Day trip

From Siena: Val D'Orcia Wine Tour

Activity provider:My Tour in Italy
Day trip

From Siena: Val D'Orcia Wine Tour

Activity provider:My Tour in Italy
Likely to sell out

From US$ 91.02 per person

Likely to sell out

Taste the flavors of Tuscany on a full-day sightseeing tour of Pienza and Montepulciano from Siena. Cross rolling hills full of vineyards, and visit a winery to sample local wines paired with snacks.

About this activity

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Duration 10 hours
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Live tour guide
English, Portuguese, Chinese, Italian, Spanish


  • Treat your taste buds to Tuscan food and wines
  • Explroe Pienza in the historical region of Val d'Orcia
  • Drive across the rolling hills and vineyards of Tuscany
  • Learn about wine making traditions from a guide
  • Admire medieval castles and historic hillside towers
Full description

Enjoy a day of culture, wine, and food as you visit some of the most impressive towns and villages in Tuscany. Meet your guide in Siena and join the rest of the group to start your full-day tour. Explore Montepulciano, where the stateliness of its Renaissance buildings and the refined beauty of the town's churches mix with the ancient tradition of winemaking. Cross gently rolling hills full of vineyards, and then sample local wines served with a delicious snack of the local produce. Enjoy some free time in this magnificent village.

Continue to Pienza to discover the “Touchstone of Renaissance Urbanism.” Considered an artistic jewel of the landscape of Val d’Orcia, Pienza is a perfect combination of architectural beauty and harmony. 

Most of the lanes bearing impressive names overlook the breathtaking landscape of the Val d’Orcia. Unique smells and flavors are entwined with this natural and artistic heritage. Pienza’s most renowned tradition is pecorino cheese.

Enjoy the end of the tour by walking through the streets of the village before your return transfer to Siena by bus.

  • Guide
  • Transportation by air-conditioned GT coach or minivan
  • Local wine tasting
  • Tasting of typical Tuscan products
  • Tips
  • Lunch
Not suitable for
  • People with mobility impairments

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Meeting point

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Important information

Know before you go

  • You will have to climb and descend stairs
Customer reviews

Overall rating

4.1 /5

based on 228 reviews

Review summary

  • Guide
  • Transportation
  • Service
  • Organization

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This is a great option for those without a car! This small group tour first stops at a winery, where you get to go down into the cellar cave to try multiple red wines. You then stop at two different picturesque towns and get time to explore on your own. Before you each stop, our guide gave us the history of the town and recommendations of what to see and do. The ride itself was very comfortable in a new luxury van.

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April 16, 2023

Was a great tour … excellent guide.. Luciano I think his name was … and bus driver great and careful … enjoyed wine tasting and Pienza was great … thunk abit of “ direction” in Montopulciano would have been great .. eg the deep underground cellars of Taluso are a “ must” visit …

October 2, 2022

Pretty good your, couple things could be better. The winery tour and wine sampling was terrific, very informative, nice selection of wines and education, along with cheese, meat, bread nibbles, which was delicious. There was then a stop and free time in Pienza which was quite nice and plenty of time to get lunch and stroll this charming, curated town. This visit to Montepulciano could have been better, in that we weren’t given any wine or sampling at all from one of the most famous of the Tuscan wine regions. Just let loose to explore without any explanation of where to find the main shopping street, which was not nearby, and I only found it after I paid another 8 euro to take a local red bus tour., and then had no time left to shop. No wines to try unless you found your own. That part was tremendously disappointing in an otherwise good trip. I could have fine without the annoying music on the bus, but otherwise the guide was pretty good and the driver got us there and back on time.

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September 12, 2022

Product ID: 60232