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Pienza & Montepulciano Private Wine Tour
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Pienza & Montepulciano Private Wine Tour

5.0(5 reviews)
8 hour(s)
English (United Kingdom)
Pienza, Italy

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  • Explore UNESCO listed Val d'Orcia
  • Visit the crypt and labyrinth
  • Panoramic Views at the Church of San Biagio in Montepulciano
  • Discover seven historic buildings and the Well of Love
  • Prestigious Wine Tasting of Montepulciano’s renowned wines
  • Personalized Experience with the option for a vegetarian menu

Discover the Hidden Underground Wonders of Pienza and Montepulciano on a Private Tour


Embark on a full-day private adventure through the stunning Val d'Orcia, a UNESCO World Heritage site celebrated for its breathtaking natural beauty and artistic heritage. Your journey begins with a convenient pickup from your accommodation, setting the stage for a day of exploration in the historic towns of Pienza and Montepulciano. These cities are not only famous for their surface-level charm but also for the mysterious and fascinating underground attractions that lie beneath their ancient cobblestone streets.


In Pienza, you will explore the hidden crypt and labyrinth, gaining a unique perspective on the architectural history of this Renaissance gem. As you stroll along charming lanes like the Via del Bacio, you will understand why this town is considered a perfect combination of harmony and beauty. The panoramic views of the surrounding valley provide a constant reminder of the natural splendor that makes this region one of the most beloved landscapes in all of Italy.


The tour continues to Montepulciano, where you will first enjoy a spectacular view from the Church of San Biagio, a masterpiece of Renaissance design. Afterward, you will descend into the underground city, a complex network that connects seven historic buildings and features the legendary Well of Love. This subterranean exploration reveals a different side of the city, showcasing the ingenuity and historical depth that have shaped the lives of its inhabitants for many centuries.


Your day concludes with a prestigious wine tasting, allowing you to sample the famous local vintages that have made Montepulciano a household name among wine enthusiasts. This private tour is fully customizable, with vegetarian options available to ensure a comfortable and personalized experience for every guest. By combining history, nature, and world-class wine, this excursion offers a complete and unforgettable immersion into the authentic spirit of the Tuscan countryside and its most iconic artistic jewels.

What's Included
  • Pick up and drop off at the Hotel
  • English speaking driving
  • Visit the Crypt of Pienza and explore two levels of the Underground Labyrinth
  • Entrance and visit to the Underground City of Montepulciano with wine tasting included
  • Stop at the Church of San Biagio di Montepulciano
  • Lunch
What's Not Included
  • Extras
Price start from

$ 1808.42

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Activity Provider: My Tour in Italy

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Explore More Pienza & Montepulciano Private Wine Tour
Explore More Pienza & Montepulciano Private Wine Tour
Explore More Pienza & Montepulciano Private Wine Tour
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Day In a City

Explore More Pienza & Montepulciano Private Wine Tour

Discover the wonders of Pienza, Italy with this unforgettable experience. Enjoy a private full day tour of Pienza and Montepulciano in the UNESCO listed Val d'Orcia. Discover the charm of these towns, including their unique underground sites, with a morning pickup from your accommodation. Highlights of your tour include: Explore UNESCO listed Val d'OrciaVisit the crypt and labyrinthPanoramic Views at the Church of San Biagio in MontepulcianoDiscover seven historic buildings and the Well of LovePrestigious Wine Tasting of Montepulciano’s renowned winesPersonalized Experience with the option for a vegetarian menu. This tour includes: Pick up and drop off at the HotelEnglish speaking drivingVisit the Crypt of Pienza and explore two levels of the Underground LabyrinthEntrance and visit to the Underground City of Montepulciano with w. Embark on a full-day private tour through the breathtaking landscapes of Val d'Orcia, a UNESCO World Heritage site renowned for its rolling hills, picturesque villages, and rich history. Your journey begins with a convenient morning pickup from your accommodation by our driver, setting the stage for an unforgettable exploration of two of Tuscany’s most charming towns Pienza and Montepulciano. In P. Duration: 8 hours . Book your Pienza & Montepulciano Private Wine Tour today and create memories that will last a lifetime!