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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 tra...

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

  • 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 cent...

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

  • Cortona, Montepulciano & Pienza Unguided Tour

    3. Cortona, Montepulciano & Pienza Unguided Tour

    Discover the charm of the three most beautifully quaint towns in Tuscany with a visit to Cortona, Montepulciano, and Pienza. Begin in Cortona, where you can walk through the perfectly preserved medieval town center. 

    Discover the Convent de Le Celle, a 13th-century Franciscan convent just outside of town where St. Francis of Assisi is thought to have lived part of his life and made famous by the film Under the Tuscan Sun. Continue to Montepulciano, which was founded by the Etruscans in the fourth century BC. 

    Pienza was first mentioned in documents from the 9th century. Explore the small town’s cathedral, which dominates the center of the piazza, and boasts a facade that is one of the earliest designed in the renaissance style. Although the tripartite division is conventional, the use of pilasters and columns, standing on hig...

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What people are saying about Pienza

Overall rating

4.6 / 5

based on 145 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!

At september 14 morning the bus pick up us (was late like 30min, they arrived from Florance, i guess the traffic was crazy) Had a wonderful day with our tour guides- she was soooo informative and spoke 3languages- first stip Montalcino. Drinking wine, had a little.... little! snack. Than heading to Pienza. Try some pecorino there,goes around the town(we had like 40-50 minutes) :( and travelling to our last stop to Montepulciano. Over all, trip was fine, good weather, nice wines (take food with you or prepare yoursef to eat quick at these towns’ reastaurants) Thanks for everything!

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.