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Experience

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

4.94(35)Val d'Orcia· Cypress hills · wine townsEnglish, Italian, Spanish4 options

Experience the heart of Tuscany on a private journey through Val d’Orcia, chauffeured by your personal driver. Relax and enjoy the ride through rolling hills, cypress-lined roads, and storybook villages. Your first stop is Montalcino, home of the world-famous Brunello wine. Explore its cobbled streets, wine shops, and Romanesque churches. Continue to Pienza, a hilltop Renaissance gem offering sweeping views over the valley. Reimagined by Pope Pius II, it’s known for its harmony, beauty, and delicious Pecorino cheese. Along the way, stop at the iconic Chapel of the Madonna di Vitaleta, one of Tuscany’s most photographed landmarks, perfectly framed by cypress trees in an unforgettable setting. Then, visit the nearby fields featured in Gladiator, where Russell Crowe’s character walks through golden wheat toward his home. End your day in Montepulciano, famous for its Vino Nobile and elegant Renaissance charm. Discover Tuscany’s soul through its landscapes, flavors, and timeless beauty.

Languages
English, Italian, Spanish

What's included

Air conditioning and USB charger on board
Expert Professional Driver at your full disposal for 10 hours
Dedicated office support available before, during, and after the tour for any assistance.
Commentary on board
Door to door Hotel pickup and drop-off
Flexible itinerary with the option to customize your experience by adding optional services
Bottled water
Independent sightseeing of Montalcino, Pienza, and Montepulciano
Photo stops along the route to capture Tuscany’s most stunning landscapes
Direct access to the historic centre of UNESCO Listed Art Cities
Fully-fitted Mercedes vehicle with Free Wifi on board

Meeting point & pickup

Your private driver will pick you up directly at your hotel or apartment in Florence (if centrally located)

Cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

Choose a tour option · 4

4 versions of this tour. Pick a date to see prices, start times and what's still open.

English Tour with Wine Tasting
Montalcino's Brunello Tasting: Choose this option to enhance your private tour with an exclusive tasting of the world-famous Brunello di Montalcino. Pickup included
Private tour in English
Pickup included
Spanish Tour with Wine Tasting
Montalcino's Brunello Tasting: Choose this option to enhance your private tour with an exclusive tasting of the world-famous Brunello di Montalcino. Pickup included
Private tour in Spanish
Pickup included

Where you'll be

from€545.00/person
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Around Val d'Orcia

Places worth planning around while you're in the area.