super!

Magical weekend in Palmarola and Ponza

Italy: Pontine Islands

3 days - 2 nights

One departure available

September

€340

€306

Per person

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4.9

Super!

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

Italy: Pontine Islands

3 days - 2 nights

3 departures available

September

Starting from

€370

€352

Per person

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4.6

ONE WAY From the Phlegraean to the Pontine Islands

Italy: Pontine Islands

7 days - 7 nights

One departure available

September

€660

€590

Per person

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4.9

Weekend in the Pontine Islands (sailing school)

Italy: Pontine Islands

3 days - 2 nights

One departure available

September

€300

Per person

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1.0

I love Pontine: 2 days sailing between Ponza and Palmarola

Italy: Pontine Islands

2 days - 2 nights

2 departures available

September

€500

€450

Per person

Why book a holiday with Sailsquare?

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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

1874 reviews

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4 days in the Pontine Islands (sailing school)

08/29/2025

Valentina M.

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Italy

Great experience! I had no doubts about the destination, the Pontine islands are a wonderful place. The skipper Michele is a calm and very kind person. Nothing negative to say. Wonderful experience also thanks to the group!
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Magical Pontine: full sail to discover the archipelago

08/29/2025

Alessandra D.

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Italy

Person and boat not suitable for a charter, little hygiene, poor empathic capacity, inadequate and dangerous vehicle, I think 80s, overall a disaster
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4 days in the Pontine Islands (sailing school)

08/29/2025

Letizia M.

-

Italy

Short break, but wonderful Michele an excellent skiper, helpful and kind. To be repeated
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Week in the Pontine Islands

08/29/2025

Francesco C.

-

Italy

Beautiful experience and highly recommended. Dario a very prepared, helpful and company skipper.

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