Top Montepulciano Sightseeing Tours

The medieval center of Montepulciano stands on the historic cellars hidden below the city. With this exclusive tour, take a guided walk in the historic center and visit two underground cellars, venture into the tunnels carved into the rock to admire the impressive oak barrels where the Vino Nobile di Montepulciano is left to age. Learn about the history of wine and how it is produced in this area and taste the local vintages.

Make the most of your time in Montepulciano with this walking tour that takes in the highlights of the medieval hill town in just hours. Skip the dry guidebook and visit with a guide who can make the Tuscan town’s history to life as you stroll the picturesque lanes and climb to the top of the bell tower (own expense) to admire the views. End with a glass of local wine to cap off your visit.

A horseback riding to slowly explore, in the open air, the most beautiful and scenic places in the area: a guided horseback riding through the Tuscan hills

The Montepulciano tour will allow you to discover one of the most fascinating towns of the area, the so-called “Renaissance pearl” sheltered inside Medieval city walls. During our tour, we will climb through the town, following the winding main street, thereby admiring Montepulciano's wonderful palaces and churches along the way. We will learn about its traditions … for example:– did you know that once a year they have a barrel-pushing competition? When we reach the summit of the town, we will find ourselves in the magical Piazza Grande, where we will be able to visit the never-finished Cathedral, the Fortress, and enjoy a wonderful view over the Val di Chiana and part of the Val d'Orcia. Last but not least, our tour will take us underground to visit one of the ancient wineries of the town, and taste a glass of Nobile wine. Optional: climbing the main tower in Piazza Grande in order to enjoy a 360-degree view over the two valleys surrounding the city (ticket not included). (Anti-Covid Vaccinated Tour Guide)

This tour will be a slow one, giving you the opportunity to decide if you wanna stop for an unplanned visit or, just to get a taste of the fantastic food offered along the way, getting the opportunity to save time and to discover the best corners and to get the shots of the medieval town... how can you miss it?

Explore a wine cellar in Montepulciano with this tasting and tour. See rows of large oak barrels full of aging wine and learn about how it is made. Taste three local wines alongside pecorino cheese, Tuscan salami, and bruschetta. A small group size offers an intimate atmosphere.

Learn how to make two types of homemade Italian pasta—topped off by a tasty tiramisu dessert—during this small-group cooking workshop in Montepulciano. Head to the home of a local Tuscan cook and enjoy an intimate class in a group capped at 12 people. A tasting of your creations is included, paired with wine and prosecco.

Discover the secrets to Tuscan cuisine during a small-group cooking class in Montepulciano. With the careful guidance of your host, learn how to prepare an appetizer, two types of fresh pasta with sauces, and an iconic dessert. Once everything is ready, sit down with your classmates and enjoy your handmade Italian feast. Afterward, you’re ready to impress your friends and family back home.

Our expert guide will be happy to welcome you and lead you on the path that best suits your wishes, allowing you to realize how beautiful and exciting it is to walk through the vineyard. You’ll learn all secrets of vine cultivation and wine production, from vineyard to glass, about growing and blending. Fattoria Svetoni, meticulously follows the ancient tradition of viticulture, producing wine in full respect of both the vine and the terroir. This special experience will end with the tasting of our wines and then you'll enjoy your Pic Nic in the vineyard.

The Temple of San Biagio was built by Antonio da Sangallo the Elder, illustrious architect from Florence, between 1518 and 1545. Located in the middle of a sprawling meadow outside the town, the church is considered a masterpiece of 16th century Tuscan Renaissance architecture. The Church of the Madonna di San Biagio, with a Greek cross plan, central dome and semicircular apse, is flanked by two bell towers, of which only the one on the left was completed accomplished. It is entirely covered in travertine stone. Inside, the only wall with numerous decorative elements is the one corresponding to the main altar where there is a large marble dossal at the centre of which a fresco depicting the Madonna and Child and St. Francis is inserted. In front of the church is the harmonious building of the rectory, with two beautiful loggias, executed around the 1550.

Wine lovers experience in Montepulciano: perfect experience in Montepulciano for real wine lovers.

Discover Montepulciano with a private tour. In 1500 Antonio da Sangallo was called to fortify the Policiano mountain, a settlement of distant Etruscan origins which became the important castle on the borders of the Grand Duchy of Tuscany. Montepulciano gave birth to Poliziano, poet and secretary of Lorenzo the Magnificent and we will pass under his house .. The elegant town is full of patrician houses and Renaissance churches and we will visit the Piazza Grande natural theater of many events. Its incredible medieval cellars carved into the rock beneath the noble palaces have for centuries been the place of aging for the Vino Nobile di Montepulciano DOCG. Let's discover together the surprising beauties of this small city of art - It is also possible to make an exciting URBAN TREKKING from San Biagio to Porta a Prato and back, with a visit to the medieval cellars (due to restrictions covid 19 the entrances to the cellars could be regulated)

Elegant and sophisticated, Montepulciano is situated on the top of a hill from which you can enjoy a breathtaking panorama of Val d'Orcia. Sumptuous buildings in Renaissance style are surrounded by a medieval architecture creating a fascinating and unique urban environment. The heart of the city is Piazza Grande, where stands the Duomo and the Palazzo Pubblico designed by the famous Florentine architect Michelozzo. Montepulciano is a symbol of high quality wine: in fact, Nobile di Montepulciano is one of the most famous wines in Italy and abroad. The tour continues towards the beautiful small town of Pienza, the ambition of Pope Pius II, who wanted to transform his native village, into an utopian city, which should became a symbol of the Italian Renaissance. Pienza is also well known for the local production of Pecorino cheese. Along the way, you will have a stop to taste the local wine in one of the many wineries in the territory of the incomparable Val D’Orcia (on request).

Montepulciano, an enchanted place clearly linked to Florence, which is reflected in its architecture and Pienza considered a jewel of Renaissance architecture! The tour includes the tour of a historic cellar with wine and food tasting and the cheese tasting in Pienza