Pienza
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Pienza and Montepulciano Wine Tour from Siena

1. Pienza and Montepulciano Wine Tour from Siena

Enjoy a day of culture, wine, and food as you visit some of the most impressive towns and villages in Tuscany. Go to the picturesque town of Pienza, and taste world-famous wines produced in Montalcino and Montepulciano. Meet your guide in Siena and join the rest of the group to start your full-day tour. Depart Siena and transfer to a wine cellar in Montalcino. Cross gently rolling hills full of vineyards, and then sample local wines served with a delicious snack of the local produce. 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. End the tour at Montepulciano, where the stateliness of its Renaissance buildings and the refined beauty of the town's churches mix with the ancient tradition of wine making. Enjoy some free time before your return transfer to Siena by bus.

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From Siena: Pienza and Montepulciano Small-Group Tour

2. From Siena: Pienza and Montepulciano Small-Group Tour

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!

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Tuscany: Movie Sets Tour in Valdichiana Senese & Val d'Orcia

3. Tuscany: Movie Sets Tour in Valdichiana Senese & Val d'Orcia

Explore the cinematic side of Tuscany on this guided movie set tour that visits iconic film locations in Valdichiana Senese and Val d'Orcia. See where films like “The Gladiator” and “The Twilight Saga: New Moon” were filmed. Afterward, enjoy a wine tasting at an underground cellar in Montepulciano. Begin at the meeting point in Piazza Grande, Montepulciano. From there, visit the villages and hills between Valdichiana and Val d’Orcia that have been featured in your favorite films. “The Gladiator,” “The Twilight Saga: New Moon,” “The English Patient,” “Midsummer Night’s Dream,” “Heaven,” “Under the Tuscan Sun,” and “The Medici” are some of the major film sets you may recognize. Listen as your guide retraces the plots of the moments shot at these locations. At the end of the tour, enjoy a wine tasting of Vino Nobile di Montepulciano DOCG at an underground cellar in the historic center of Montepulciano. Tour the cellar as you sip your wine.

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Tuscany: Full-Day Wine Tour with Tastings

4. Tuscany: Full-Day Wine Tour with Tastings

Begin your wine tour with a pickup from your accommodation and head to your first winery in Brunello. Once there you will enjoy samples of Brunella, Riserva, and Supertuscan wines at this historic winery. Following that, head to the second winery and learn about the family-run establishment including exactly what makes it one of the most famous wineries in the area.  Take a break from wine and continue on to Pienza. Referred to as the "pearl of Valdorcia", Pienza is known for pecorino cheese. You'll also visit the city center and take a scenic walk, with the opportunity to visit local boutiques for a quick cheese tastings at your disposal. You'll later end your wine tour with a visit to the village of Montepulciano. There you will make your way underground to a wine cellar enjoy a delicious lunch consisting of typical Tuscan products,paired with Nobile di Montepulciano wines. Following your lunch, you'll return back to your accommodation.

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What people are saying about Pienza

Overall rating

4.1 / 5

based on 123 reviews

Lovely tour that I enjoyed a lot. Elena was a great tour guide. She explained well, was super friendly and met all our needs perfectly. Pick-up with a good Mercedes van was slightly late due to traffic, but the time was added at the end of the day. We had lovely photo stops, and in addition to the description on getyourguide we visited the nice small village Chiusure for a drink and a short walk. Lunch was in a lovely spot, the cheese for starters really good, pasta and dessert just fine. My only suggestion would be slightly more time in Pienza where I took the tour of the palace (not included) and thus had little time for the city itself. P.S.: I enjoyed my hike along the Elsa and my visit in Colle the other day. Thanks for the help and for the lovely tour, Elena!

It was a great experience discovering wonderful places. The guide was thorough and kind. I recommend the tour to those who do not have a car and want to visit more places in a short time. We came back tired but happy.

I loved this trip! It was very worth the money! I wish there was more wine tasting however. I was expecting to visit several vineyards, but only wen't to one.

Excellent wine tasting in Montalcino!!!! Lucia’s knowledge of wine and history was enlightening!!! Best tasting ever.

Highlight of our trip Georgia was knowledgeable and entertains and a perfect host and teacher.