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Yacht sailing holidays & skippered tours in Pontine Islands

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.

  • Sailing Holidays
  • Italy
  • Pontine Islands

FLEXIBLE CANCELLATION.

Stress-free booking: you can cancel up to 24 hours before departure!

  • 71 reviews
    almost
    confirmed

    Weekend at the Pontine ... relaxing and turquoise sea

    from 31 March - 2 nights
    Pontine Islands Italy
    3 people interested
    in this holiday
    244 222€ Per person
  • Easter: 5 days sailing in Ponza and Palmarola

    from 6 April - 4 nights
    Pontine Islands Italy
    2 people interested
    in this holiday
    371€ Per person
  • 50 reviews
    5 discounted
    spots

    To get off to a great start, Easter weekend at the Pontine!!

    from 6 April - 3 nights
    Pontine Islands Italy
    Join in on this experience!
    520 424€ Per person
  • confirmed

    Pontine Islands - Easter Bridge on a sailing boat

    from 7 April - 3 nights
    Pontine Islands Italy
    7 people
    are onboard
    435€ Per person
  • 47 reviews
    confirmed

    Easter - Whale watching cruise with WWF researcher in the Pontine Islands

    from 7 April - 3 nights
    Pontine Islands Italy
    5 people
    are onboard
    419€ Per person
  • 2 reviews
    4 discounted
    spots

    Relax on a sailing boat in the Pontine islands.

    from 7 April - 3 nights
    Pontine Islands Italy
    1 person interested
    in this holiday
    424 371€ Per person
  • 10 reviews
    2 discounted
    spots

    Easter in the Pontine Islands on Comodo 14 metres

    from 7 April - 3 nights
    Pontine Islands Italy
    1 person
    is on board
    341 309€ Per person
  • 7 reviews
    almost
    confirmed

    Easter between sea and sunsets!

    from 7 April - 3 nights
    Pontine Islands Italy
    2 people interested
    in this holiday
    369 339€ Per person
  • 1 review
    almost
    confirmed

    Easter and Easter Monday in Ventotene, Ischia and Procida on 14m sailboat

    from 8 April - 3 nights
    Pontine Islands Italy
    Join in on this experience!
    437 421€ Per person
  • 1 review
    almost
    confirmed

    Easter and Easter Monday in Ventotene, Ischia and Procida aboard a 22m maxi sailing yacht

    from 8 April - 3 nights
    Pontine Islands Italy
    Join in on this experience!
    626 613€ Per person
  • 71 reviews
    almost
    confirmed

    Weekend at the Pontine ... relaxing and turquoise sea

    from 14 April - 2 nights
    Pontine Islands Italy
    Join in on this experience!
    244 222€ Per person
  • Long weekend of April 25th on a sailing boat - Pontine Islands

    from 21 April - 4 nights
    Pontine Islands Italy
    1 person interested
    in this holiday
    424€ Per person
  • 1
  • 2
  • 3
  • 4
  • 5

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Reviews - Yacht sailing holidays & skippered tours in Pontine Islands

1396 reviews
20 / 10
Piero P.

Piero P.

review about Tuscan Archipelago, Pontine and Flegrean islands: 2 weeks sailing to discover the Tyrrhenian islands August 2022

10 / 10
Under the expert guidance of the "Captain", we have navigators island by island, pausing to visit beautiful seaside villages, wandering from bay to bay, lingering in bays and pristine coves, to admire unforgettable sunsets. We also appreciated francesco's remarkable culinary skills, savoring delicious fish dishes, caught along the way.
Silvia S.

Silvia S.

review about LAST MINUTE - Let's discover the Pontine Islands together !!! August 2022

10 / 10
Professional, passionate and competent. Also great fisherman and cook ???????? Bravo Olaf
Giorgio  M.

Giorgio M.

review about Cruise between Pontine and Flegree on a luxurious maxi sailing yacht of 22 meters August 2022

10 / 10
Great trip reliable and confident skipper. Friendly and welcoming hostess. Boat with large outdoor spaces for pleasant moments of conviviality. The kitchen is also excellent.
Roberta D.

Roberta D.

review about Flotilla between the Gulf of Naples and the Pontine Islands - week 1 August 2022

10 / 10
Unforgettable experience, Alessio puts his heart into what he does and does his best to make sure that everyone returns home with good memories ... super recommended!
Giorgio N.

Giorgio N.

review about Let's live this fantastic experience together! August 2022

10 / 10
Fabio is a very experienced and friendly skipper who cares about the safety and well-being of his crew. He knows the Pontine Islands very well and has been a constant point of reference for all of us. Definitely recommend!
Daniela C.

Daniela C.

review about LAST MINUTE - Between the Flegrean islands and the Pontine islands on a sailing boat from Naples July 2022

10 / 10
Wonderful experience! Attentive, experienced and fun skipper, able to always create a beautiful atmosphere on board. Advice!!
Luca B.

Luca B.

review about Sporty and relaxing cruise between the Pontine islands July 2022

10 / 10
Nicola person very attentive to the needs of customers, kind and helpful, gave me the opportunity to make a holiday in perfect relaxation in maximum safety. Maximum seriousness
Nicola D.

Nicola D.

review about Living Ponza outside the weekend July 2022

10 / 10
A three-day holiday of perfect relaxation lulled by the sea among the beauties of the island of Ponza. Angelo is an experienced skipper and an excellent cook who makes you feel comfortable aboard a wide boat, well maintained and equipped with all the comforts. Too bad the days ended early and the lack of wind did not allow us to appreciate more the movements with the sails unfurled. Will be for next time!
Davide R.

Davide R.

review about Weekend to discover the Pontine Islands July 2022

10 / 10
The experience between a mix of relaxation and teaching on Matteo's sailboat was very relaxing and naturalistically perfect. Matteo is very competent and very experienced, he has been able to manage the guests on board very well, satisfying as much as possible the requests of all the participants!
Rita F.

Rita F.

review about Pontine, Procida and Ischia on maxi 18m sailing yacht with Skipper and Hostess June 2022

10 / 10
I spent a week at the Pontine islands together with two friends, beautiful experience, clean boat, Fabio the skipper is very helpful, friendly, Ilaria the hostes cooked divinely with nice and tasty aperitifs that helped us get acquainted and make the holiday even more enjoyable. The program is beautiful you go down to the ground almost every day so you can see so many beautiful things. Thank you for everything and I hope to repeat next year a new holiday with you
Giuseppe M.

Giuseppe M.

review about The Pontine islands as you have never seen them before, on a 15-meter sailboat June 2022

10 / 10
Wonderful experience!! The boat gorgeous, perfect company and skipper very high level !!!!
Federica P.

Federica P.

review about Amazing Pontine! June 2022

10 / 10
Amazing holiday, Enrico and Alessandra were great people and made us feel at home!!! Thanks to Enrico we discovered amazing coves!! To be repeated absolutely absolute!! Thanks Enrico!!!!
Luigi I.

Luigi I.

review about Weekend Lungo Ponte 2 June in Ponza and Palmarola on comfortable 4 cabins June 2022

10 / 10
We stayed at the Pontine Islands and it was a wonderful holiday. We did some sailing lessons, we fished and we saw some breathtaking coves. I was pleased to meet some nice people. The skipper gave us a lot of freedom of choice and we had a lot of fun. Experience to be redone
Sabrina A.

Sabrina A.

review about Navigation to the Pontine Islands June 2022

10 / 10
Di Fabio I really appreciated the availability, kindness and flexibility in welcoming the requests of guests. Diego, our skipper, is a very experienced captain, as well as a patient and kind person, with a great spirit of initiative and ability to predict the needs of guests. Can't wait to get back on board!!
Andrea R.

Andrea R.

review about Bridge of 2 June to the Pontine Islands June 2022

10 / 10
Giovanni is a fantastic skipper, kind, professional, nice and discreet, attentive to detail. I had a great time.
Micol M.

Micol M.

review about WWF expedition for the protection of cetaceans - in search of the Sperm Whale October 2021

10 / 10
The boat is something magical that transports you to another space-time dimension. In 18 meters, there is room only for important things. The frenzy and frivolity of everyday life slowly slide into the depths of the sea. I couldn't ask for more revealing experience and better assorted crew. A special thanks to Mahayana -The Blue Dream Project and its captain Francesco, incurable allies against plastic in the sea. A heartfelt thanks to the WWF guides for transporting us and transmitting the importance of safeguarding our great blue sea.
Luigi F.

Luigi F.

review about Navigation among the pearls of the Tyrrhenian Sea August 2021

10 / 10
Fabrizio is a skipper / owner who really knows how to navigate, be in company and transmit to the lucky travel companions safety and well-being, also thanks to the delicacies he cooks with his hands. A particular note also to his ability to make galley with extreme skill and without waste. Recommended to all those who want a person of thickness at the command!!
Laura A.

Laura A.

review about Around Ventotene Ponza and Palmarola departing from Torre Annunziata August 2021

8 / 10
In addition to being a good professional, Paolo is a beautiful person, able to entertain you and make you smile with his stories. He made us live an experience that we will not forget!
Giulia S.

Giulia S.

review about From Fiumicino on 31.07 one way routes to Ponza-Ventotene-Ischia and Procida to Naples July 2021

8 / 10
A surprise in every sense! XXX, at the helm of his XXX, is a kind, honest and undoubtedly prepared and skilled person in the job he does: that of the skipper. About this figure, for those of us who did not have any sea experience, it would have been appreciated to receive more preliminary information from Sailsquare so that the choice of the holiday was better calibrated with respect to our expectations. Despite this, XXX has introduced us more than worthily to the world of sailing and today we can no longer do without it! We recommend this experience to those who, young (not necessarily anagraphically!) and in the mood for adventure and spirit of adaptation, want to experience that freedom that only the sea can give. As for XXX, forget about the silent sea wolf of the common imagination, a talkative and helpful sailor awaits you PS: always remember to "pamper" the one who in the bad weather brings you safely to bathe in dream places!
Elena B.

Elena B.

review about A week of sea, nature and fun in the Pontine islands August 2021

10 / 10
Rely on Fabrizio and you will not regret it, his availability and professionalism made me feel in safe hands .. very attentive to everyone's needs, following the wind routes we sailed safely and visited fantastic places. All combined with a fantastic company, it made my first experience with sailsquare unforgettable! To be repeated definitely.
NICOLÒ G.

NICOLÒ G.

review about WEEK BETWEEN THE PONTINE AND FLEGREE ISLANDS July 2021

10 / 10
Unforgettable holiday, Gianni person of great heart, at the end of the week was now a member of our big sailing family!! Always ready to meet our needs, he had an enviable control of the sea, given by the great experience, and on several occasions he was able to turn difficult situations. We would leave tomorrow without batting an eyelid. Thanks Gianni!!
Loredana P.

Loredana P.

review about Ponza, Ventotene, Palmarola: nature, history and culture on a catamaran August 2021

10 / 10
Beautiful holiday with our skippers Massimo and Giovanni ?????????????? in the name of ???? sun of the sea '???? of relaxation in navigation ?? ,of the aperitifs ???????? of good wine???? ???? of ???????? beer of the Venetian, Tuscan, Emilian, Genoese accent, of the dives in the blue ??????? and in the intense blue of the sea,??????? great food???????????????? with our men refined chefs and how to forget the evening challenges to briscola called in 8 with the Treviso cards ????,which in reality none of us crew has yet understood well to the end ... ????
Francesca G.

Francesca G.

review about Pontine as you've never seen Ponza palmarola Ventotene August 2021

10 / 10
Roberto is a kind and helpful skipper did everything to make us spend a pleasant holiday. But the boat of the owner (Andrea) is old and poorly maintained. Beyond that it is dirty and neglected it should be overhauled, the windlass still overheats it freezes and doors and portholes open and close with difficulty. In addition, unfortunately, on the second day we lost the tender (old and with glued handles) and Andrea was not at all available to find us a solution so we paid for sea taxis to be able to move. Andrea's attitude beyond the episode of the tender is not a polite and helpful person. Strongly discouraged. ------ RESPONSE Owner ----- Dear guys I am very sorry that the misfortune of losing the dinghy did not make you enjoy the holiday in full. The dinghy in question was not even a year old and despite having suffered damage due to negligence I did not request compensation, I immediately did my best to find one in Ponza to replace the lost one. I asked all the contacts and friends, even a well-known charterer in Ponza, but the week of August it is practically impossible to be satisfied. As for the cleaning we have a team of three people who clean and disinfect the boat and upon your arrival I welcomed you myself with the safety briefing, showing you the boat. It seems strange not to have immediately raised your disdain on cleaning also because I myself check the level of cleanliness of the same before embarking. On the other hand, the boat has returned very dirty: you have left on board 5 huge bags of garbage. Living in a few square meters for a week requires order and cleanliness on the part of all participants.
Paola B.

Paola B.

review about Between Wonder and Freedom I pull the plug! I'm going to discover the PONTINE ISLANDS without any worries! July 2021

10 / 10
It was my first experience on a sailing boat and I am happy and excited to have chosen the "captain Luca", he was very welcoming, he made me feel immediately at home, he made us participate in the management of the boat even if we were a crew that suffered a bit from seasickness (also in this he was very attentive and caring)... We discovered places that only from the sea can be seen, and he accompanied us to all the places visited.... Thank you very much... I'm grateful to have had Luca as skipper!
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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.

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