The ancient hill-top town of Certaldo can be reached by cable railway from the modern city that developed at the feet of the historical centre. The typical warm colours of the old city, which is surrounded by walls, is given by the red bricks of its medieval buildings. Its origins date back to the Etruscan-Roman period. It was the birthplace of the famous Italian poet Giovanni Boccaccio, who died there in 1375.
The Palazzo Pretorio or Palazzo del Vicario is the most interesting building in town. It was rebuilt in the fifteenth century, when a portico and coats of arms were added to the original fašade. The picturesque street leading to Porta del Rivellino is sided with typical medieval houses. To be noted the small suggestive Romanesque cloister annexed to the Church of Saints Iacopo and Filippo.