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Yacht sailing holidays & skippered tours in Pontine Islands

Sailing in the Pontine Islands among the jewels of the Tyrrhenian Sea in the Gulf of Gaeta. A cruise or a short weekend discovering Ponza, Ventotene, Palmarola, Zannone, Gavi and Santo Stefano are the perfect perfect for a holiday of history and nature.

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4.7

Feast of Santa Candida in Ventotene

Italy: Pontine Islands

3 days - 3 nights

One departure available

September

€420

Per person

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5.0

Super!

Midweek relaxing in the Pontine Islands

Italy: Pontine Islands

4 days - 3 nights

4 departures available

September - October

€370

Per person

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4.7

Amazing Pontine Islands on a sailboat with private bathrooms

Italy: Pontine Islands

3 days - 2 nights

2 departures available

September

Starting from

€312

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

€370

Per person

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4.7

Feast of Santa Candida alle Pontine!

Italy: Pontine Islands

4 days - 3 nights

One departure available

September

€390

Per person

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5.0

Weekend in the Pontine Islands

Italy: Pontine Islands

3 days - 2 nights

One departure available

October

€295

Per person

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4.5

Weekend on a sailing boat in the Pontine Islands

Italy: Pontine Islands

3 days - 2 nights

One departure available

September

€380

€350

Per person

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4.8

Weekend of emotions in the Blu Pontino

Italy: Pontine Islands

3 days - 2 nights

One departure available

November

€225

Per person

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3.8

Magical Pontine: full sail to discover the archipelago

Italy: Pontine Islands

3 days - 3 nights

One departure available

September

€599

€509

Per person

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Santa Candida Ventotene & Pontine

Italy: Pontine Islands

4 days - 3 nights

One departure available

September

€620

Per person

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New

Weekend in the Pontine Islands

Italy: Pontine Islands

3 days - 2 nights

3 departures available

May - September

Starting from

€367

Per person

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4.8

Pontine Blue - Midweek Escape

Italy: Pontine Islands

4 days - 3 nights

One departure available

November

€225

Per person

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Reviews - Yacht sailing holidays & skippered tours in Pontine Islands

2361 reviews

Weekend of the Pontine Islands to discover Ponza and Palmarola

09/14/2026

Jacopo Carlo M.

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IT

Marco and Giada are two exceptional people! Super helpful and very inclusive and extremely discreet. Experience was great and comfortable. And last but not least... Marco is also a great chef as well as being an incredible skipper
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A sailing trip through history and food and wine to the Pontine Islands

09/13/2026

charlotte o.

-

IT

Disappointing experience and little attention to safety. I do not recommend this shipping company. The dates published for the holiday did not correspond to those actually organized: we had one day less vacation than planned. Instead of spending Ferragosto at sea, as I expected, we were asked to leave the boat on the morning of August 15th, and I had to spend most of the holiday traveling home. The company had told us that they would provide a refund for the inconvenience, but the refund never arrived and, despite my subsequent emails, I have not received a response. The skipper's handling also left me very perplexed. Sergio, who I expected to be our skipper, informed us only on the morning of departure that he would be replaced by his "partner", who was not a person connected to the company. Later I was also told that this person may not have been in possession of the necessary license. Of course, I cannot confirm this, but I was concerned about the situation, especially with regard to safety on board. I communicated everything to Sailsquare who said they had no responsibility in this regard.
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Midweek relaxing in the Pontine Islands

09/12/2026

Giovanni F.

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IT

The boat is large, new and equipped with all comforts, but the highlight is certainly Mirko who in addition to being an excellent skipper also managed to make us feel comfortable and safe when we encountered a lucky man on the return trip. The islands are very beautiful and being able to enjoy them from the sea makes the experience top!
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Summer 2026 - Catamaran week in the Pontine Islands

09/12/2026

Maverick R.

-

IT

It took me a week to decide what to write and how to describe this wonderful holiday spent on board with a formidable captain like Marco and a splendid Giulia who pampered us for a week. It is also difficult to express the sensations felt in seeing those wonderful places that Marco himself, with great will and I imagine also effort, has led us to see, and experience. A real merit also to his professionalism in managing every situation, in wanting to be the right detached but with a chat that is never denied. I feel I want to recommend this experience to those who will read this review of mine, as I will also recommend to those I know and ask me where to go, to take a holiday by the sea, to try this experience. Really, really good and both good! A heartfelt thank you ☺️

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8 reasons to take a holiday or a weekend sailing trip to the Pontine Islands

  • Little inhabited during the year (but not in summer), they have maintained their typically Mediterranean charm with multicoloured volcanic rocks, jagged coastline and deep, transparent waters.
  • The short distance from each other and the coastline, as well as their small size, make these islands an ideal meta for a mini-cruise or a weekend sailing trip.
  • The seabed is of an unprecedented variety and beauty. A spectacle for diving amidst walls covered in gorgonians and red algae, the wrecks of sunken warships and the strip of submerged land that links Ponza to the island of Zannone.
  • Have fun in the Djset clubs of Ponza and do morning dancing on the Beach of Frontone.
  • Try all the little restaurants in the port where you can enjoy typical Ponza dishes such as spaghetti with crab fello and cianfotta.
  • Visit the characteristic houses dug into the rock of Palmarola, inhabited only during the summer period.
  • Discover beaches, caves and cliffs of spectacular colours that can only be reached from the sea.
  • Be enchanted by the pastel-coloured fishermen's and sailor's villages, which preserve the genuine soul of the archipelago.

The best places to visit during a weekend or a sailing holiday in the Pontine Islands

A long weekend would be enough to savour the taste of these islands, and yet you will immediately want to return for an entire sailing holiday: the largest is Ponza, connected by a submerged isthmus to Zannone, then there are the islands of Ventotene, Palmarola, Santo Stefano and finally the tiny, jagged island of Gavi. In every corner you can admire the thousand colours of the sea, the rocks and the vegetation. Setting sail to discover this Tyrrhenian paradise is a unique experience of history, nature and vitality.

Ponza sailing

With its 8 square kilometres, Ponza is the largest island in the Pontine Islands and is, without doubt, the best starting point for a sailing holiday in the Pontine Islands. From the boat you can reach Chia di Luna, one of the most beautiful spots, with the possibility of visiting Circe's caves. In addition to the beautiful beaches, picturesque coves and small port, there is a small village with romantic alleyways and quaint craft shops just waiting to amaze you with their fresh and unusual simplicity.

For dive enthusiasts, the seabed of this island offers an unparalleled spectacle, such as the religious remains of ships sunk in the war, or the strip of submerged land that links Ponza to the island of Zannone, which has been part of the Circeo National Park since 1979. The restaurants in the characteristic fishing village of Ponza are famous for serving traditional dishes based on freshly caught fish.

At Palmarola you must not miss a visit to Cala Brigantina, so called because in the eighteenth century it offered shelter to pirate boats. Here you can visit the grottos of Punta Mezzogiorno and cool off in its emerald waters.
This island is one of those places that can enchant you with its enchanting landscapes above and below sea level. Grab a mask and snorkel and dive into the coves of Cala del Francese and Punta Tramontana, where you can admire the spectacle of the 'Cathedrals'.

Ventotene and Santo Stefano by sailboat

You won't need much time to discover Ventotene and Santo Stefano. In fact, they are two small islands built around the ancient and wonderful Roman port. Ventotene will amaze you with the beauty of its bays, such as Cala dell'Acqua, Cala di Feola and the Faraglioni di Lucia Rosa, where a swim in the pools carved out of the tuff is a must. Santo Stefano, on the other hand, is completely wild and uninhabited, where you can visit the Bourbonic prison, the old jail built by Ferdinand IV of Bourbon and in use until 1965.

4 Things to know for a sailing or catamaran holiday in the Pontine Islands

  • The best time to sail in the Pontine archipelago is from April to October when the temperatures are warmer, the mistral winds freshen the air and the islands come alive with popular festivals such as the feast of the patron saint San Silverio on 20 June, the Ponziana sailing week in early July or the fish festival in mid-August.
  • The Pontine archipelago is the ideal place for those who want a vacation in close contact with nature. Far from stress, these islands promise an escape from reality and a genuine life made up of fishermen's villages, culinary traditions with Neapolitan influences and "all night long" entertainment.
  • The islands are reachable from the Latium coast and most embarkations take place from the port of Formia, Terracina or Nettuno. The ports are easily reached by motorway and direct rail links from Rome and Naples, where there are international airports.
  • At the Pontine Islands you can rent a whole boat with skipper or board individually. Prices range from €200 per person for 2 days to €600-800 for a week. In short, a holiday to suit everyone's availability and expectations.

Pontine Islands: the best travel ideas

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