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Tuscany Countryside- Pienza and Montepulciano Private Day Trip

Activity Duration (10 hours)
Extreme
Hosted in English
Tuscany Countryside- Pienza and Montepulciano Private Day Trip - Photo 1
Tuscany Countryside- Pienza and Montepulciano Private Day Trip - Photo 2
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Tuscany Countryside- Pienza and Montepulciano Private Day Trip
Overview
Meet your host
Itinerary
Reviews

Overview

About

Explore the picturesque Tuscan countryside on this private day trip. Visit the charming towns of Pienza and Montepulciano, known for their stunning architecture, rich history, and breathtaking views. Enjoy a relaxing and memorable day trip in Tuscany.

What you'll do

Tuscany is renowned for its breathtaking landscapes and charming hill towns in Italy. However, navigating this rural region by public transportation can be a hassle. On this private tour, enjoy stress-free pickup from your hotel in Rome and a scenic drive through the UNESCO-listed Val d’Orcia countryside. Stop in the historic towns of Pienza and Montepulciano to explore on your own, and stop for cheese and wine tastings.

Meeting and pickup

Multiple pickup locations offered.
Additional pickup options
  • Pickup detailsPlease, provide the correct pick-up address, thank you!
End: This activity ends back at the meeting point.

What is included?

  • Wheelchair accessible
  • Stroller accessible
  • Infants must sit on laps
  • Infant seats available

What is not included?

  • Confirmation will be received at time of booking
  • Not recommended for travelers with back problems
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate

Meet your host

JV
JTB Ventures
Unverified hostThis host hasn't completed BookTourX verification yet. Their identity and business details haven't been confirmed, so we recommend reviewing the listing details before booking.
Host since 2025

Itinerary

Rome Culinary Tours Itinerary (2026 Guide) – What You'll See & Do

Explore the full itinerary for Tuscany Countryside- Pienza and Montepulciano Private Day Trip in Rome, Italy. This culinary tours experience includes 2 stops over 1 day. Duration: 10 hours. Activity level: Extreme.

No meal included on this day.
No accommodation included on this day.

Here is the starting point

Pienza
1

Pienza

Stop: 2 hours ·Admission includedThe admission fee is included in the tour package at no extra cost.
Pienza
  • Pienza is a small village in southern Tuscany, in the famous Val d'Orcia! It is located about 20 km east of Montalcino and a few miles west of Montepulciano in the beautiful region of Val d'Orcia south of Siena, among soft and poetic hills and fabulous views. Pienza enjoys a truly strategic position perched on the top of a hill, overlooking the entire valley with a breathtaking view.
  • This charming village is widely known as the "ideal" city of the Renaissance, created by the great humanist Enea Silvio Piccolomini, who later became Pope Pius II.
  • There are several interesting places to visit, such as the Cathedral, the Pope's palace, and the suspended garden.
  • But Pienza is also the city of cheese! Apart from its historical and artistic importance, is also the town of the cheese, the famous pecorino di Pienza for which customers will kindly be guided to experience a little tasting!
2

Montepulciano

Stop: 2 hours ·Admission includedThe admission fee is included in the tour package at no extra cost.
Montepulciano
  • The city rises on the crest of a tufa hill between two valleys, in a very suggestive panoramic place; it is a fascinating medieval town with also many Renaissance palaces. Above all the Duomo, with its beautiful frescoes by local artists!
  • Piazza Grande is the main square. closed by beautiful palaces including the town hall with a beautiful civic tower that can be claimed to enjoy a breathtaking panorama. The famous Vino Nobile di Montepulciano has been celebrated by poets and can be considered one of the main attractions.
  • Here there is the chance to have a wine-tasting experience and some lunch and enjoy life doing some shopping through the narrow streets of the old town.

This concludes the tour.

You’re free to explore at your own pace from here.
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