11 Best Sights in Tuscany, Italy

Tours here take you down to the cellars and through the Renaissance gardens, and end with a wine tasting. You can also have a delicious crostino on a terrace with latticed grape leaves forming a beautiful bower above; the view from the terrace stretches for miles. Lunch and dinner are also available, and all the food pairs beautifully with their wines—which they've been making since 1170.

On nice days, the citizens of Lucca cycle, jog, stroll, or kick a soccer ball in this green, beautiful, and very large circular park. It's neither inside nor outside the city but rather right atop and around the ring of ramparts that defines Lucca. Sunlight streams through two rows of tall plane trees to dapple the passeggiata delle mura (walk on the walls), which is 4 km (2½ miles) long. Ten bulwarks are topped with lawns, many with picnic tables and some with play equipment for children. Be aware at all times of where the edge is—there are no railings, and the drop to the ground outside the city is a precipitous 40 feet.

Il Ponte della Maddalena is, oddly, also known as the Devil's Bridge. Commissioned in all likelihood by Matilde di Canossa (1046–1115), it was restructured by the petty despot Castruccio Castracani in the early 14th century. It's worth the climb to the middle—the bridge is narrow, steep, and pedestrians-only—to check out the view. Despite 1836 flood damage and early-20th-century alterations, it seems little changed from the Middle Ages. If you're heading north along the Serchio from Lucca to Bagni di Lucca, you will see the bridge on your left.

The town's main square teems with cafés and bars. It's an excellent spot for people-watching; in the evening and on weekends it seems like everyone is out walking, seeing, and being seen.

Here's where the ancient Roman amphitheater once stood. Some of the medieval buildings built over the amphitheater retain its original oval shape and brick arches.

Greve's gently sloping and asymmetrical central piazza is surrounded by an attractive arcade with shops of all kinds. In the center stands a statue of the discoverer of New York harbor, Giovanni da Verrazzano (circa 1480–1527). Check out the lively market held here on Saturday morning.

The waters of the port at Elba's eastern end are noticeably azzurro (sky-blue). It's worth a stop for a walk and gelato along the rows of yachts harbored here.

The lively port town where Victor Hugo (1802–85) spent his boyhood makes a good base for visiting Elba. Head right when you get off the ferry to get to the centro storico, fortified in the 16th century by the Medici grand duke Cosimo I (1519–74). Most of the pretty, multicolor buildings that line the old harbor date from the 18th and 19th centuries when the boats in the port were full of mineral exports rather than tourists.

Elba's quietest town is an old-fashioned port on the northeastern edge of the island. Here you'll find a pebble beach, an old mine, a leafy public park, and ferry service to Piombino.

Street/graffiti artist Keith Haring (1958–90) created this joyous work of art shortly before he died. It's on the southern wall of the church of Sant'Antonio Abate (originally dating from the mid-14th century but largely destroyed and rebuilt after World War II). "Tuttomondo" literally means "All World," and you can see figures dancing in harmony.

A steep gravel road leads north out of Bagno Vignoni for 2 km (1 mile) to the town's upper village, a tiny grouping of buildings huddled at the base of a 13th-century tower. The tower, now a private home, was built to watch over the Via Francigena. A spectacular view of the entire Val d'Orcia opens up from the eastern gate.