🍷Città del Vino in Tuscany

Massa Marittima

Province: Grosseto · 380 m

A medieval mining town at 380 meters in the Colline Metallifere, free commune from 1255 to 1337, whose cathedral holds the relics of San Cerbone.

Montalcino

Province: Siena · 564 m

• 🍷Brunello di Montalcino DOCG

A walled hill town at 564 meters above the Val d'Orcia, the last fortress to hold out for the Sienese Republic and the birthplace of Brunello.

San Casciano dei Bagni

Province: Siena · 582 m

A hilltop borgo at 582 meters above 42 hot springs that produced the largest Etruscan bronze hoard of the last fifty years.

Manciano

Province: Grosseto · 444 m

A market town at 444 meters in the southern Maremma, with a Sienese fortress of 1424 and the thermal frazione of Saturnia in its territory.

Suvereto

Province: Livorno · 127 m

A stone borgo at 127 meters above the Val di Cornia, named for the cork oaks of its forests and ruled from the Rocca Aldobrandesca since 973.

Campiglia Marittima

Province: Livorno · 231 m

A walled hilltop borgo above the Val di Cornia, where the Rocca tower watches a mining landscape worked from the Etruscans to 1976.

Capalbio

Province: Grosseto · 217 m

A walled hilltop borgo at 217 meters in the southern Maremma, donated to the Abbey of Tre Fontane by Charlemagne and home of Niki de Saint Phalle's Tarot Garden.

Castelnuovo Berardenga

Province: Siena · 351 m

• 🍷Chianti Classico DOCG

A Chianti Classico commune at 351 meters between the Ombrone and the Crete Senesi, the last castle Siena built against Florence, in 1366.

Castiglione d'Orcia

Province: Siena · 540 m

A stone borgo at 540 meters in the UNESCO Val d'Orcia, first recorded in 714, with two fortresses guarding the road from Amiata to the Via Francigena.

Montepulciano

Province: Siena · 605 m

• 🍷Vino Nobile di Montepulciano DOCG

A Renaissance hill town at 605 meters on a limestone ridge, where Vino Nobile is aged in vaulted cellars beneath the palazzi of Piazza Grande.

Piombino

Province: Livorno · 21 m

A promontory port facing Elba across the channel, founded by refugees from Etruscan Populonia and now the Tuscan archipelago's ferry capital.

San Gimignano

Province: Siena · 334 m

A walled hill town at 334 meters with 14 surviving medieval towers, UNESCO listed since 1990 and the home of Vernaccia.

Castagneto Carducci

Province: Livorno · 194 m

A hilltop borgo at 194 meters above the Costa degli Etruschi, renamed for the poet Carducci in 1907 and the home of Bolgheri and Sassicaia.

Castellina in Chianti

Province: Siena · 578 m

• 🍷Chianti Classico DOCG

A Chianti hill town at 578 meters on the watershed between the Arno and the Ombrone, with an Etruscan tumulus, a Brunelleschi-reinforced wall and a covered medieval walkway around its edge.

Cetona

Province: Siena · 384 m

A medieval borgo at 384 meters below Monte Cetona, sold by Cosimo I to the Vitelli in 1556 and the centro storico still shaped by their fortress reconstruction.

Montescudaio

Province: Pisa · 242 m

A fortified hill borgo at 242 meters above the Val di Cecina, named for a mountain of shields, with DOC wine since 1977 and bread, oil and grape all stamped in its identity.

Murlo

Province: Siena · 314 m

A medieval bishops' fief twenty kilometers south of Siena, with an Etruscan princely palace on Poggio Civitate and the Cappellone statue as its symbol.

Peccioli

Province: Pisa · 144 m

Borgo dei Borghi 2024 in the Valdera hills, a medieval village that funded a public contemporary-art program with revenue from its landfill plant.

Pitigliano

Province: Grosseto · 313 m

The Little Jerusalem of southern Tuscany, carved into a tuff spur in the Maremma, where the houses, the synagogue and the streets are all cut from the same volcanic rock.

Rapolano Terme

Province: Siena · 334 m

A Sienese thermal town in the Crete Senesi, 38-degree calcium-sulphur waters and travertine quarries that supplied the Pienza Duomo and Montepulciano's San Biagio.

Siena

Province: Siena · 322 m

The medieval rival of Florence at 322 meters on three hills, with a shell-shaped piazza where seventeen contrade race bareback horses twice a year.

Carmignano

Province: Prato · 189 m

A Medici village at 189 meters on the Montalbano slopes, where Pontormo's Visitation hangs in the parish church and Etruscan tumuli sit below the Renaissance villas.

Castiglion Fiorentino

Province: Arezzo · 342 m

A walled hill town at 342 meters between Arezzo and Cortona, where Etruscan walls support the medieval Cassero and Vasari's loggia frames the Val di Chiana below.

Chiusi

Province: Siena · 398 m

The Etruscan city of King Porsenna at 398 meters above the Val di Chiana, with one of Italy's major Etruscan museums and tunnels carved beneath the streets.

Vinci

Province: Firenze · 97 m

The hill town on Montalbano where Leonardo was born in 1452, with a ship-shaped castle that now holds his machines.

Montecarlo

Province: Lucca · 163 m

A walled hill village at 163 meters above the Lucca plain, founded by Emperor Charles IV in 1333 and named for him, surrounded by twenty wineries.