San Giovanni Gate (Porta San Giovanni) in Rome is one of the grand southern entrances to the city, built in 1574 by architect Giacomo della Porta under Pope Gregory XIII. It replaced an earlier medieval gate along the Aurelian Walls and was named after the nearby Basilica di San Giovanni in Laterano, the cathedral of Rome. The gate features a simple yet elegant façade with papal coats of arms and Latin inscriptions. While no longer a functional gateway, it stands as a quiet monument to the city's layered history, marking the transition from ancient Rome to the Renaissance.

The Church of San Francesco in San Gimignano is a modest yet atmospheric structure that reflects the town’s medieval devotion and Franciscan presence. Built in the 13th century, it features simple Romanesque lines, a gabled façade, and a tranquil interior typical of Franciscan churches—unadorned, yet spiritually resonant. Though not as richly decorated as other churches in the town, it offers a quiet, reflective space away from the more visited landmarks. Tucked slightly off the main tourist path, it invites a slower, more contemplative encounter with San Gimignano’s religious history.

Torre e Casa Campatelli is a rare opportunity to step inside one of San Gimignano’s historic medieval towers. Unlike the many towers only visible from the outside, this 12th-century tower-house has been fully restored and opened as a museum. It belonged to the Campatelli family, wealthy landowners who modernized the home in the 19th century. The interior blends original medieval architecture with elegant 18th- and 19th-century furnishings, giving a layered view of life across centuries. A multimedia experience adds context to the town’s history. It's one of the few places where San Gimignano's legendary skyline becomes personal.

Discover the charm of medieval Tuscany at San Gimignano 1300 Arts Center. This unique museum showcases a stunning handcrafted ceramic model of the town as it was in the year 1300. Wander through time as you explore detailed dioramas, historical exhibits, and artisan displays. It's a must-visit for history lovers and curious travelers alike — right in the heart of San Gimignano's old town.

Visit Casa Santa Fina, the birthplace of Saint Fina, San Gimignano’s beloved patron saint. At just ten, she was bedridden but remained deeply faithful. Though the house isn’t open to the public, nearby is the stunning Santa Fina Chapel in the Collegiate Church, featuring beautiful frescoes of her life. Every March 12, the town honors her legacy with special events. A touching site for history and faith lovers.

Piazza della Cisterna is San Gimignano’s charming medieval square, named after its 13th-century stone cistern. Surrounded by historic towers and brick-paved streets, it was once the town’s lively market hub. Today, it’s perfect for soaking up the medieval atmosphere, enjoying cafes, and admiring iconic views. A must-see spot that captures the essence of San Gimignano’s rich history and vibrant spirit.

Gelateria Dondoli, nestled in San Gimignano's Piazza della Cisterna, is renowned for its award-winning gelato crafted by Master Gelato Maker Sergio Dondoli. Multiple-time World Gelato Champion, Sergio blends tradition with innovation, offering unique flavors like Crema di Santa Fina®, Dolceamaro®, and Champelmo® . Visitors often experience a line, a testament to the gelato's popularity and quality. The shop also offers gelato-making classes for enthusiasts. A must-visit for gelato aficionados in Tuscany.

The Palazzo Comunale and Torre Grossa form the civic heart of San Gimignano. Built in the 13th century, the Palazzo served as the seat of government and now houses the Civic Museum, featuring exquisite frescoes, including scenes of daily life and courtly love. The adjoining Torre Grossa, at 54 meters, is the tallest tower in town and the only one open to the public. Climbing it rewards visitors with panoramic views of the medieval skyline and Tuscan hills. Together, they offer a powerful glimpse into San Gimignano’s political ambition, artistic wealth, and architectural pride.

The Duomo di Santa Maria Assunta in San Gimignano is a Romanesque gem that hides a breathtaking interior behind its plain stone façade. Built in the 12th century, the cathedral is best known for its vivid fresco cycles covering nearly every wall, including The Last Judgment and Scenes from the Old and New Testaments, painted by artists like Bartolo di Fredi and Taddeo di Bartolo. The nave’s striped arches and richly decorated chapels create a dramatic setting that captures the spiritual and artistic energy of medieval Tuscany. It’s a must-see for lovers of sacred art and architectural harmony.

The Torri dei Salvucci are twin medieval towers in San Gimignano, built by the powerful Salvucci family as a symbol of wealth and rivalry. Originally among the tallest in town, they were later shortened due to a law limiting tower height. Their bold, defensive design reflects the feuding spirit of the era. Today, one tower is open to visitors, offering a climb of 143 steps and panoramic views of the Tuscan hills — a striking reminder of the city’s vertical ambition and noble pride.

Via San Matteo is one of San Gimignano’s main medieval streets, lined with stone buildings, artisan shops, and historic homes. Stretching from Porta San Matteo toward the town center, it follows the original pilgrim route of the Via Francigena. Walking this street feels like stepping into the 13th century, with towers rising above and quiet courtyards tucked between storefronts. It’s a perfect path for exploring the town’s daily rhythms and timeless charm.

Rocca di Montestaffoli is the ruined fortress that crowns San Gimignano’s highest point. Built in the 14th century by the Florentines, it once guarded the town but was largely dismantled in later centuries. Today, its remaining walls and tower offer panoramic views of the Tuscan countryside and the town’s famous towers. It’s a peaceful spot, often used for festivals and concerts, where history, nature, and sweeping landscapes meet above the rooftops of San Gimignano.