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Val d'Orcia Road Trip: Tuscany's Most Beautiful Villages
Routes › Europe › Italy
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Val d'Orcia Road Trip: Tuscany's Most Beautiful Villages

schedule11 daysplan for pin_drop10stops directions_car~130 kmon the road flight_landFlorence (FLR)fly into

This road trip through Val d'Orcia is perfect for anyone who loves wine, nature, and a bit of history. You’ll start in Bagno Vignoni, where the thermal baths invite you to unwind. Each stop, from Monticchiello to Montalcino, offers a chance to explore quaint streets and taste local wines. The rhythm is relaxed, with each village revealing its own character, like the medieval charm of San Quirico d'Orcia or the stunning views from Montepulciano.

As you wind your way back to Bagno Vignoni, you’ll find yourself immersed in the rolling hills and vineyards that define this region. It’s a trip for those who appreciate slow travel, taking time to enjoy each moment. Whether you’re wandering through the historic streets or sipping a glass of Brunello, this route invites you to savor every experience.

Bagno Vignoni
Day 1–2

Bagno Vignoni

1 night · Travel guide
Relax at the thermal pool square and soak in the hot springs.
Things to do
Nearby: Thermal Pool Square · Parco dei Mulini · Hot Springs
Monticchiello
Day 2–3

Monticchiello

1 night · Travel guide
Explore the walled village and enjoy views from the terraces.
Things to do
Nearby: Walled Village · Panoramic Terraces · Teatro Povero
Day 3–4

San Quirico d'Orcia

1 night · Travel guide
Visit the gardens and enjoy the views at the Vitaleta chapel.
Things to do
Nearby: Horti Leonini Gardens · Collegiata · Vitaleta Chapel
Day 4–5

Pienza

1 night · Travel guide
Stroll the piazza and enjoy some delicious pecorino cheese.
Things to do
Nearby: Renaissance Piazza · Duomo · Palazzo Piccolomini · Pecorino Cheese
Day 5–6

Montalcino

1 night · Travel guide
Visit the fortress and enjoy some Brunello wine tastings.
Things to do
Nearby: Fortress · Brunello Tastings · Abbey of Sant'Antimo
Day 6–7

Montepulciano

1 night · Travel guide
Wander the noble palaces and enjoy a wine tasting.
Things to do
Nearby: Noble Palaces · Piazza Grande · Vino Nobile Cellars · San Biagio
Castiglione d'Orcia
Day 7–8

Castiglione d'Orcia

1 night · Travel guide
Explore the medieval lanes and visit the fortress.
Things to do
Nearby: Rocca di Tentennano · Medieval Lanes · Valley Views
Radicofani
Day 8–9

Radicofani

1 night · Travel guide
Visit the fortress and take in the views of Monte Amiata.
Nearby: Fortress on Rock · Views to Monte Amiata
San Casciano dei Bagni
Day 9–10

San Casciano dei Bagni

1 night · Travel guide
Explore the historic centre and relax in the hot springs.
Things to do
Nearby: Historic Centre · Natural Hot Springs · Roman Baths Dig
Abbadia San Salvatore
Day 10–11

Abbadia San Salvatore

1 night · Travel guide
Explore the ancient abbey and visit the mining museum.
Things to do
Nearby: Ancient Abbey · Monte Amiata Slopes · Mining Museum
Make this trip yours →

from ~$1,318 p.p. · a rough estimate for flights and stays; you pick the real ones

The Kiomigo promise

Make this your route

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Change any stop, any stay, any day. Even mid-trip. Only your flights are fixed.

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No group bus. No fixed program. Stay longer where it is good, skip what is not.

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Tick off what you dream of, not what the world expects.

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We travel with you and make memories together.

11 days · 10 stops from ~$1,318 p.p. Make it yours →