Italy · Wine & Beer

1-Day Cortona and Montepulciano Tour with Historic Cellars

1 Day Round trip from 52044 Cortona Easy pace

The journey

Trip highlights

01 Explore Cortona's historic center and pretty medieval streets
02 Take in spectacular views over the valley and Lake Trasimeno from Cortona
03 Visit the "Underground Wonders" of Montepulciano
04 Enjoy two wine tastings in Montepulciano's historic cellars with lunch at a winery

Spend a day in Tuscany exploring vineyards, landscapes, art, and medieval history. Head to southern Tuscany to visit the medieval town of Cortona and the "Underground Wonders" of Montepulciano, the city's historic cellars. End your tour with wine tasting in the cellars of Montepulciano.

Cortona is a traditional walled Etruscan town, sitting about 600 metres above sea level, and it offers spectacular views over the surrounding valley and Lake Trasimeno.

From the itinerary

At a glance

What this trip includes

Duration 1 Day

Tour type Private

Activity level Easy

Accommodation Not included

Transport Included

Wheelchair access Yes

Cities Montepulciano, Cortona, Lake Trasimeno

Languages English, French, Spanish

Day by day

The itinerary

Day 01

Cortona and Montepulciano Sightseeing with Wine Tasting

Your professional driver-escort will pick you up from your hotel or another chosen location, such as a B&B or private flat, and take you to discover the Tuscan countryside.
Stop in Cortona and explore the town for 1.5 hours. Cortona is a traditional walled Etruscan town, sitting about 600 metres above sea level, and it offers spectacular views over the surrounding valley and Lake Trasimeno. The main things to seek out in the town centre are Piazza della Repubblica, Cortona's historic centre, its pretty medieval streets, Piazza Signorelli, and Cortona's beautiful shops.
Later, drive on to Montepulciano to visit the "Underground Wonders" of the town.
Explore the town's main square, the old Government Palace, and two historic cellars. Here, you will find gigantic oak barrels in which the famous Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano DOC rest. In Montepulciano, enjoy two wine-tasting experiences in two different cellars, with lunch included.