1. Italy
  2. Tuscany
  3. Siena
  4. Val d'Orcia

Pienza and Montepulciano Small Group Tour from Siena

Product ID: 47141
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Drive through a beautiful Tuscan landscape on an 8-hour tour from Siena, and see the characteristic villages of Pienza and Montepulciano, renowned for its wines. Enjoy a traditional lunch at an organic dairy farm, and tour ancient wine cellars.
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Duration: 8 hours
Starting time 9:30 AM
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  • Discover the quaint medieval hamlet of Pienza
  • Sample the noble wines of Montepulciano
  • Enjoy lunch on the terrace of a local dairy farm
  • Learn the process of making Italy's famous pecorino cheese
  • Wander among the noble palaces of Montepulciano
  • Tour one of the historic wine cellars, carved out of the landscape
  • Travel along the moonscape road of the Crete Senesi
Full description
Travel along one of the most panoramic roads in Tuscany, driving the characteristic moonscape of the Crete Senesi en route to the medieval hamlet of Pienza in the Val D’Orcia valley.

One of the first towns to be entirely planned on paper by important architects and artists of the time, Pienza was commissioned by Pope Pius II - the humanist pope - to help him renovate his native town and bring it to new splendor. A wholesome lunch, based on fresh local ingredients will be waiting on a beautiful terrace (weather permitting) at a local dairy farm. Learn about the process of making Italy’s famous pecorino cheese.

Continue in the afternoon to Montepulciano, one of Tuscany’s largest hill towns. Under the dominance of Siena in the Middle Ages, and Florence during the Renaissance, today it is renowned for its wine. See influences from both towns in the architecture and art of the historic center, located on a steep hill with beautiful views of the Tuscan and Umbrian border.

Go to the main Piazza Grande, and tour one of the many wineries, carved out of the earth below the city. Discover some of the palaces of the noble families that once lived here. After a short walk around town with a guide, enjoy some free time to taste the fabled wines, or continue to explore the palaces, churches and streets on your own.

As you follow the route of the main road downhill, imagine how hard the “Bravio delle Botti” festival must be; a competition to race wine barrels from the bottom to the top of the hill!
  • Round trip transportation by air-conditioned minivan
  • 3 course meal and pecorino cheese tasting at an organic farm
  • Cellar tour and wine tasting in Montepulciano
What’s Not Included
  • Hotel pick-up
  • Museum tickets
  • Tips and gratuities

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Meeting point

Meet at the Basilica of San Domenico, Siena

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From US$ 167.49 per person

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Tuscan Escapes by Papilio

Product ID: 47141