header cover
logo

Log in

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.

cover image
avatar image

4.7

Between the Pontine Islands and the Phlegraean Islands by Sailing Boat

Italy: Pontine Islands

7 days - 7 nights

3 departures available

July - September

Starting from

€795

Per person

cover image
avatar image

5.0

Summer 2026 - Catamaran week in the Pontine Islands

Italy: Pontine Islands

7 days - 7 nights

One departure available

August - September

€1,020

Per person

cover image
avatar image

5.0

Super!

Long Weekend Santa Candida - Ventotene

Italy: Pontine Islands

5 days - 4 nights

One departure available

September

€600

Per person

cover image
avatar image

4.8

Super!

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

Italy: Pontine Islands

7 days - 7 nights

3 departures available

July - August

Starting from

€900

Per person

cover image
avatar image

4.7

Amazing Pontine Islands in 4 days

Italy: Pontine Islands

4 days - 3 nights

2 departures available

July - August

Starting from

€437

Per person

cover image
avatar image

4.8

Super!

Feast of Santa Candida alle Pontine!

Italy: Pontine Islands

4 days - 3 nights

One departure available

September

€390

€351

Per person

cover image
avatar image

4.8

Super!

From the Aeolian Islands to the Pontine Islands - Adventure, Navigation, and Relaxation - One Way

Italy: Pontine Islands

6 days - 6 nights

One departure available

September

€590

€531

Per person

cover image
avatar image

5.0

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

Italy: Pontine Islands

7 days - 7 nights

One departure available

August

€500

Per person

cover image
avatar image

4.9

Trip with photographer to the Pontine - Life changing experiences

Italy: Pontine Islands

4 days - 3 nights

3 departures available

July - October

Starting from

€420

€399

Per person

cover image
avatar image

4.9

Life Changing Experiences - Week in the Pontine Islands with photographer on board

Italy: Pontine Islands

6 days - 6 nights

2 departures available

August - September

€1,100

Per person

cover image
avatar image

4.7

Pontine Islands in 4 days: sailing, caves and crystal clear waters

Italy: Pontine Islands

4 days - 3 nights

One departure available

August

€437

Per person

cover image
avatar image

4.7

Amazing Pontine Islands on a sailing boat

Italy: Pontine Islands

3 days - 2 nights

2 departures available

August - September

Starting from

€312

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 - Yacht sailing holidays & skippered tours in Pontine Islands

2240 reviews

Weekend in the Pontine Islands

07/15/2026

Sara F.

-

IT

Dream experience! Thank you Dario, skipper attentive to his guests and their needs, very prepared and a great connoisseur of the Ponza/Palmarola area. I definitely recommend a weekend to enjoy this adventure

Weekend at the Pontine Islands between Ponza and Palmarola

07/14/2026

Luca T.

-

IT

Beautiful weekend! Marco, a true professional, and his travel companions, an explosion of sympathy, who made the experience at the Pontine Islands unforgettable. Thank you all sincerely.

Weekend in the Pontine Islands between Ponza and Palmarola

07/14/2026

Federica M.

-

IT

Our skipper of the sailboat [hidden] was very good, young, smart, born on boats, the sea is his dimension, he always took care that the boat was safe and anchored in places where the undertow was not too strong, so as not to make us feel bad. Always kind and smiling, he also organized the Saturday evening on land, booking us an excellent restaurant in Ponza and showing us a nice place to spend the evening. He booked us the taxi boat to go and return from the port. The boat has an elongated awning to offer a greater onbra, and a nice sun mattress under the mainsail. The gas only had a small working flame and it took a while to boil the pasta, but we were on vacation and there was no hurry, I'm sure it will be fixed soon. We had a Sup for swimming and masks for snorkeling. Mattia was always very kind, courteous and helpful, he transmits security and reliability. And it has a great playlist too! We had a really good time. Highly recommended!!
avatar image

Mini whale watching cruise with WWF guide between Ponza and Palmarola

07/14/2026

Leonardo C.

It was an experience we will remember for a long time! Special thanks go to skipper Luca and guide Andrea, who made this day truly extraordinary. Andrea is an extremely prepared, competent person capable of transmitting his passion for the sea and marine fauna in an engaging way. You can feel how much he loves his job and how much he cares about sharing his knowledge with those who participate in the excursion. Luca, with great professionalism and availability, has led the boat impeccably, involving and opening the doors to anyone interested in the world of sailing. Together they have done much more than was planned: they have committed themselves far beyond what was required of them, modifying the route when possible, making us discover wonderful places not planned and dedicating time and energy to give us a truly unique experience. We did not feel like simply participants in an excursion, but guests accompanied by two people who put heart, passion and dedication into what they do. It is rare to meet professionals who are so attentive and eager to offer the best. I recommend this experience to anyone who loves the sea and nature: if you are lucky enough to have Luca and Andrea with you, you will experience a day that will go far beyond expectations. Thank you very much!

Customer Support

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!

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!

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

Other travel ideas

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

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