17/05/2026
Het mooie Toscane!🇮🇹 droom weg bij al dat moois en lekkers. 10 geweldig mooie stops om vanuit Il Nostro Nido te ondernemen.
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Tuscany Road Trip: 10 Beautiful Stops to Add to Your Itinerary
This is one of the most beautiful road trip routes in Tuscany, starting and ending in Florence.
1. Florence
Start in Florence, because this is where Tuscany often begins for travelers.
The Duomo, Ponte Vecchio, Uffizi, Palazzo Vecchio, Santa Croce, and the view from Piazzale Michelangelo are all worth your time. But do not treat Florence only as a checklist. Walk early in the morning, before the crowds, and you will feel why this city shaped the Renaissance.
Florence is also a perfect base before renting a car and heading into the countryside.
2. Lucca
Lucca is one of the easiest towns to love.
It is calm, elegant, and surrounded by Renaissance walls that you can walk or cycle on. Inside, you will find quiet streets, churches, small shops, and Piazza dell’Anfiteatro, one of the most charming squares in Tuscany.
Lucca does not overwhelm you. It lets you breathe.
3. Pisa
Most people come to Pisa for the Leaning Tower, but the real beauty is the whole Piazza dei Miracoli.
The tower, cathedral, baptistery, and Camposanto together create one of the most impressive monumental spaces in Italy. You do not need a full day here, but it is absolutely worth stopping, especially if it is your first time in Tuscany.
Just go early if you want to avoid the biggest crowds.
4. San Gimignano
San Gimignano is famous for its medieval towers, and when you see the skyline from the road, you understand why.
It looks almost unreal, like a town frozen in the Middle Ages. The streets can get busy during the day, but the town is still beautiful, especially in the morning or late afternoon.
Climb a tower, wander the side streets, and take your time looking out over the countryside.
5. Volterra
Volterra feels different from the more polished Tuscan towns.
It has Etruscan roots, Roman ruins, medieval walls, alabaster workshops, and a strong, dramatic atmosphere. It is less “perfect postcard” and more ancient, quiet, and powerful.
If you like towns with layers of history and fewer crowds, Volterra deserves a place on your route.
6. Siena
Siena is one of the greatest stops in Tuscany.
Piazza del Campo is unforgettable, and the Duomo is one of the most beautiful cathedrals in Italy. But Siena is not just about monuments. It has its own identity, its own pride, its own rhythm.
It feels more medieval than Florence, and in many ways more intimate.
Give it enough time. Siena is not a place to rush through.
7. Val d’Orcia
This is the Tuscany many people dream about.
Rolling hills, cypress roads, stone farmhouses, soft light, and landscapes that look almost painted. Val d’Orcia is not just one town. It is a whole area to drive through slowly.
Stop often. Take the small roads. Let yourself get distracted.
That is the point.
8. Montepulciano
Montepulciano is a beautiful hill town known for wine, views, and elegant stone streets.
It is famous for Vino Nobile di Montepulciano, but even if you are not there for wine, the town itself is worth visiting. Walk uphill through the historic center, reach Piazza Grande, and enjoy the views over the countryside.
This is one of those places where the climb is part of the experience.
9. Cortona
Cortona sits high above the valley, with views that seem to stretch forever.
It has Etruscan history, steep streets, churches, small restaurants, and a slower rhythm than some of the more crowded Tuscan towns. It is a good stop if you want a classic hill-town atmosphere with strong character.
Wear comfortable shoes. Cortona makes you work a little.
10. Chianti
End with Chianti, because no Tuscany road trip feels complete without vineyards.
This is the land of wine roads, olive groves, stone villages, and long lunches. Places like Greve in Chianti, Panzano, Castellina, and Radda are all worth considering, depending on your route.
The best part of Chianti is not only the wine.
It is the drive between the stops.
Final thought
The beauty of a Tuscany road trip is not only in the famous places.
It is in the road between them.
The cypress trees. The old farmhouses. The sudden view after a curve. The tiny village you did not plan to stop in. The lunch that lasts longer than expected. The golden light before sunset.
Florence gives you the art.
But the road gives you Tuscany.
My advice: do not try to do all of this in one day. This route is best over several days, especially if you want to enjoy it properly. Pick fewer stops, drive slowly, and let Tuscany do what it does best.
