3 Best Sights in Montalcino, Tuscany

Providing refuge for the last remnants of the Sienese army during the Florentine conquest of 1555, the battlements of this 14th-century fortress are still in excellent condition. Climb the narrow, spiral steps for the 360-degree view of most of southern Tuscany. An on-site enoteca serves delicious snacks that pair beautifully with the local wines.

The cellars of this venerable winery date from the 17th century and hold almost 200 oak wine barrels. Some of Italy's most famous wines are produced here, including an excellent range of Brunellos, a fine Rosso di Montalcino, and the estate's special Super Tuscan brands—Brusco dei Barbi and Bruscone dei Barbi. Olive oil, salami, and pecorino cheese are made at the winery's organic farm. Guided tours of the cellars are followed by wine tastings, during which you can also sample the other products.

This fine museum is in a building that belonged to Augustinian friars in the 13th-century. The ticket booth is in the glorious refurbished cloister, and the sacred art collection, gathered from churches throughout the region, is displayed on two floors in former monastic quarters. Although the art here might be called B-list, a fine altarpiece by Bartolo di Fredi (circa 1330–1410), the Coronation of the Virgin, makes dazzling use of gold. In addition, there's a striking 12th-century crucifix that originally adorned the high altar of the church of Sant'Antimo. Also on hand are many wood sculptures, a typical medium in these parts during the Renaissance.