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Small-Group Montepulciano and Pienza Day Trip from Siena

310 Reviews 4.90 out of 5 stars Based on 310 traveler reviews collected by Cool Destinations and TripAdvisor | Recommended by 98% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Siena, Italy

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On average, this is booked 22 (0) days in advance.

8 hours (approx.)
Mobile ticket
Offered in: English

Overview

Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO protected landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns, enjoy the landscapes and have lunch on a local farm!

Numbers are limited to a maximum of 8 persons on this small-group tour, ensuring you'll receive personalized attention from your guide.

What's Included

  • Lunch Lunch on local farm with wine
  • Alcoholic beverages Alcoholic Beverages
  • Transport by air-conditioned minivan (maximum 8 passengers)
  • Hotel pickup and drop-off
  • Gratuities
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Meeting Location

Meeting point

Piazza San Domenico
1, 53100 Siena SI, Italy

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

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Our secure website provides real-time availability, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Basilica Cateriniana Di S. Domenico (pass by)

Meet your guide in front of the church of San Domenico in Siena at 9:30am, easy to find even if you are arriving from out of town with your own car, as there is parking in the vicinity. Travel south out of town on one of the most panoramic roads of Tuscany, through the characteristic moonscapes of the Crete Senesi.
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Chiusure

Enjoy brief stops along the Crete Senesi for for photo opportunities before visiting a quaint, non touristic medieval hamlet. Continue along this stunning landscape and reach the UNESCO heritage site of the Val d’Orcia, where you come across some of Tuscany’s most iconic postcard pictures.
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30 minutes • Admission Ticket Free

Historic Centre of the City of Pienza

Arrive to the beautiful, utopian renaissance town of Pienza, one of the first towns to be entirely planned out on paper by important architects of the time. These were called upon by Pope Pius II, the humanist pope who wanted to renovate his native town and bring it new splendor.
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1 hour • Admission Ticket Free

Il Duomo di Pienza

Spend your leisure time exploring the Romanesque church of Corsignano or the ideal, Renaissance Cathedral and walk along the scenic route overlooking the valleys and hills beyond. Browse the pretty streets of this gem of a town or some of its many shops of local crafts and products.
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15 minutes • Admission Ticket Free

Val D'Orcia

Visit a val d'Orcia dairy farm for a wholesome and refreshing lunch based mainly on the fresh ingredients produced on the farm. Here you can learn about the pecorino sheep cheese making processes, visit the farm animals and learn about the lifestyle of the area. Weather permitting, lunch will be served on a panoramic terrace, overlooking the valley below.
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1 hour • Admission Ticket Free

Montepulciano

In the afternoon, visit one of the biggest and proudest of the Tuscan hill towns, Montepulciano. This town was first under the dominance of medieval Siena and then became an ally to renaissance Florence: here you can recognize the influences of both Republics in its architecture and art. Located on a steep hill, you can look over the ledge at the the Tuscany - Umbrian border.
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1 hour • Admission Ticket Free

Piazza Grande a Montepulciano

Visit the main square, Piazza Grande, and explore one of the many old wineries carved out of the ground below the city, and taste the Vino Nobile that was produced by the many important and noble families that one lived here.After a short walk around town with your guide, enjoy some free time on a second tasting of the Nobile wine or visit the town’s many stores, palaces, churches and streets. As you follow the main road down the hill, imagine how hard the “Bravio delle Botti” town festival must be: a competition between the neighborhoods of the town that race wine barrels from the bottom of the hill, all the way to the top. On some occasions the itinerary might vary a little. In this case, the tour could be slightly modified but will maintain a similar general imprint, of the same duration and with all the same inclusions.
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30 minutes • Admission Ticket Free

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Additional Info

  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Specialized infant seats are available
  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
  • This tour/activity will have a maximum of 8 travelers

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Small-Group Montepulciano and Pienza Day Trip from Siena?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CEST).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-5493MONTEPULCIANO

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Reviews

4.90
310 reviews

Average 4.90 out of 5 stars based on 310 traveler reviews collected by Cool Destinations and partner sites such as Trustpilot, Viator, and TripAdvisor

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On average, this is booked 22 (0) days in advance.

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What's Included

Activity name

  • LunchLunch on local farm with wine
  • Alcoholic beveragesAlcoholic Beverages
  • Transport by air-conditioned minivan (maximum 8 passengers)
  • Driver/Guide
  • Hotel pickup and drop-off
  • Gratuities

Additional Info

Activity name

  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
  • This tour/activity will have a maximum of 8 travelers
  • Operated by a business

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Free Cancellation

100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CEST).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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