San Leo is a small Italian town, interestingly perched on a colossal, sheer-sided rock. It is located in the province of Rimini, near San Marino and the Adriatic Sea in the stunning region of Emilia-Romagna. Its dramatic and impregnable position has made it a strategic stronghold for centuries.
This unique location, combined with its rich history, makes San Leo a captivating destination. The town has been a key political and religious center since antiquity, serving as the capital of the historical region of Montefeltro and a crucial point of defense against invading forces.
To the town leads a narrow road that winds its way up the side of the massive rock. We pass through a miniature town center to park the car on the only possible parking lot at the Via Michele Rosa street (1; GPS: 43.897544, 12.343944), which is located just outside the main gate.
The walk from the parking lot is a pleasant stroll into the heart of the old town, providing beautiful views of the surrounding landscape. The approach is relatively short, and the car park is conveniently situated, making access to the historical center easy and stress-free.
In the center you can find the parish church of Santa Maria Assunta (A; GPS: 43.896690, 12.343000), which is the oldest building in the town. The creation date is estimated to be the 8th or 9th century, making it a rare example of pre-Romanesque architecture in the region.
We then go to the Cathedral of San Leo (B; GPS: 43.897104, 12.342550), built on solid rock at a time similar to the creation of the church of Santa Maria Assunta. As a building material was used sandstone and some elements from the Roman era. The cathedral's austere and powerful Romanesque architecture is truly impressive, a testament to the master builders who shaped it from the rugged terrain.
Literally a few meters from the cathedral is located a watchtower (C; GPS: 43.897502, 12.342485) from the twelfth century, which was then rebuilt to the bell tower. The parish church together with the cathedral and Romanesque tower form the spiritual heart of the town, creating a magnificent historical ensemble.
Among other buildings, located on the Dante Alighieri Square (D; GPS: 43.896485, 12.343311) you can find the Palazzo della Rovere (now the seat of the municipal authorities), Palazzo Nardini and the Palazzo Medici. The square is the vibrant center of San Leo, hosting markets, events, and a bustling local life.
You can also admire the fountain of San Francisco, built in 1893, which adds a beautiful touch to the piazza. The square is a perfect place to take a break, enjoy a coffee, and soak in the atmosphere of this historical gem.
Outside the town was built a formidable defensive fortress (E; GPS: 43.896934, 12.345929), which was to protect the citizens from attacks of enemies. The Rocca di San Leo is one of the most famous fortresses in Italy, known for its strategic location and impressive architecture.
The fortress has a long and turbulent history. It served as a prison in the 18th century, and its most famous inmate was the adventurer and alchemist Count Cagliostro, who died here in 1795. You can visit his cell and learn about the legend of this mysterious figure. From the fortress walls, you can admire spectacular 360-degree views of the Montefeltro hills and the Republic of San Marino, making the short walk well worth it.
The cuisine of San Leo and the Montefeltro region is a celebration of rustic, genuine flavors. Local restaurants and trattorias serve up traditional dishes made with ingredients sourced from the surrounding hills. One of the must-try local products is `formaggio di fossa`, a distinctive cheese aged in special pits.
Given its proximity to the Apennine Mountains, the area is also known for its exquisite truffles. You can find them grated over homemade pasta like `tagliatelle` or served with eggs and meat. Also, be sure to sample the region's cured meats, such as delicious prosciutto and salami, which pair perfectly with local cheeses and a glass of wine.
The local eateries in San Leo offer a cozy and authentic dining experience. From hearty meat dishes to simple pasta with fresh sauces, the food reflects the rich heritage of the land. It's the perfect way to cap off a day of exploring the town's historical landmarks.