As you wander through the cobbled streets of San Gimignano, there’s one spot you can’t miss: the Torre Grossa. Rising 54 meters, it’s the tallest tower in the city and has stood as a symbol of power and wealth since the 14th century. The climb - 218 steps, no elevator - may be challenging, but the reward is a stunning 360-degree view of Tuscany’s rolling vineyards and the sea of terracotta rooftops below.

The "Palazzo Comunale", also known as the "Palazzo del Popolo" of San Gimignano has been the seat of the civic authority in the comune since the 13th century. It is located on the Piazza del Duomo close to the Collegiate Church of the Assumption of the Blessed Virgin Mary. The building and Collegiate Church are at the heart of the medieval town, and are part of the UNESCO World Heritage Site of the "Historic Centre of San Gimignano".

"Piazza del Duomo" is a city square in San Gimignano, Italy.

"Piazza della Cisterna" is a piazza in San Gimignano, Italy. It has a triangular shape with a slight natural slope and is connected to the nearby Piazza del Duomo by an open passage. The pavement is brick and the piazza is surrounded by houses and medieval towers. There are presently 5 towers onto the square or very near it and the bases of other five are visible on the facade of the various palaces, plus one, the Ridolfi tower, which is no longer in existence having collapsed in 1646 onto the family palace, which divided the square in two alongside the short axis, thus making this relatively small area a concentrate of medieval architecture. In the south-west corner, the piazza meets the Arc of Becci,, an ancient city gate. The arc is flanked by the massive rectangular towers of Becci on the left and Cugnanesi on the right.

The "chiesa di Sant'Agostino" is the second largest church in San Gimignano, Italy, after the Collegiata. It is owned by the Order of Saint Augustine.

The "Collegiata di Santa Maria Assunta" or "Duomo di San Gimignano" is a Roman Catholic collegiate church and minor basilica in San Gimignano, in Tuscany in central Italy. It contains important cycles of Renaissance frescoes by artists including Domenico Ghirlandaio, Benozzo Gozzoli, Taddeo di Bartolo, Lippo Memmi and Bartolo di Fredi. It falls within the UNESCO World Heritage Site of the "Historic Centre of San Gimignano", with its frescoes being described by UNESCO as "works of outstanding beauty".

The "Porta San Giovanni" is the most important gate in the walls of San Gimignano.

The "Rocca di Montestaffoli" is a fortress built in the 14th century in the municipality of San Gimignano.

The "Torre Rognosa," also known as the "Clock Tower" or "Podestà Tower," is one of the tallest and best-preserved towers in San Gimignano. It rises in Piazza del Duomo from the old Podestà Palace.

"Castelvecchio di San Gimignano" was a settlement located in the municipality of San Gimignano, now in ruins. It can be reached via the trail marked by the CAI.

"SanGimignano1300" is an artistic and historical museum located in the old city of San Gimignano. The museum was inaugurated in February 2010.

The "Saint Fina Chapel" is an Early Renaissance chapel in the right aisle of the Collegiate church of Santa Maria Assunta, located in San Gimignano, Tuscany, Italy. It was designed by Giuliano and Benedetto da Maiano in 1468 to enshrine the relics of Saint Fina. The side walls of the chapel are painted in fresco by Domenico Ghirlandaio with two scenes from her life, executed between 1477 and 1478.

The "sanctuary of Maria Santissima Madre della Divina Provvidenza" is located in Pancole, in the municipality of San Gimignano, which is 5 km away, in the province of Siena, archdiocese of Siena-Colle di Val d'Elsa-Montalcino: it is situated on the hilly variant of the via Francigena.

The "Torri dei Salvucci" are two twin towers of San Gimignano located in Piazza Delle Erbe, next to Piazza Duomo.

The "Devil's Tower" is one of the now remaining fourteen medieval towers of San Gimignano, out of the dozens that rose during the Middle Ages in this Tuscan town; it is located on the northern side of Piazza della Cisterna and was part of the adjacent Palazzo dei Paltoncini, later known as Picchena, Lupi, and finally Cortesi. The combination of the tower and the palace constituted a unique unit, intimately connected and characteristic of the nobility and the upper bourgeoisie of the area during the Middle Ages. The tower and the adjacent palace have undergone modifications throughout their history, particularly noticeable on the eastern side of the tower.

The "Torre dei Cugnanesi" is one of the fourteen surviving towers of San Gimignano. It is located between via San Giovanni and via del Quercecchio, right next to the Arco dei Becci.

The "Castelvecchio Nature Reserve" is a protected natural area located in the province of Siena, established in 1996. The reserve covers an area of 734.00 hectares. Source: Ministry of the Environment and Protection of Land and Sea, "[http://www.minambiente.it/opencms/export/sites/default/archivio/allegati/vari/elenco_ap_2003.pdf Official List of Protected Natural Areas - 5th Update 2003]".

The "Chigi Tower" is one of the fourteen historic towers of San Gimignano and is located in Piazza del Duomo.

The "Church of San Bartolo" is a Catholic place of worship located on Via San Matteo in San Gimignano, in the province of Siena, archdiocese of Siena-Colle di Val d'Elsa-Montalcino.

The two "Ardinghelli towers" are among the fourteen medieval towers of San Gimignano and are located in Piazza della Cisterna, at the corner with Piazza del Duomo.

The "Old Palace of the Podestà" is located in San Gimignano in Piazza del Duomo, just a few steps from the New Palace of the Podestà. The Rognosa Tower rises above it.

"Santa Maria Assunta in Cellole" is a church and former pieve located in Pancole, in the municipality of San Gimignano, province of Siena, Tuscany, central Italy. Mentioned for the first time in 1109, it was rebuilt several times between the 12th and 13th centuries, and was consecrated in 1238.

The "Torre dei Becci" is one of the fourteen surviving towers of San Gimignano. It is located next to the ancient Arco dei Becci and overlooks both via San Giovanni and piazza della Cisterna.

The "Church of San Lorenzo al Ponte" is a Catholic place of worship in San Gimignano, in the province of Siena, archdiocese of Siena-Colle di Val d'Elsa-Montalcino.

The "Monastery of Santa Maria Assunta at Monte Oliveto Minore," also known as the "Convent of Monte Oliveto," is a religious complex located in the area of Monteoliveto, near Santa Lucia, in the municipality of San Gimignano, in the province of Siena.

The "Torre Campatelli" is one of the fourteen surviving towers of San Gimignano. It is located on Via San Giovanni, almost opposite the Torre dei Cugnanesi.

The "Church of San Jacopo al Tempio" is located in San Gimignano, in the province of Siena, archdiocese of Siena-Colle di Val d'Elsa-Montalcino.

The "Church of San Pietro in Forliano" is located in San Gimignano, in the province of Siena, Diocese of Volterra.

The "former Church of San Francesco" is a building located on Via San Giovanni in San Gimignano, in the province of Siena.

The "Abbey of the Holy Sepulchre and Saint Mary at Elmi," or more commonly known as the "Badia at Elmi," is located in the eponymous area of the municipality of San Gimignano, almost at the border with the town of Certaldo, in the province of Siena, within the diocese of Volterra.