Private Pienza And Montepulciano Half-Day Trip From Siena

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Tour Information

Key Details

  • Mobile Voucher Accepted
  • Hotel pickup Available
  • Free Cancellation
  • Duration: 6 Hrs
  • Language:
  • Departure Time :
    1:00 PM Hotel pickups commence prior to this time
  • Departure Details :
    Your Siena accommodation
  • Return Details :
    Returns to the start point
  • Cancellation Policy :
    For a full refund, cancel at least 24 hours in advance of the start date of the experience. Tours booked using discount coupon codes will be non refundable.


Join this tour in the splendid scenery of the Orcia Valley, to discover its two main villages of Pienza and Montepulciano, and the local food products.


  • Free hotel pickup and drop-off included
  • Private tour is operated with just your party and a guide/driver

Know More about this tour

Rolling hills and green valleys characterize the Orcia Valley, unique scenery of nature and picturesque villages, since 2004 recognized World Heritage Site by UNESCO, for the excellent state of preservation of the landscape.

After an introduction to the village ofBuonconventowe meet in Cassia Street on the way to the south, we will visit the Renaissance center of Pienza, defined the 'ideal city' for the harmonious combination of its architectural treasures. Pienza is a real art jewel, where you can walk among artisan laboratories and shops of local food products.

The richness and variety of the landscape, in fact, are not the only elements that characterize this territory; the food and wine production is one of the strengths of this area, known in particular for the Pecorino cheese that you will taste in a typical shop which which still produces following old recipes but using advanced techniques and equipment.

The tour will end in Montepulciano, a beautiful medieval town from which you can admire stunning views over the surrounding countryside: in the histoircal center you will visit a typical winery and you will be guided in the tasting of the famous Nobile di Montepulciano.


Hotel pickup and drop-off

Private driver

Transport by air-conditioned minivan

Tastings of pecorino and wine



Licensed guide

Additional Info

Confirmation will be received at time of booking

Children must be accompanied by an adult

Minimum drinking age is 18 years

A minimum of three people per booking is required

Note that the driver will give historical information as you travel but cannot legally guide a city or monument tour; if you would like a licensed guide, make a note in the 'Special Requirements' box when you book and the local operator will contact you with supplement details

This is a private tour/activity. Only your group will participate

Traveler Reviews

  • 06-Oct-2017

    Angela was an amazing tour guide. Her knowledge about wine really helped us understand Italy through this important lens. We also saw some amazing little towns along the way. She picked great spots was totally flexible when we had other ideas. Highly recommend!

  • 05-Oct-2017

    Thoroughly enjoyed the stop at Pienza and most especially the tour of the wine cellar in Montepulciano! We liked the wine so much we had some shipped home!

  • 15-Aug-2017

    Didn't get what we paid for , just hire a car

  • 08-Jun-2016

    My wife and two daughters went on this excellent excursion through the Tuscan hills to Pienza and Montepulciano. Our friendly and knowledgeable guide and driver Carolina picked us up at our hotel and took us through some beautiful countryside. Conversation was easy and she readily answered our questions about the places and things we were seeing. She gave us some history of Pienza and left us to explore the hilltop town at our own pace and choosing. Even though the weather was rainy off and on there were still good views and many interesting shops and buildings to explore. We finished with a snack and a glass of wine in a nice little cafe and then proceeded on to Montepulciano. Again more interesting views and then a tour and wine tasting at the Talosa winery. Excellent wine to be sure and the tour was informative and entertaining exploring the natural underground cellars and cave. I would highly recommend this tour for a fun and relaxing afternoon in the area around Siena and thanks again to Carolina.