San Casciano stands on a hill between the Pesa and Greve valleys, on the northern edge of Chianti Classico – a lively town with an old centre, walls and wide views.
History and culture
In the Middle Ages San Casciano was fortified by Florence; parts of the walls and the clock tower can still be seen. The town's churches and its museum of sacred art hold works from several centuries.
Close by, in Sant'Andrea in Percussina, Niccolò Machiavelli spent his years in exile and wrote The Prince there in 1513.
Culinary traditions
Vineyards and olive groves alternate around San Casciano. The town is known for its food – from simple trattorias to restaurants that showcase local produce.
Not to be missed
- Historic centreThe main street with shops, cafés and small squares.
- Walls and clock towerTraces of the medieval fortifications in the middle of town.
- Churches and museumSacred art from the Middle Ages and the Renaissance.
- Sant'Andrea in PercussinaThe place where Machiavelli wrote The Prince.
Our tip
San Casciano combines well with a visit to Antinori nel Chianti Classico or a drive through the Pesa valley.
Good to know
- There are car parks on the edge of the centre.
- Many shops close at lunchtime; restaurants often reopen only in the evening.
- Current events are listed by the municipality of San Casciano in Val di Pesa.
