Montalcino is a beautiful village located in the southern part of Siena, in southern Tuscany. Dominated by a majestic castle and surrounded by medieval walls, this town has remained unchanged since the sixteenth century. Thanks to its geographical location at the top of a hill, it is the perfect area to be the home of Brunello, one of the most famous and prized wines in Italy. But what are the ten must-have experiences to enjoy here? Let’s find out together!



Visit the Fortress

Built in 1361 during Siena’s rule, the Fortress towers over the entire village. Time has not altered its architectural appearance, allowing visitors to fully appreciate its allure. From its walls and towers, you can enjoy breathtaking views of the Crete Senesi and Monte Amiata. This magical site also hosts the renowned Jazz & Wine Festival.

Visit the Fortress of Montalcino

Visit Piazza del Popolo

Piazza del Popolo is the heart of Montalcino's historic center, characterized by several arcades, some of which were once used as public chapels. Its construction, around the year 1000, was funded by the abbots of Sant'Antimo and involved leveling the steep side of the mountain—a challenging feat. Although the square has changed names several times, its current name dates back to 1945.

Admire the beauty of Palazzo dei Priori

When you find yourself in Piazza del Popolo, you won’t miss the Palazzo dei Priori, a building in typical Sienese style constructed between the late 13th and early 14th centuries. Its façade is adorned with a tall and narrow tower, several coats of arms, and a portico beneath which stands a statue of Cosimo I, created by Giovanni Berti. Today, Palazzo dei Priori serves as Montalcino’s historic town hall.

Take a wine tour at a winery

A visit to Montalcino wouldn’t be complete without joining a wine tour organized by its many local wineries. Nestled among vineyards, these establishments produce some of Tuscany’s finest wines, including the iconic Brunello di Montalcino, offering tastings that evolve into full-fledged gastronomic experiences. Additionally, you’ll have the opportunity to participate in educational tours, discovering all the secrets of grape cultivation and winemaking, while sampling high-quality Tuscan Extra Virgin Olive Oil produced by the same farms. Explore the best wineries in Montalcino in our article.

The best wineries in Montalcino

Indulge in a Tuscan dinner

Tuscany and fine dining go hand-in-hand, so don’t miss the chance to book a table at one of Montalcino’s many traditional restaurants to enjoy a dinner featuring Tuscan specialties. Beyond the essential Florentine steak grilled over charcoal, try pici, anchovies in pesto, and cantucci dipped in Vin Santo. Check out the best restaurants with a view in Montalcino in our article. If you’re looking for a great meat dinner, here are the best meat restaurants in Montalcino!

Visit the traditional shops of Montalcino

As you stroll through the historic center of Montalcino, you’ll come across various shops, not just for food items but also for ceramics, leather goods, and pastries, perfect for a sweet break.

Visit the elegant Montalcino Cathedral

Built between 1818 and 1832, the Duomo of Montalcino is a fabulous example of neoclassical architecture. It is simple and lacks ornate decorations. The design was created by Agostino Fantastici, replacing the old church dedicated to San Salvatore. Inside, you can admire an altar adorned with the Immaculate Conception with Jesus and God the Father, painted by the Mannerist Sienese painter Francesco Vanni in 1588. In front of the altar is another masterpiece by the same artist depicting Saint John the Baptist in the desert.

Visit the Montalcino Cathedral

Walk along the Walls of Montalcino

The Walls of Montalcino, built in the 12th century, stretch over four kilometers, featuring six gates and thirteen towers. Their highlight is the well-preserved original battlements.

Walking along the walls of Montalcino

Attend a live show inside a wine bar

Wine bars aren’t just places for a quick drink; they often become pleasant meeting points where you can enjoy live music performances.

Explore the best wine bars in Montalcino in our article.

Live shows in Montalcino

Visit the Abbey of Sant’Antimo

Located near Montalcino, the Abbey of Sant’Antimo It will allow you to immerse yourself in nature and learn about the lives of the monks who still reside there. You can stay with them and purchase herbal teas, preserves, and perfumes crafted by their hands. Moreover, this is an ancient building founded, according to legend, by Emperor Charlemagne. Discover more about this historical treasure in our article. Surroundings of Montalcino For more tips and to share your travel experience in Montalcino, visit Enjoy Montalcino, a platform created by a team of tourism professionals ready to provide all the guidance you need for an authentic and memorable experience!