San Gimignano
Set high on a hilltop, San Gimignano’s 14 medieval towers make for a gorgeous landscape and superb panoramas for those that venture to the top. Inside its walls you’ll find winding lanes, artisan workshops and cosy trattorias.
Pienza
Pienza has some of the best views in Tuscany, overlooking the rolling hills of the Vall d’Orcia. This tiny town also has its fair share of shops selling pecorino romano, a parmesan-like cheese that originates here.
Siena
This lively city is centred around Piazza del Campo, which is considered one of the most beautiful squares in Europe. Throughout the city you’ll find reference to the 17 contrade that compete in the famous palio, each has its own flag, church and ceremonial fountain.
Montepulciano
This picture-perfect town is surrounded by vineyards and olive groves, and is home to beautiful Renaissance architecture, medieval buildings and authentic restaurants.
Lucca
Encircled by 16th Century walls, this little city combines some of the best aspects of Tuscany. Expect ancient towers and white-marble churches centred around Piazza dell’Anfiteatro where you’ll find charming cafés.
