Trip ideas · Siena, Val d'Orcia, Orvieto and Perugia–Assisi

Siena, Val d'Orcia, Orvieto and Perugia–Assisi: a One-Week Road Trip in Italy

Checked 8 October 2026 against each tourism board's, city's and operator's own page · skynomad

Day by day

Most hours at the wheel in a day No limit3 hours4 hours5 hours6 hours

Kilometres and hours are motorway estimates between the cities named, without stops or traffic. Where you sleep in a smaller place nearby, the real place and its distance are given.

1. Day 1

   Florence → Siena 88 km · about 1 h 20 driving

   Medieval city on the Chianti side of the loop; first two nights. Source

2. Day 2

   A day out from Siena No long drive

3. Day 3

   Move on, staying near Siena Driving way to Pienza (Val d'Orcia)

   Renaissance hill town in the Val d'Orcia, a UNESCO World Heritage landscape. Source The place itself: Pienza (Val d'Orcia).

4. Day 4

   Siena → Orvieto 131 km · about 1 h 45 driving, plus the way back from Pienza (Val d'Orcia)

   Umbrian hill town on its tufa cliff, just off the A1. Source

5. Day 5

   Orvieto → Perugia 83 km · about 1 h 35 driving

   Umbria's capital; Assisi (Calendimaggio) and Spello (Infiorate) are nearby day trips. Source

6. Day 6

   A day out from Perugia No long drive

7. Day 7

   Perugia → Florence 157 km · about 2 h driving

   Last night back in Florence before returning the car.

8. Day 8

   Return the car in Florence No long drive

Why go in May

• Calendimaggio di Assisi: spring festival with the Parte de Sopra and Parte de Sotto contesting in medieval costume: 6–9 May 2026; 2027 dates not published yet. Source
• Infiorate di Spello: flower carpets laid overnight for Corpus Domini: 6–7 June 2026; 2027 dates not published yet (Corpus Domini moves every year). Source

What to watch for

• Florence ZTL (camera gates). Summer night ZTL on Thu/Fri/Sat (Summer night ZTL from the first Thursday of April to the first Sunday of October, Thu/Fri/Sat nights 23:00–03:00 (Comune rule; page example year 2022)). Source
• Florence ZTL: official service page (permits, current hours) (all year). Source
• Siena ZTL: daily permits are issued by Siena Parcheggi, the city's parking company; ask your hotel before you drive in (all year). Source
• Perugia ZTL: hotel guests may drive in; the hotel gives a daily sign for the car (all year). Source
• Orvieto ZTL on Corso Cavour / Teatro Mancinelli: active 24 hours a day, every day (all year). Source

What the week costs to drive

Not included: A1 Firenze–Chiusi/Orvieto (Autostrade per l'Italia) (operator); hotels, food and parking. For your own car and exact days, use the trip cost calculator.

The rules on this route

Driving in Italy

Use this route in my plan to get every vignette, zone, kit rule and deadline for these countries in one checklist, with dates. The speed limits and sign words pages can then show only these countries.