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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
Skip the line
Pienza, Italy

  • 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

Price start from

840

772.80

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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 Pienza, known as the ideal Renaissance town, stroll through its charming streets, including the romantic Via del Bacio, and visit its fascinating underground attractions, such as the crypt and labyrinth, which unveil the town’s hidden historical layers.

The adventure continues in Montepulciano, where you'll marvel at the stunning Church of San Biagio before delving into the underground city, an intricate network connecting seven historic buildings and home to the legendary Well of Love. As you explore, you'll gain insight into the town's medieval past and architectural wonders. The tour culminates with a delightful wine tasting, where you’ll savor Montepulciano’s prestigious vintages, celebrated worldwide for their excellence. A vegetarian menu is available upon request, and we kindly ask you to inform us of any dietary restrictions at the time of booking to ensure the best experience possible.

  • 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

  • Extras

  • Comfortable Walking Shoes 
  • Weather-Appropriate Clothing 
  • Sunscreen & Sunglasses 
  • Hat 
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Activity Provider: My Tour in Italy

Customer Reviews

5 reviews
5.0
based on 5 reviews
C

Candy

May 25, 2025
Google

Wow. Don’t know where to begin. I’ve done wine tasting before and tours of vineyards but this one really stood out. Our guide, Giando, really knew his stuff and was really patient with us and all our questions! It was perfectly paced and really fascinating to learn about the entire process from the farming stage, to fermenting and bottling. Our guide also kindly gave us a lot of recommendations for food and sights in the local area. We tried 5 wines in total, along with some olive oil. The views and scenery are magnificent and everything about the building’s design and its surroundings have been carefully selected by the owners (who we were told have an architect background). Do the “Great Classic” tour if you are in the area!

J

Jason

February 06, 2025
Google

An elegant and modern boutique winery nestled in the Pienza countryside. We stopped in for a tasting and they welcomed us in even though they don’t usually do walk-ins. The wine, service, and overall experience was great. One of the women even left to get more bread close to closing just so we could have the cheese board! Above and beyond service.

D

David

June 17, 2024
Google

Beautiful vineyard, a gem with a lovely atmosphere and friendly and knowledgeable personnel. We enjoyed a great wine tasting and relaxing time in this elegant setting.

G

Giles

June 15, 2024
Google

We had a fantastic experience. Emilia and Daniel were very friendly, welcoming, knowledgeable and passionate. It was just me and my new wife and the wine tour was a magical experience. A very cool winery, and beautiful setting and architecture. Would recommend. Wine excellent and not stuffy at all. Thanks, Hattie and Giles

A

arpan50

May 22, 2024
Google

Beautiful property we had booked the VIP tour experience and learned a few new things. Fairly long tour, very informative and enjoyable and our guide was the winemaker for the winery which was a very nice surprise. They have some Unique wines, our palate and likes are different then some of their styles so we didn’t end up buying anything and didn’t feel pressured to which is always a great experience at the end. Worth a stop if you are in the Pienza/montepulciano area.

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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 la...