Small Group Tuscany Trip from Rome: Pienza and Montepulciano

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Small Group Tuscany Trip from Rome: Pienza and Montepulciano

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 US$584.46  per guest
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Adult x1
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Select a Date
Check Availability
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Instant Confirmation
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Earliest available date: July 24, 2026
Free cancellation (24 hours notice)
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For each guest that attends this experience, byFood will donate
10 meals
Summary
Experience Details
What You’ll Experience
Where to Meet
Reviews
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Duration
12 hours
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Number of Guests
1 - 12 guests
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Accessibility
Stroller Accessible
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Language
English, French, Spanish, Portuguese, Russian
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Other
Vegetarian, Family-friendly
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Digital Ticket
Mobile or paper ticket accepted

Explore Tuscany's vineyards on a day trip from Rome. Visit Montepulciano and Pienza, taste renowned wines and cheese, and soak in the charming Renaissance architecture and culture.

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For each guest that attends this experience, byFood will donate
10 meals

Experience Details

Enjoy a wonderful day in the vineyards of Tuscany, a region famous for its fine wines. You will be picked up at your hotel or apartment in Rome and head to the beautiful Val D'Orcia area. Your first stop on the tour will be Montepulciano, a picturesque medieval town renowned for its vineyards and the famous Nobile di Montepulciano wine. Stroll through the cobbled streets and sample fine local wines during a tasting in a historic winery located in the city center. After exploring Montepulciano, continue to Pienza, a jewel of the Tuscan Renaissance. Here, you can admire the splendid architecture, visit the Cathedral of Pienza and stroll through the charming streets of the historic center. Do not miss the opportunity to taste the pecorino di Pienza, one of the most delicious cheeses in the region. After this unforgettable experience, return to Rome with precious memories of a day of history, culture and authentic flavors.

What You Get

Pick up and drop off
Assistant for the entire duration of the tour
Driver
Gratuities
Lunch

Good To Know

  • Infants and small children can ride in a pram or stroller
  • Suitable for all physical fitness levels
  • Specialized infant seats are available

What You’ll Experience

1

Montepulciano

Montepulciano, a charming hill town located in the heart of Tuscany, is famous for its fine wines, such as Vino Nobile di Montepulciano. This medieval town, surrounded by vineyards and olive groves, offers breathtaking panoramic views of the Tuscan countryside. Walking through the narrow streets of Montepulciano, you will discover fascinating historic buildings, such as the Town Hall and the Cathedral of Santa Maria Assunta. The city is also renowned for its wineries, many of which are located in ancient basements, where you can taste some of the best wines in the region. Montepulciano is an ideal place to immerse yourself in Tuscan culture, history and wine tradition.
2 hoursAdmission Ticket Free
2

Pienza

Pienza, located in the heart of the Val d'Orcia in Tuscany, is a pearl of the Italian Renaissance. Designed by architect Bernardo Rossellino at the behest of Pope Pius II, the city is a perfect example of Renaissance urban planning. Walking through its narrow streets, you can admire beautiful buildings such as the Cathedral of Pienza. The town also offers breathtaking views of the surrounding countryside, characterized by rolling hills and vineyards. Do not miss the opportunity to taste the famous pecorino cheese of Pienza, a sheep cheese appreciated all over the world.
1 hourAdmission Ticket Free

Meeting & Pickup

Pickup Point
Select a pickup point
Pickup Details
Wait in the lobby or outside your apartment/B&B 10 minutes before the agreed time.

Cancellation Policy

Cancel your booking at least 24 hours before the experience start time to receive a full refund.

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Reviews
5.0
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based on 3 reviews
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(Viator)
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Montepulciano and Pienza tour
April 07, 2026

Our guide Michaela was amazing! She was so informative and recommended so many places along the way and near our hotel. They brought us to an amazing vineyard and showed us amazing views in Montepu...read more

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(TripAdvisor)
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Amazing Montepulciano and Pienza Day Tour!
April 06, 2026

Our tour with Michaela and Max was exceptional! We took a tour to Montepulciano and Pienza and it included the perfect wine tour. It was a perfect way to spend our day exploring the most quaint li...read more

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(TripAdvisor)
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A countryside delight
September 12, 2025

Max , Martina and Carola were excellent. Max was a steady safe non exasperated driver , funny too. Martina keep a great schedule so there was no rushing or unnecessary down time. When she and Caro...read more

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