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Osimo welcomes you even before reaching the historic center: you can leave your car at the convenient covered maxi parking located in Via Cristoforo Colombo, at the cost of only 2.00 Euros per day, equipped with a convenient free lift named "tiramisù" that invites you to climb to the ancient part of the city in no time.

Now, let yourself be fascinated by the charming historic village that contains small and rich treasures not to be missed.

For a first encounter with the Osimo population, head to the Atrium of the Town Hall where you can meet magistrates, honorary citizens, matrons, and other illustrious characters with a strange appearance: they are all... headless! Yes, indeed, these are Roman statues whose heads were cut off in 1487 when Boccolino da Guzzone, a captain of fortune from Osimo, wanted to become the lord of Osimo but alas, he failed. It was then that the Milanese condottiero Giangiacomo Trivulzio, siding with the papal troops, decided to cut them all as a sign of scorn towards the city and its citizens. Now you know the reason why Osimo residents are called "the headless ones"!

Let yourself be surprised by the Cathedral of San Leopardo, located on the highest point of Osimo, at 265 meters above sea level; a majestic Romanesque-Gothic monument that presents itself to the public on the south side with two truly fascinating green portals: the "Porta del Paradiso" and the "Porta dell'Inferno." Just by looking at them, you'll discover the reason for these curious names.

The Cathedral conceals an underlying crypt that houses 5 magnificent sarcophagi dedicated to the most illustrious martyrs and bishops of Osimo, created in 1191 by Master Filippo... your task is to find the execution date and the author engraved on two bricks of the vault!

Attached to the Cathedral is the Baptistery of San Giovanni, with the bronze baptismal font created by the famous Jacometti brothers from Recanati. Turning your nose upwards, admire the rich wooden ceiling of the Antonino Sarti school, both commissioned by Bishop Galamini in the 17th century to showcase his prestige. All the depictions inside the Baptistery have the same common element: water, with its salvific and purifying power!

Now, treat yourself to a pleasant walk towards the Gardens of Piazza Nuova and the belvedere, from which a 270° panorama opens up, allowing you to gaze as far as the Sibillini Mountains and the Apennines.

Then, stroll along Osimo's main thoroughfare, Corso Mazzini, until you reach the Basilica-Sanctuary of San Giuseppe da Copertino, a 13th-century Franciscan church originally dedicated to San Francesco but renovated in the 18th century and dedicated to the saint of flights and protector of students, as well as the patron saint of Osimo: San Giuseppe.

Indeed, despite being from a poor family and having fragile health, San Giuseppe managed to achieve good results in his studies through prayer and devotion to the Madonna, miraculously reaching priesthood. Hence, the title of the protector of students.

Visit the basilica to hear the friars' account of the saint's life, and if you wish, leave an object of study in their custody to receive a prayer for the success of your studies.

Poor San Giuseppe was transferred from place to place due to continuous levitations: from Pietrarubbia to Fossombrone, and finally to Osimo, where he lived the last 6 years of his life and where he died in 1663.

The church preserves a crypt below with the saint's remains, and every year hundreds of pilgrims visit.

Continuing along Corso Mazzini, to the right, you'll find the 19th-century Teatro La Nuova Fenice, reconstructed based on the design of architect Gaetano Canedi on an old theater from the late 18th century. It is considered one of the most beautiful historic theaters in the Marche region.

At this point, it might be worth taking a step back in history and visiting Roman Osimo. In the north, the longest and best-preserved section of Roman walls in all of the Marche is preserved: 200 meters made with blocks of sandstone in opus quadratum, dating back to 174 B.C., as mentioned by the famous Latin author Livy in one of his writings.

Just below the walls, you can then visit the Fonte Magna, a Roman nymphaeum dating back to the 1st century B.C., the main spring source in the Roman era.

Some claim its name derives from Pompey the Great, who during the civil wars against Caesar stopped here to water his horses. In reality, the Fountain was indeed also Magna, that is, large: hence perhaps its name, although today only a part of the ancient circular structure remains.

But Osimo is rich both above and below: after ascending from Fonte Magna, head west towards the Osimo Tourist Information Office, where you can experience a visit to part of underground Osimo. This is the Grotta del Cantinone, an underground path of about 300 meters, which hides symbols of a religious nature due to the frequentation of the place in the Middle Ages by the Franciscan friars who owned the church above, the aforementioned Basilica-Sanctuary of San Giuseppe da Copertino. The caves were an ideal environment for worship and meditation, accessed probably only by candlelight.

Guided by the local guides, many curiosities about the origins and uses of these underground environments over the centuries will be revealed. Thanks to a short test in the dark at the end of the path, you can experience the suggestive atmosphere that was concealed inside in past eras.

At this point, once back on the surface, after so much walking and discovering, it's time to take a break for lunch: the Marche tradition is rich in typical and original dishes all to be tasted. Do not miss the best local specialties, such as the tasty cheese pizza, the "frescarelli," rabbit in "potacchio," and for dessert, grape must donuts. And accompany it all with a good local wine: Osimo can boast of being a territory of excellence for the production of Rosso Conero DOC and Conero Riserva DOCG, a wine with a ruby red color, intense aroma, and fruity taste.

The journey to Osimo is now coming to an end: if you have appreciated the cultural, artistic, and culinary beauties of Osimo, do not miss the opportunity to share them with those, like you, who love to travel. Share your experience on social media (Facebook Page: Osimo Turismo) with friends and acquaintances, and of course, come back soon to visit!


The designation "The city of the headless" attributed to Osimo has a fascinating origin. Inside the Atrium of the Town Hall, 12 statues from the Roman era are exhibited, all lacking heads. These statues might have simply remained incomplete, but among the various hypotheses circulating about their decapitation, one of the most captivating tells that the Milanese general Giangiacomo Trivulzio, in the service of the Pope in 1487, would have cut off the heads after expelling the tyrant Boccolino da Guzzone from the city. Boccolino had audaciously sought independence from the Papal State, and as an act of disdain, Trivulzio would have decapitated all the statues. It is not excluded, however, that the heads may have fallen during other wartime events, such as the Greco-Gothic War.


The suggested itinerary includes the following stops:

  • Atrium of the Town Hall;
  • Cathedral of San Leopardo;
  • Baptistery of San Giovanni;
  • Basilica-Sanctuary of San Giuseppe da Copertino;
  • Teatro La Nuova Fenice;
  • Roman Walls;
  • Fonte Magna;
  • Grotta del Cantinone;
  • Tasting of typical products.


Outside the historic center of Osimo, there are places worth visiting, subject to reservation and ensuring opening hours:

  • Villa rustica di Montetorto: In the fertile countryside of Casenuove, a locality in Osimo, an important agricultural production facility for oil and wine was discovered, dating from the late 1st century BC to the 4th/5th century AD. In an area of about a hundred square meters, one can perfectly recognize the spaces of large wine and oil presses, as well as the cells used for storing wine and oil. In the 4th century, an adjacent artisanal processing center for ceramics and metal was also established. Numerous amphorae and tools found are evidence of this. It is a site of considerable archaeological interest, rare of its kind in Italy.
  • Church of San Filippo de' Plano: In the locality of Casenuove in Osimo stands an ancient Templar preceptory built in the 13th century. Historical documents mention it from 1187 when the Templars received the church of San Filippo Apostolo and the surrounding lands from the Osimo Diocese on emphyteusis until the Musone River and the current Passatempo hamlet. A vast, fertile, and profitable area of ​​350-400 hectares in a strategic location between a river once navigable to the Adriatic and the commercial routes of the Salaria and Flaminia. Today, San Filippo de' Plano is considered the most historically documented Templar commandery in the Marche region. When the order was suppressed in 1312, the Church passed into the hands of the Hospitallers of Saint John, who renamed it the Church of Saints Filippo and Giacomo. Crossing its threshold, many particularly sensitive people describe an immediate feeling of well-being. In a special point inside the building, where the natural radiations of the ground seem to concentrate, many claim to have found relief for rheumatic pains and headaches simply by sitting there for about twenty minutes.


IAT Office Osimo: Via Fonte Magna 12. (From mid-September to July 1st: open from Tuesday to Saturday: 8:30 AM - 1:00 PM and 4:00 PM - 7:00 PM; Sunday and holidays: 10:00 AM - 1:00 PM and 4:00 PM - 7:00 PM; closed on Mondays). (From July 1st to mid-September: open every day: 8:30 AM - 2:00 PM and 3:00 PM - 7:00 PM; Sunday and holidays: 10:00 AM - 2:00 PM and 3:00 PM - 7:00 PM).

Cathedral of San Leopardo and Baptistery of San Giovanni: Open every day with continuous hours from 8:30 AM to 7:00 PM;

Basilica-Sanctuary San Giuseppe da Copertino: Information and hours of the Sanctuary: https://sangiuseppedacopertino.net/

Grotte del Cantinone: Guided tours from Tuesday to Sunday at the following times: 10:15 AM - 11:45 AM - 4:15 PM - 5:45 PM. In the summer period: 10:00 AM - 11:15 AM - 12:30 PM - 3:15 PM - 4:30 PM - 6:00 PM.

Where to park

We recommend parking at the "MaxiParcheggio" city parking, a two-level covered and one open-air parking facility, at Via Cristoforo Colombo 112 (daily rate of €2.00) as it provides easy access to the historic center using the free lift system that departs directly from the parking lot.

For campers, the parking area is situated on Via Giacomo Brodoloni behind the MaxiParcheggio. Comprising seven pitches, the area is equipped with water loading and sewage disposal services.

For further information, do not hesitate to contact us; our staff will be available to assist you.

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