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From Florence to Siena along the Via Sanese

Hiking along historical trails in the Val di Pesa and Chianti areas

On their travels to Rome, old time Florentines often used the Via Sanese, a path that still connects Florence and Siena. Across the centuries, this special itinerary has spotlighted secondary roads and trails that eventually merge with the tuscan stretch of the Via Francigena

The Via Sanese crosses the Val di Pesa and the Chianti areas and goes through renowned towns and hamlets such as San Casciano in Val di Pesa, Badia a Passignano, San Donato in Poggio and Castellina in Chianti. In a few words, stunning landscapes and glimpses of food & wine, cultural and historical treasures are guaranteed on the way!

A brief history of the Via Sanese

Around the 13th century the Trans-Apennine road connecting Bologna to Siena (and eventually Rome) grew in importance, as pilgrims and merchants coming from the north-eastern part of Italy preferred to travel throughout the Mugello and Pesa valleys rather than going through the Cisa Pass.

As a consequence, Florence became one of the mandatory rest-stops for the northeners on their way to Rome and the Via Sanese became one of the most important roads connecting the (at the time to-be) Cradle of the Renaissance to the other parts of both Tuscany and the Italian peninsula. 

5 legs and (roughly) 90 kilometres
Castellina in Chianti
Castellina in Chianti

The path of the Via Sanese is characterised by both paved and gravel roads and runs across a mostly hilly landscape. Here are the departure and arrival points of the sections:

  • 1st leg: Porta San Miniato (Florence) - Sant'Andrea in Percussina
  • 2nd leg: Sant'Andrea in Percussina - Montefiridolfi
  • 3rd leg: Montefiridolfi - San Donato in Poggio
  • 4th leg: San Donato in Poggio - Castellina in Chianti
  • 5th leg: Castellina in Chianti - Uopini (Siena)

All of the legs are easy to moderate difficulty hikes and can be covered in a total of 5 days. Find out more on movimentolento.it (click here for the legs 1 to 3, and here for the legs 4 and 5).

Trekking and Outdoor