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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!

  • 6 discounted
    spots

    Weekend for sea lovers: relaxation aboard an ancient 17m sailing ship

    from 27 May - 2 nights
    Pontine Islands Italy
    Join in on this experience!
    400 389€ Per person
  • 4 reviews

    The most beautiful period Ponza and palmarola

    from 27 May - 2 nights
    Pontine Islands Italy
    Join in on this experience!
    361€ Per person
  • 7 reviews
    almost
    confirmed

    Having fun between the islands of Ponza and Palmarola

    from 27 May - 2 nights
    Pontine Islands Italy
    Join in on this experience!
    350€ Per person
  • 1 review
    2 discounted
    spots

    Weekend at the end of May at Vela alle Pontine

    from 27 May - 2 nights
    Pontine Islands Italy
    Join in on this experience!
    307 258€ Per person
  • 20 reviews

    Wonderful weekend in the Pontine islands

    from 27 May - 2 nights
    Pontine Islands Italy
    Join in on this experience!
    300€ Per person
  • 64 reviews
    confirmed

    Weekend at the Pontine ... relaxing and turquoise sea

    from 27 May - 2 nights
    Pontine Islands Italy
    5 people
    are onboard
    271€ Per person
  • 5 reviews

    Spring weekend in the Pontine Islands

    from 27 May - 2 nights
    Pontine Islands Italy
    2 people interested
    in this holiday
    318€ Per person
  • confirmed
    whole boat only

    Sail with us to discover the Pontine Islands on board a catamaran

    from 28 May - 6 nights
    Pontine Islands Italy
    Reserve this boat!
    (8 spots available)
    949€ Per person
  • confirmed
    whole boat only

    Sail with us to discover the Pontine Islands on board a 14mt sailing boat

    from 28 May - 6 nights
    Pontine Islands Italy
    Reserve this boat!
    (8 spots available)
    568€ Per person
  • confirmed
    whole boat only

    Sail with us to discover the Pontine Islands on board a 16mt sailing boat

    from 28 May - 6 nights
    Pontine Islands Italy
    Reserve this boat!
    (10 spots available)
    654€ Per person
  • 27 reviews

    Four days of the week on the Pontine islands

    from 30 May - 3 nights
    Pontine Islands Italy
    1 person
    is on board
    281€ Per person
  • Bridge 2 June at the Pontine

    from 1 June - 4 nights
    Pontine Islands Italy
    3 people interested
    in this holiday
    573€ Per person
  • 1
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  • 3
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Reviews - Yacht sailing holidays & skippered tours in Pontine Islands

1180 reviews
20 / 10
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 Pisà as skipper????
Tamara R.

Tamara R.

review about AMALFI, CAPRI,PONZA & VENTOTENE,A LUXURY AND SAFE SAILING HOLIDAY, WITH CHEF ON BOARD July 2021

10 / 10
It had been a long time since I felt so good on the boat: everything was great! From the pampering of breakfast to dinners in the typical places of the region carefully selected. The nature of Cilento, the turquoise bays, sailing with the safety of Renato at the helm. Not to mention the first fruits cooked by Lulù: an explosion of pleasure. Spectacular travel companions: difficult to part with all this! Thank you all.
Simona M.

Simona M.

review about Weekend of Saints Peter and Paul in Ponza June 2021

10 / 10
Beautiful holiday! Bruno nice and helpful, only the SUP is missing :)
Nicola F.

Nicola F.

review about By catamaran to the Pontine islands ... with a super price !! June 2021

10 / 10
Well what can I say... Andrea is a really nice person and a prepared skipper! It makes everyone feel at ease, takes care of the problems on board, and involves everyone without exclusion! Full rating, fun holiday to repeat absolutely.. Bravo Captain!
Alessandro D.

Alessandro D.

review about San Pietro and Paolo alle Pontine .... password FUN June 2021

10 / 10
EXCEPTIONAL HOLIDAY Ennio is truly a super skipper! He knows how to take care of the boat and the crew in a maniacal way, very attentive to the needs and desires of all, always ready to listen and help. (PS: he's also a great cook!)
Jimmy G.

Jimmy G.

review about Pontine Islands: 'Heaven can wait' June 2021

10 / 10
Fantastic time with Antonio. He is a very skilled skipper, an excellent host and on the top of it a talented cook. Do not hesitate to book a trip with Antonio!
Sonia R.

Sonia R.

review about Weekend to the Pontine Islands June 2021

10 / 10
Mirko is very prepared, reliable and kind! With him you feel safe!
Barbara M.

Barbara M.

review about Mega bridge of June 2nd: at the Pontine for 5 days of relaxation and fun! May 2021

10 / 10
Fabrizio's highly recommended experience on board, comfort, relaxation, sport, culture in a perfect mix to spend a few days in harmony and well-being. I will definitely reply :-)
Elena S.

Elena S.

review about Late Summer Flotilla on the Pontine Islands September 2020

10 / 10
Fantastic skipper, serious and attentive, but also available to teach how to go sailing, cheerful and ready to party.
Renato M.

Renato M.

review about Weekend in Ponza and Palmarola, 2 nights. Half board included September 2020

10 / 10
I thank Nicola and Carlo for the wonderful holiday on the beautiful schooner. Pleasant punctual navigation. The spaces are large, sunbathing for everyone and the cabins are very comfortable. Nicola is an attentive and caring commander but also an excellent chef... what about paccheri... Yummy!!!! We will definitely come back on board but in the meantime I recommend everyone a cruise with them. Good wind Renato
Patrizia R.

Patrizia R.

review about Relaxing weekend at the Pontine Islands September 2020

10 / 10
Dario is a nice person and very easy going and helpful I was very pleased to meet her!
Laura A.

Laura A.

review about Week in the Pontine and Ischia islands August 2020

10 / 10
Beautiful experience, lovely places and skipper more than professional despite the young age! Federico proved to be experienced and competent in every situation! To be repeated
Marylin K.

Marylin K.

review about Navigation and relaxation in the Pontine and Ischia islands - boarding ANZIO (RM) August 2020

10 / 10
Carlo is a skipper of great skill and professionalism! He took us to great places and managed to solve all the problems that the weather conditions and the boat itself presented. I recommend it!
Francesco M.

Francesco M.

review about Pontine Islands in 20 meters catamaran with private bathroom August 2020

10 / 10
A trained, professional Skipper capable of handling any situation. Enrico is also great at partying and satisfying the crew for any need. There were problems in the management of the holiday not to be attributed to the Skipper, but to the owners. For Enrico chapeaux!!!
Bianca S.

Bianca S.

review about An unforgettable week to discover the Pontine islands - Embarkation in Procida August 2020

10 / 10
A beautiful holiday, first sailing experience: very positive! Magical seats and pleasant crew. Recommended for lovers of the sea and adventure.
Sara G.

Sara G.

review about August Pontine Islands August 2020

10 / 10
First sailing holiday experience... Really fantastic!! The skipper Stefano was both a guide and a travel companion, competent, always available and very nice.
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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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