The route runs through the oldest streets of the city centre, passing along long stretches of typical sandstone paved roads, thereby making large-wheeled bikes such as city bikes and mountain bikes, more suitable. Leaving Piazza del Campo, the prestigious civic heart of the city, take the road in an easterly direction and quickly find Le Logge del Papa, a lodge erected in 1462, which is located next to the Chiesa di San Martino with a typical Baroque façade

Crossing the Torre district you reach the Basilica of Santa Maria dei Servi on the hill overlooking the Valdimontone district from which you can admire a stunning panoramic view of Siena.

Continue on to Porta Romana, one of the northern gates of the medieval walls of Siena, erected in 1327 and located on the route of the ancient Via Cassia. Then you reach the Nicchio district and after crossing Santo Spirito square with its homonymous church founded in the 14th century, you can enter the Leocorno district, and then arrive in the Giraffa district, where the famous Collegiate of Santa Maria in Provenzano is located, a sanctuary in which the painting of the Madonna in Provenzano is kept, venerated under the title of ‘Advocata Nostra’ and in whose honour the Palio is held every year on the 2nd of July.

Then, continue until you reach San Francesco square, where the homonymous basilica stands out. It is one of the most important churches in the city, built in the 13th Century and later extended and given its current immense Gothic stature in the 14th and 15th centuries. This church preserves a chalice of the Sacred Hosts, a eucharistic miracle which is still occurring. Walking along the streets of the Bruco and Lupa districts, you arrive at the Istrice district and its ancient gate, the Porta Camollia, the northern entrance to the city.

After nearly a kilometre, you can go to the Fortress of Medici Age, a fort built in 1561, from which you can see a beautiful view of the city and surrounding countryside. Going out towards the Drago district, you pass by the Basilica of San Domenico, also known as Basilica Cateriniana, built in the 13th century and in which the relic of the sacred head of Saint Catherine is preserved inside a splendid Renaissance chapel built for the occasion and painted by famous artists including Sodoma.

Then go down near the Oca district, to pass through the Selva district next to the Baptistery of San Giovanni, a monument completed in 1382 that precedes the Duomo, the Siena Cathedral, an Italian romanesque-gothic architecture which began construction in the 13th Century, a real treasure trove of artwork, among them the popular marble mosaic floor. Then crossing the Aquila, Pantera, Chiocciola and Tartuca districts, you reach Via del Casato to return to the starting point in Piazza del Campo.