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Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting

Piazzale Montelungo, FI Firenze, 50129

Enjoy a full-day adventure from Florence through Tuscany's Val d’Orcia, visiting Montalcino, Pienza, and Montepulciano for beautiful views, rich history, and delicious wine and cheese tastings.

Cancellation policy

Review the supplier policy below before booking.

Duration 11h 30m

Duration supplied by the experience provider.

Languages

English, Spanish

Group size

1–8 travelers

Full description

Escape Florence for a full-day journey through the heart of Tuscany’s Val d’Orcia, a UNESCO World Heritage landscape of rolling hills, vineyards, olive groves, and cypress-lined country roads. Visit three of the region’s most beautiful towns, Montalcino, Pienza, and Montepulciano, each known for its history, views, and authentic Tuscan character.

Begin in Montalcino, home of the world-famous Brunello wine, where you’ll visit a wine cellar and enjoy a tasting. Continue to Pienza, the Renaissance “ideal city,” famous for its architecture, panoramic views, and Pecorino cheese. Finally, explore Montepulciano, renowned for Vino Nobile, and enjoy another wine and Pecorino tasting inside a historic underground cellar before returning to Florence.

Itinerary

Meet your tour leader at the Tours & News Kiosk at Piazzale Montelungo Bus Terminal, located about 5–10 minutes on foot from Santa Maria Novella Train Station. Look for staff wearing a fuchsia jacket before departing Florence.

Travel through the scenic Val d’Orcia, a UNESCO World Heritage landscape famous for rolling hills, vineyards, olive groves, cypress trees, and postcard-perfect countryside views. Enjoy the beauty of classic Tuscany as you move between Montalcino, Pienza, and Montepulciano.

Visit Montalcino, a charming Tuscan hilltop town known worldwide for Brunello wine. Enjoy time to wander through its picturesque streets and admire panoramic views over the countryside, vineyards, olive groves, and cypress-lined roads.

Visit a wine cellar in Montalcino and discover one of Tuscany’s most celebrated wine traditions. Enjoy a tasting of Brunello wine and learn more about the flavors that make this area famous.

Explore Pienza, the Renaissance “ideal city” designed in the 15th century for Pope Pius II. Admire architectural landmarks such as the Duomo and Palazzo Piccolomini, enjoy panoramic views over Val d’Orcia, and taste the famous Pecorino cheese of Pienza.

Continue to Montepulciano, a beautiful hilltop town famed for its Vino Nobile vineyards, Renaissance architecture, and cinematic charm. Enjoy free time to explore its historic streets and soak in the atmosphere of one of Tuscany’s most elegant wine towns.

End the Tuscan tasting experience inside a historic underground cellar in Montepulciano. Savor Vino Nobile wine and Pecorino cheese while surrounded by the atmosphere of one of Tuscany’s most traditional wine towns.

If included in the final route, enjoy the opportunity to retrace or view the famous Gladiator’s Walk, one of the most iconic countryside scenes associated with the Val d’Orcia landscape. This is a great stop for photos and panoramic views.

Relax on the return journey to Florence after a full day of Tuscan towns, wine cellars, Pecorino cheese, and Val d’Orcia landscapes.

What’s included

Included

  • Guide
  • Round-trip transportation from Florence by air-conditioned tour vehicle
  • Expert multilingual tour leader/guide
  • Free time in Montalcino, Pienza, and Montepulciano
  • Visit to a wine cellar in Montalcino
  • Brunello wine tasting in Montalcino
  • Visit to a winery or historic cellar in Montepulciano
  • Vino Nobile wine tasting in Montepulciano
  • Cheese tasting in Pienza, including Pecorino
  • Possibility to purchase wine and cheese at competitive prices
  • Opportunity to visit or retrace the famous Gladiator’s Walk

Not included

  • Hotel pickup and drop-off

Important information

Meeting point

Piazzale Montelungo, FI Firenze, 50129

Don’t forget

Not wheelchair accessibleNot stroller accessibleNot suitable for petsInfants must not sit on lapsComfortable walking shoes are recommended

Cancellation policy

Free cancellation if cancelled more than 24 hours before start. 100% charge if cancelled within 24 hours of start.

Your host

VE

Verified Local Host

With GetExperience since 2026

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From€249.00 / person