54 Best Sights in Southern Tuscany, Tuscany

This abbey was founded in 1313 by Giovanni Tolomei, a rich Sienese lawyer who, after miraculously regaining his sight, changed his name to Bernardo in homage to St. Bernard of Clairvaux. Bernardo then established a monastic order dedicated to the restoration of Benedictine principles. The name of the order—the White Benedictines—refers to a vision that Bernardo had in which Christ, Mary, and his own mother were all clad in white. The monks are also referred to as Olivetans (the name of the hill where the monastery was built).

In the abbey's main cloister, frescoes by Luca Signorelli and Sodoma depict scenes from the life of St. Benedict. Signorelli began the cycle by painting scenes from the saint's adult life as narrated by St. Gregory the Great. Though these nine scenes are badly worn, the individual expressions pack some punch. Later, Sodoma completed scenes from the saint's youth and the last years of his life. Note the detailed landscapes, the rich costumes, and the animals (similar to those Sodoma was known to keep as pets).

An imposing bishop's palace holds this unique museum of Etruscan objects. Although there are many beautiful pieces displayed in an intelligent and well-documented fashion, the almost complete roof and pediment from a 5th-century BC Etruscan house stand out as rare and precious. The so-called Cowboy of Murlo, a large-hatted figure from the same roof, is the star of the collection but anyone interested in ancient Etruscan culture will be well rewarded by a visit here. The museum is named after the nearby site from which most of the artifacts were excavated.

Palazzo Corboli, a magnificent palace dating from the 12th century, has been refurbished and houses the Museo d'Arte Sacra e Archeologico. The collection of Etruscan artifacts is worth a visit, though the real highlight is the collection of lesser-known 13th- and 14th-century paintings from the Sienese school.

Now a museum of Jewish culture, the ghetto where Jews took refuge from 16th-century Catholic persecution was a thriving community until the beginning of World War II. Inside the precinct today are the remains of ritual bathing basins, a wine cellar, a kosher butcher shop and bakery, and the restored synagogue, where religious services are held on the Sabbath.

This 1,000-year-old village is worth a stop—skip the nondescript new town and head straight to the centro storico to explore winding stone streets with tiny churches around every corner. The abbey for which the town was named was founded in 743; its current appearance reflects an 11th-century renovation, but the original crypt remains intact. The tourist office in town has hiking-trail maps for Monte Amiata.

The church was built in the 13th century by Cistercian monks, who designed it after churches built by their order in France. But, starting in the 15th century, it fell into ruin, declining gradually over centuries. Grass has grown through the floor, and the roof and windows are gone. What's left of its facade and walls makes a grandiose and desolate picture. In July and August the scene is enlivened by evening concerts arranged by the Accademia Musicale Chigiana in Siena. Contact the tourist information office at the abbey for details.

This pristine, beautiful beach in the Scarlino nature reserve takes its name from the tiny quartz grains of sand that sing like the strings of a violin when you walk along its shores. It's open to only 700 visitors a day during the season, and you can book your spot online. Arrive early to snag a spot in the parking area, which is a 1.6-km (1-mile) walk or bike ride from the beach. Amenities: food and drink; parking (fee); toilets. Best for: swimming; walking.

Rocky, hilly, unspoiled Capraia has only one sandy beach, Cala della Mortola, on its northern end. The rest of the coast is a succession of cliffs and deep green coves with pretty rock formations. The 2½-hour ferry trip departs from Livorno and docks at the town of Capraia Isola, dominated by the Fortezza di San Giorgio up above. Nearby, an archway leads to an area that was once a prison.

Outside Saturnia, the hot, sulfurous waters cascade over natural limestone shelves at the Cascate del Mulino, affording bathers a sweeping view of the open countryside. The falls are on public land and can be enjoyed 24 hours a day. They get extremely crowded—day and night—during August.

This beautiful cathedral, which practically abuts the Museo Nazionale Etrusco, is thought by many to be among the oldest churches in Tuscany; parts of it date from the mid-6th century. It houses the remains of Santa Mustiola, the patron saint of the city. It has very little artificial light inside, so you can get a pretty good idea of how people experienced this space over the centuries.

Follow SP19 past Sarteano and continue on SP21 to reach this delightful village. Time may seem to have stopped as you walk along the quiet, narrow, medieval lanes and back alleys. Peer through the locked gate for a glimpse of the privately owned castle, and take in splendid views of olive orchards, cypress groves, and the quiet wooded slopes of Mt. Cetona from the town's terraced streets.

This walled medieval town, 3 km (2 miles) northeast of Chianciano Terme, is best known for its proximity to the nearby spas. Nevertheless, the well-preserved center has an appeal all of its own.

The 13th-century Collegiata church has three majestic portals, one possibly the work of Giovanni Pisano (circa 1245/48–1318). Behind the high altar are some fine examples of inlaid woodwork by Antonio Barilli (1482–1502). In the floor of the left aisle, look for the tomb slab of Henry of Nassau, a pilgrim knight who died here in 1451.

This 18th-century Baroque cathedral has a single nave with chapels and paintings on the sides. There are two altarpieces by local artist Francesco Zuccarelli (1702–88), a Rococo landscape artist, a favorite of George III and one of the founders of the British Royal Academy.

Sovana extends from the Rocca Aldobrandesca at the eastern end of town west to this imposing cathedral, built between the 10th and 14th century. The church, dedicated to Saints Peter and Paul, is Romanesque in style but, atypically, the main entrance is on the left-hand side of the building.

The central Piazza Garibaldi, dating from the 13th to the early 14th century, contains this Romanesque cathedral, with sculptures of the life of patron saint Cerbone above the door.

Behind the church of San Galgano, a short climb brings you to this charming little chapel with frescoes, by painter Ambrogio Lorenzetti (documented 1319–48), and a sword in a stone. Legend has it that Galgano, a medieval warrior and bon vivant, was struck by a revelation on this spot in which an angel told him to give up his fighting and frivolous ways forever. As a token of his conversion, he plunged his sword into the rock, where it remains today.

Some of Italy's best-preserved monumental rock tombs, dating from the 2nd to the 3rd century BC, are found just outside the town at the Etruscan necropolis. Some of the tombs, such as the so-called Tomba Sirena (Siren's Tomb), preserve clear signs of their original and elaborately carved decorations. Others, like the Tomba Ildebranda (Hildebrand Tomb), are spectacular evidence of the architectural complexity sometimes achieved. Don't forget to walk along the section of an Etruscan road carved directly into the tufa stone.

The largest town in southern Tuscany, Grosseto is the capital of the Maremma. First recorded in the 9th century as a castellum (small fort) built to defend a bridge and a port on the nearby River Ombrone, the town is now a thriving agricultural center. Badly damaged during World War II, it has been largely rebuilt since the 1950s, but a small centro storico, protected by defensive walls that follow a hexagonal plan, is worth a short visit on your way to the coast.

Against the walls of San Quirico d'Orcia, these Italian-style gardens retain merely a shimmer of their past opulence. They were planted in 1581 by Diomede Leoni—hence the name of the park. In the center there's a 17th-century statue of Cosimo III, the penultimate Medici grand duke of Tuscany.

The three towns on the Island of the Lily—Giglio Porto, the charming harbor where the ferry arrives; Giglio Castello, a walled village at Giglio's highest point; and Giglio Campese, a modern west-side town—are connected by one long, meandering road. But to really explore Giglio you need a good pair of hiking boots. A network of rugged trails climbs the steep hills through clusters of wild rosemary and tiny daffodils, and, chances are, your only company will be the goats who thrive on Giglio's sun-baked hills.

The island's main attraction, however, is at sea level—a sparkling array of lush coves and tiny beaches, most accessible only on foot or by boat. With the exception of Giglio Campese, where the sandy beach is as popular in summer as any mainland resort, most of the coastline is untouched, leaving plenty of room for peaceful sunning if you're willing to go off the beaten path.

Monte Argentario is famous for its cliffside beaches, but Le Cannelle stands out for its combination of sand and rocky shores. It's also blissfully secluded at almost halfway between Porto Santo Stefano and Porto Ercole. Amenities: food and drink; restrooms. Best For: snorkeling; swimming.

On the south side of Elba, this small town with a long sandy beach and protected cove is a classic summer vacationer's spot. The laid-back marina is full of bars, boutiques, and restaurants.

The highest point on Elba, Monte Capanna is crossed by a twisting road that provides magnificent vistas at every turn; the tiny towns of Poggio and Marciana have enchanting little piazzas full of flowers and trees. You can hike to the top of the mountain or take an unusual open-basket cable car from just above Poggio.

The most famous visitor to this island, about 50 km (30 miles) south of Elba, was fictional: Alexandre Dumas's legendary count. Today, the island is a well-protected nature preserve with wild Montecristo goats and vipers, peregrine falcons, and rare Corsican seagulls who make their home amid rosemary bushes and stunted pine trees. Scientific-research teams are given priority for permission to land on the island, and an annual quota of 1,000 visitors strictly limits even their number.

If you're heading northwest to Siena, stray 9 km (5½ miles) west of the Via Cassia to Vescovado and then follow the signs 2 km (1 mile) south to this tiny fortified medieval borgo (village) that has been completely restored.

The 13th-century Palazzo Pretorio, on Piazza Garibaldi, is home to this fascinating museum with plenty of Etruscan artifacts. A number of displays reconstruct the nature of daily life for the Etruscans who once inhabited the hills in this area.

This museum contains Etruscan and Roman sculpture and pottery excavated from around the area. According to cognoscenti, the Etruscan collection is one of the best in Italy.

Today, quiet Buonconvento is worth a stop for a look at its tiny museum, a two-room picture gallery with more than its fair share of works by Tuscan artists such as Duccio and Andrea di Bartolo. A triptych with the Madonna and Saints Bernardino and Catherine by Sano di Pietro stands out amid other gems by Sienese painters of the 14th and 15th centuries, and Donatello tops a list of the Renaissance sculptors also represented.

In the converted convent church of San Pietro all'Orto, this museum houses a large number of medieval paintings and sculptures gathered from churches in and around Massa Marittima. Perhaps the most important piece, Ambrogio Lorenzetti's early-14th-century Maestà, was discovered in the storage room of the church in 1866.