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

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11 to 12 hours (approximately)
Offered in: English and 5 more

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.

What's Included

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

Meeting and pickup

Meeting point
Piazzale Montelungo

Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. You will find us in fuchsia shirts. Please make sure to arrive 15 minutes before the tour starts.

End point
This activity ends back at the meeting point.

Itinerary

Duration: 11 to 12 hours (approximately)
  • 1
    Piazzale Montelungo

    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.

    1 hour 30 minutes • Admission ticket free
  • Val D'Orcia (Pass by)

    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.

    Admission ticket free
  • 2
    Montalcino

    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.

    1 hour 30 minutes • Admission ticket free
  • 3
    Montalcino

    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.

    1 hour 30 minutes • Admission ticket free
  • 4
    Pienza

    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.

    1 hour 30 minutes • Admission ticket free
  • 5
    Montepulciano

    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.

    1 hour 30 minutes • Admission ticket free
  • 6
    Montepulciano

    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.

    1 hour 30 minutes • Admission ticket free
  • 7
    Val D'Orcia

    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.

    30 minutes • Admission ticket free
  • 8
    Florence

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

    1 hour 30 minutes • Admission ticket free

Additional info

  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • Comfortable walking shoes are recommended
Supplied by Italy Adventures

Tags

Day Trips
Wine Tastings
Full-day Tours
Bus Tours
Private and Luxury
Audio Guides
Historical Tours
Wine Tours
Car Tours
Food & Drink

Cancellation Policy

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

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