This small medieval town was constructed around 1361 and still retains the historic beauty of that time. Once used for defensive purposes, the main tower of Rocca di Montalcino now provides an incredible view of the Tuscan landscape. Aside from the picture perfect countryside, the Palazzo Comunale offers a window into the past of the historical Tuscan architecture. The strong influences of both romantic and gothic design are prominent in the stone and brickwork of the buildings.

In addition to these magnificent views and historic architecture, there are festivals throughout the months of May, August and September. One of the big events in May is Santa Maria del Soccorso which takes place on the eighth. At this time, all the local residents can be observed marching together with a candle dedicated to the Virgin Mary. This procession is then followed by a marching band and finally a horse race. For those a little more adventurous there is a hunting tournament (Torneo di aperatura delle cacce) beginning on the second Sunday of August.

And of course, there is the wine. Most honored in Italy, Brunello di Montalcino is among the highest quality of wine Italy produces. If you are looking to buy, this is the place. There is wide range of wines, ages and prices, enough to suit your every desires so be sure to bring an extra bag for your purchases.

After a short drive, you arrive in Pienza : also on a hilltop ,like many of the towns built in the 15th & 16th century , for strategic reasons. This is where Franco Zeffirelli filmed his Romeo and Juliet: the town has remained the same over the centuries. You can walk its cobbled stoned streets which names evoke love and happiness : Via dll'Amore (Love) Via del Bacio (kiss).