Top Chianti Historical Tours

Pedal through the Tuscan countryside during this half-day e-bike tour through Brunello. Bike along unpaved roads with ease on your electric bike towards local Tuscan vineyards. Enjoy a wine tasting at the Abbey of Sant’Antimo and learn about the ancient winemaking process. Sample three glasses of wines, including the Brunello di Montalcino, before heading to the medieval town of Montalcino to explore.

Discover three of Tuscany’s most beautiful towns as you explore Pienza, Montalcino, and Montepulciano in one day on this walking tour. With a private guide, see the splendid 16th-century Renaissance palaces of Montepulciano and walk through the town of Pienza, built by Pope Pius II. In Montalcino, take a guided tour of a winery and taste the renowned Brunello de Montalcino wine. Note: transportation is not included.

Montalcino, the city center of the territory and important for one of the most famous wines of Italy: Brunello di Montalcino

Welcome to our private and exclusive tour to discover Tuscany aboard a Fiat 500, the iconic Italian car! You will explore hidden medieval villages, where time seems to have stopped, and we will leave you free time to stroll through the cobbled streets and discover authentic local traditions. The tour begins with the reservation of your vintage Fiat 500, an iconic Italian car, which will make you feel like protagonists of a period film as you travel through the evocative Tuscan landscapes. You will make a stop in a historic cellar, where you can taste some of the best Tuscan wines produced in the region. After the tasting, you will continue to San Gimignano, a charming medieval village famous for its well-preserved medieval towers. You can walk through the cobbled streets and admire the historic architecture of this unique place in the world.

We will cross a typical Chianti landscape between vineyards and olive groves until we reach the Agliena stream. During the journey along the stream we will be able to admire the 27 'Briglie', that is the medieval hydraulic engineering structures built for the regulation and collection of the waters of the stream, which supplied the ancient city of Semifonte with water, destroyed by the Florentines in 1202 The bridle was used until the 18th century, but then abandoned. Only the restoration of the last few years has allowed its restoration and conservation. A detailed map of these 'bridles' can be found in Leonardo da Vinci's Codex Leicester in the paper “Methods for avoiding erosion of river banks” demonstrating that the “universal genius” had carefully studied these hydraulic structures. A painting of the Agliena valley attributed to Leonardo da Vinci is now in the British Museum in London.