Siena Day Trip from Florence
A shell-shaped square, a striped cathedral and a city that stopped in 1348
A one-day drive from Florence to Siena — 184 km round trip, about 3h 13m behind the wheel, with stops, timings and where to eat already worked out.
A shell-shaped square, a striped cathedral and a city that stopped in 1348. It's a day out of Florence: 184 km of driving in total, about 3h 15m behind the wheel, and the rest of the day on your feet.
The plan below is paced so the driving doesn't eat the day: leave after breakfast, be back for the evening. Every stop can be swapped for one of three alternatives if it isn't your kind of thing.
You climb a tower over Tuscan vineyards at San Gimignano, then trade it for Siena's grand shell-shaped square and a Gothic cathedral by afte
A short drive south from Florence brings you into Chianti's edge and up to this walled tower town.
Piazza della Cisterna · San Gimignano
The medieval square at the heart of San Gimignano's famed hilltop skyline of towers.
💡 Climb the Torre Grossa nearby for the best view over the Tuscan hills.
Piazza Della Cisterna, 20, San Gimignano
Palazzo Comunale, Pinacoteca, Torre Grossa - San Gimignano Musei · San Gimignano
San Gimignano's tallest surviving tower, with a sweeping panorama over vineyards and cypress-lined hills.
💡 Buy the combined civic museum ticket to skip the extra line for the tower.
Piazza Duomo, 2, San Gimignano
From San Gimignano's towers, the drive continues to Siena's own theatrical square.
Piazza del Campo · Siena
One of Europe's greatest medieval squares, the shell-shaped stage of the Palio horse race.
💡 Sit on the sloping brick pavement for the classic view of the Torre del Mangia.
Il Campo, Siena
Just steps from the Campo, tucked down a side street, for a midday break before the cathedral.
Osteria Le Logge · Siena
A well-loved Sienese trattoria near the Campo serving classic Tuscan dishes in a historic pharmacy setting.
💡 Reserve ahead for lunch — it's small and popular with visitors and locals alike.
Via del Porrione, 33, Siena
A short walk uphill from lunch to the cathedral complex.
Siena Cathedral · Siena
A striped Gothic masterpiece with an inlaid marble floor unlike any other cathedral in Italy.
💡 Book the OPA SI Pass online to include the crypt, baptistery and Panorama del Facciatone.
Piazza del Duomo, 8, Siena
- San Gimignano centre is pedestrian-only — use the signposted lots outside the walls.
- Book Siena Cathedral's OPA SI Pass online to avoid the ticket-office queue.
- Siena's ZTL covers the whole historic centre — park in Il Campo or Fontanella garages.
- Return to Florence via the A1 to avoid extra time on rural roads after dark.
- Monteriggioni+15 km
A tiny, perfectly intact walled village with towers straight out of a medieval painting, just off the route.
- Colle di Val d'Elsa+20 km
A striking crystal-and-craft town split between a modern lower town and a dramatic hilltop old quarter.
- Certaldo Alto+18 km
Boccaccio's hometown, a red-brick hilltop borgo reachable by funicular, quieter than San Gimignano.
Make this trip your own
Plan your own road trip →This route was drafted with AI. Please double-check roads, opening hours and local conditions before you go.
Made with Roadanza
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Work it out for this route →Questions, answered
- How do I avoid a ZTL fine in Tuscany?
- Assume every walled town centre is restricted, and park outside the walls. Look for the round white sign with a red border: that is the zone boundary. If your hotel is inside a ZTL it can register your plate for the nights you stay, but only if you give them the number in advance.
- Can I do Siena and San Gimignano in one day?
- You can, and plenty of tours do, but it makes for a rushed day: roughly two hours of driving plus two hurried towns. Doing one properly, with a Chianti stop on the way back, is a better day.
- Is Cinque Terre a day trip from Florence?
- Not comfortably by car: the villages are closed to traffic and the coastal road is slow, so you'd park at La Spezia and take the local train anyway. If Cinque Terre is a priority, go by train from Florence, or stay overnight.
- When is the wine country worth it?
- September and October for harvest, May for the countryside. Most small Chianti cellars want a booking a day or two ahead: walking in works at the larger estates only. And whoever drives tastes little; plan for that.
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