Montepulciano Walking Tour

Discover the charming hilltop Tuscan town of Montepulciano and its beautiful surrounding scenery. With its many hills, green spaces, and magnificent views of the Val d'Orcia, Montepulciano is ideal for urban trekking. With a local guide leading the way, you’ll learn about the area’s history, legends, and traditions.

Start at Porta a Prato and make your way to the Church of Sant'Agostino along Via di Voltaia. Here you'll find the city’s main buildings and enjoy views of the Church of San Biagio from above. Then, continue walking uphill to the Piazza Grande, the political and religious center of Montepulciano. The town played a significant role during the Renaissance and is the birthplace of Poliziano, a famed poet and tutor. 

Most people know Montepulciano for its wine. Throughout the tour, your guide will share details about the famous Nobile wine known in the region. Then, you’ll visit one of the best cellars of Vino Nobile, dug under the soil of Montepulciano, where you can taste the famous varietals. 

Read more about unique and interesting activities in Tuscany.

Itineraries with Montepulciano Walking Tour

Tuscany Road Trip: Florence, Siena, & Montepulciano - 7 Days

This self-drive tour around Tuscany is perfect for those looking to delve into Italian wine culture. Start in Florence, the birthplace of the Renaissance, stroll around its medieval plazas and cathedrals and see for yourself the history that permeates the city. Visit picturesque Tuscan villages and local wineries, getting a taste for local life and in some incredible surroundings.

A Wine-Lover’s Walking Tour: Piedmont & Tuscany - 8 Days

This 8-day itinerary takes you on a gastronomic adventure through two of Italy’s most spectacular landscapes and cuisines. Starting in the Piedmont hill town of La Morra, you’ll work your way south to Tuscany, ending in the medieval city of Montalcino. In between, you’ll explore picturesque villages, sample local dishes, and visit historic wineries. 

Explore Tuscany: Florence, Siena, & Montepulciano - 10 Days

This road trip around Tuscany is perfect for those looking to delve into Italian wine culture. Start in Florence, the birthplace of the Renaissance, stroll around its medieval plazas and cathedrals and see for yourself the history that permeates the city. Visit picturesque Tuscan villages and local wineries, getting a taste for local life and in some incredible surroundings.