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Tuscany Cities and Regions


This inspiring, maze-like city is known for its beautiful architecture – the shell-shaped Piazza del Campo, a UNESCO World Heritage site (and an ideal place for people-watching) is a prime example.


Tuscany's picturesque capital is an art-lover’s paradise. Here you’ll see Michelangelo’s “David,” the celebrated Duomo (cathedral), and Ponte Vecchio (the oldest bridge in Florence). See our Florence Travel Guide


The attractive, peaceful hilltown of Arezzo offers the Tuscan countryside experience minus the high price tag and the crowds. Must-visit towns include Cortona and Citta di Castello.

San Gimignano

Known as the "city of beautiful towers," the domineering skyline can be seen protruding through the hills from afar. Winsome shops overflow with local olive oil, vinegars, salamis, and wines.

Val d’Orcia

Artists have found inspiration in this beautiful region with its signature cypress-lined roads. Seek out the picture-perfect towns of Montepulciano, Pienza, Montalcino, and adorable Monicchiello.


Lucca is Tuscany’s best-kept secret. Within the city’s magnificient walls lie a grid of streets that betray its Roman origins. Outside are verdant hills and beaches.


This lively university city is frequented for its famous leaning tower (the baptistery and Roman cathedral in the same square are also worth visiting).


Head to south Tuscany where the Chianti hills rise and fall. Characterized by its clay soil, this area is birthplace to the well-respected Chianti wines.


As one of the Mediterranean's main ports, and the largest commercial harbor in Italy, this city is abundant in fresh seafood. Take the ferry to nearby Elba for miles of beaches, forest, and mountainous coast.

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