Tuscany from Rome: Montepulciano, Pienza, Wine and Cheese Tasting

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

Escape Rome for a full-day journey into Tuscany’s Val d’Orcia, where rolling hills, vineyards, and Renaissance hilltop towns create one of Italy’s most iconic landscapes. Visit Montepulciano, famous for Vino Nobile, and enjoy free time before entering a historic 16th-century underground wine cellar carved into tuff rock for a tasting of 3–4 local wines.

Continue to Pienza, a UNESCO World Heritage Site known for Renaissance beauty, panoramic countryside views, and celebrated Pecorino cheese. With time to explore both towns, enjoy wine tasting in Montepulciano, cheese tasting in Pienza, and a comfortable journey through the Tuscan countryside, an easy and memorable way to experience classic Tuscany from Rome.

What's Included

Visit to a historic wine cellar in Montepulciano
Round-trip transportation from Rome by air-conditioned tour vehicle
Tasting of various local wines, including Vino Nobile
Expert multilingual tour leader/guide
Free time in Montepulciano
Scenic journey through Tuscany’s Val d’Orcia
Tasting of local cheeses
Free time in Pienza
Hotel pickup and drop-off

Meeting and pickup

Meeting point

In front of the Obelisk located right in the middle of the Square

End point
This activity ends back at the meeting point.

Itinerary

Duration: 12 hours (approximately)
  • Piazza del Popolo (Pass by)

    Travel comfortably by fully equipped vehicle from Rome and begin your full-day journey toward Tuscany. Relax as the city fades into the countryside and the landscapes of Val d’Orcia, vineyards, and rolling hills come into view.

    Admission ticket free
  • 1
    Val D'Orcia

    Travel through the scenic Val d’Orcia, one of Tuscany’s most iconic countryside landscapes, known for rolling hills, vineyards, cypress-lined roads, and Renaissance hilltop towns. Enjoy the views as you make your way toward Montepulciano and Pienza.

    2 hours Admission ticket free
  • 2
    Montepulciano

    Visit Montepulciano, a beautiful Renaissance hilltop town famous for its Vino Nobile wine. Enjoy free time to walk through its charming streets, admire the historic architecture, and soak in the atmosphere of one of Tuscany’s most celebrated wine towns.

    3 hours Admission ticket free
  • 3
    Cantina Fattoria della Talosa

    Descend into a historic 16th-century underground wine cellar carved into tuff rock beneath Montepulciano. Discover the atmosphere of ancient brick vaults and wine barrels before enjoying a tasting of 3–4 local wines, including Vino Nobile di Montepulciano.

    2 hours Admission ticket included
  • 4
    Pienza

    Continue to Pienza, a UNESCO World Heritage Site known as an ideal Renaissance city. Enjoy free time to explore its harmonious streets, admire panoramic views over the Val d’Orcia countryside, and experience the town’s famous cheese tradition with a local cheese tasting.

    3 hours Admission ticket free
  • 5
    Rome

    After a day of Tuscan landscapes, hilltop towns, wine, cheese, and Renaissance beauty, relax on the return journey to Rome by GT coach. The tour ends back in Rome after a full-day experience in classic Tuscany.

    2 minutes Admission ticket free

Additional info

  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • Please note that this is a shared group tour, not a private tour. The type of vehicle used may vary depending on the number of participants. We always prioritize guest comfort, and all vehicles are air-conditioned for a pleasant journey.
  • At lunch a vegetarian menu is available upon request. Please inform us in advance of any food allergies or intolerances so we can do our best to accommodate you during the tour.
Supplied by Tuscan Experiences

Tags

Day Trips
Wine Tastings
Full-day Tours
Bus Tours
Private and Luxury
Audio Guides
Historical Tours
Wine Tours
Food & Drink
Spring Break
Short term availability

Cancellation Policy

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

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