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

Feast of Santa Candida in Ventotene

Italy: Pontine Islands

3 days - 3 nights

One departure available

September

€420

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

€550

Per person

cover image
avatar image

5.0

Super!

Weekend of the Pontine Islands to discover Ponza and Palmarola

Italy: Pontine Islands

3 days - 2 nights

2 departures available

September

€490

€441

Per person

cover image
avatar image

5.0

Super!

Midweek relaxing in the Pontine Islands

Italy: Pontine Islands

4 days - 3 nights

6 departures available

September - October

Starting from

€370

Per person

cover image
avatar image

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

cover image
avatar image

5.0

Super!

Weekend at the Pontine Islands

Italy: Pontine Islands

3 days - 2 nights

7 departures available

September - October

Starting from

€370

Per person

cover image
avatar image

5.0

Weekend in the Pontine Islands

Italy: Pontine Islands

3 days - 2 nights

One departure available

September

€295

Per person

cover image
avatar image

3.8

Magical Pontine: full sail to discover the archipelago

Italy: Pontine Islands

3 days - 3 nights

2 departures available

August - September

Starting from

€499

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

One departure available

August - September

€1,100

Per person

cover image
avatar image

4.7

Weekend on a sailing boat in the Pontine Islands

Italy: Pontine Islands

3 days - 2 nights

One departure available

August

€450

Per person

cover image
avatar image

4.8

Weekend of emotions in the Blu Pontino

Italy: Pontine Islands

3 days - 2 nights

One departure available

November

€225

Per person

cover image
avatar image

4.3

Week on a 22m maxi-yacht between Pontine and Flegree

Italy: Pontine Islands

7 days - 6 nights

One departure available

August - September

€1,390

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

2303 reviews

Summer 2026 - Catamaran week in the Pontine Islands

08/25/2026

Paola M.

-

IT

Really very nice experience and a cruise that we will remember with pleasure! The stages were splendid and well organized, allowing us to discover wonderful places and experience the sea in a special way. A special thanks to the skipper Giuliano, always available, professional and attentive, and to Daniela, an exceptional hostess who welcomed and pampered us throughout the cruise. She is also a very good cook: every meal was a very pleasant surprise! Despite a bit of unpleasant smell coming from the bathroom of our cabin, the overall experience was absolutely positive and the welcome, professionalism and friendliness of the crew really made the difference. Thanks to Marco who organized the crew!
avatar image

Between the Pontine Islands and the Phlegraean Islands by Sailing Boat

08/25/2026

Antonia C.

-

IT

It was a great experience and our skipper Luca was amazing! A very prepared person, full of initiatives and above all a participant in the group.

Weekend on a sailing boat in the Pontine Islands

08/25/2026

Ivano I.

-

IT

Unfortunately disappointing experience. The boat was very dated, dirty and poorly maintained: the refrigerator gave off a strong smell of spoiled fish, a cushion was stained and, more generally, the boat was very messy. Even the organization left something to be desired: the skipper, kind and helpful, does the bare minimum, nothing more, to reach the port of Ponza we were made to use a taxi boat for a fee instead of the tender and, at the end of the cruise, we were asked to personally take care of the garbage. We were also reprimanded for the presence of some small stones in the cabin, probably brought involuntarily from the beach. Overall, an experience that didn't live up to expectations

Between the Pontine Islands and the Phlegraean Islands by Sailing Boat

08/24/2026

Raffaella C.

-

IT

With various sailing experiences, I must say that the skipper Luca, despite being young, which scared me a bit at first, knows how to handle the boat in an excellent way, like a real sea dog. A very polite and nice person with all the crew. Very well maintained boat. So everything went above expectations.

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