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Whole boat with skipper yacht sailing holidays & tours in Pontine Islands

Discover more than 24 opportunities to get on board a Whole boat with skipper adventure in Pontine Islands. A unique experience with a local skipper, starting at €350 a week.

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4.6

Between the Pontine Islands and the Phlegrean Islands by Sailing Boat

Italy: Pontine Islands

7 days - 7 nights

5 departures available

July - September

Starting from

€759

€683

Per person

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4.9

Super!

Life-changing experiences - Escape to the Pontine Islands

Italy: Pontine Islands

3 days - 2 nights

7 departures available

July - September

Starting from

€370

€352

Per person

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4.8

Super!

ONE WAY From the Phlegraean to the Pontine Islands

Italy: Pontine Islands

8 days - 7 nights

4 departures available

July - September

Starting from

€680

€544

Per person

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4.9

Super!

Four days of sea, nature and fun in the Pontine Islands!

Italy: Pontine Islands

4 days - 3 nights

One departure available

July

€420

Per person

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7 days of sea and sailing in the fantastic blue of the Pontine

Italy: Pontine Islands

7 days - 7 nights

One departure available

August

€600

Per person

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5.0

Super!

Weekend between Ponza and Palmarola Comfortable - max 4 people

Italy: Pontine Islands

3 days - 2 nights

One departure available

September

€475

€428

Per person

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5.0

Super!

Four days in Ponza e Palmarola

Italy: Pontine Islands

4 days - 3 nights

One departure available

July

€390

Per person

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4.8

4 days in the Pontine Islands (sailing school)

Italy: Pontine Islands

4 days - 3 nights

3 departures available

July - September

Starting from

€270

Per person

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4.9

Super!

Life-changing experiences: Four days in the Pontine Islands

Italy: Pontine Islands

4 days - 3 nights

5 departures available

July - September

Starting from

€420

€399

Per person

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4.9

Super!

Life Changing Experiences - Week in the Pontine Islands

Italy: Pontine Islands

6 days - 6 nights

2 departures available

August

€1,100

Per person

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4.8

Super!

A sailing trip through history and food and wine of the Pontine Islands

Italy: Pontine Islands

7 days - 7 nights

2 departures available

August

€950

Per person

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4.5

Feast of Santa Candida in Ventotene

Italy: Pontine Islands

3 days - 3 nights

One departure available

September

€395

Per person

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 - Whole boat with skipper yacht sailing holidays & tours in Pontine Islands

250 reviews

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Life-changing experiences - Escape to the Pontine Islands

06/30/2025

Angela C.

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Italy

Skipper preparato, professionale e che crea un bellissimo ambiente tra la crew. Questo non è solo un viaggio, è proprio un'esperienza di vita. La straconsiglio.
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Weekend di emozioni nel Blu Pontino

06/30/2025

Giulia D.

-

Italy

Ottima esperienza
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Life-changing experiences - Escape to the Pontine Islands

06/30/2025

Angela B.

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Italy

Esperienza unica! Francesco è uno skipper d’eccezione! Fortunati ad essere accompagnati da lui in questo viaggio!
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4 days in the Pontine Islands (sailing school)

06/29/2025

Maria Paola T.

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Italy

Spettacolare!!! Michele è uno skipper eccezionale, attento, professionale ma anche divertente e soprattutto felice di farti vivere un’esperienza indimenticabile. Ha scelto orari e luoghi meravigliosi chiedendoci sempre prima cosa avremmo preferito. Le Isole Pontine uno spettacolo!!! È stato proprio meraviglioso anche con grandi e piccoli. La barca è ben tenuta e bella da vivere. Sono super organizzati e attenti alle tue esigenze! Grazie a Valerio che non abbiamo conosciuto ma che ci ha seguito nelle operazioni a terra ed è stato molto disponibile e a Michele che è rimasto nel cuore! Grazie!

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