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Tiny Montalcino, with its commanding view from high on a hill, can claim an Etruscan past. It saw a fair number of travelers, as it was directly on the road from Siena to Rome. During the early Middle Ages it enjoyed a brief period of autonomy before falling under the orbit of Siena in 1201. Now Montalcino's greatest claim to fame is that it produces Brunello di Montalcino, one of Italy's most esteemed
reds. Driving to the town, you pass through the Brunello vineyards. You can sample the excellent but expensive red in wine cellars in town or visit a nearby winery, such as Fattoria dei Barbi, for a guided tour and tasting; you must call ahead for reservations.