Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

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Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

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Summary
Experience Details
What You’ll Experience
Where to Meet
Reviews
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Duration
10 hours
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Number of Guests
1 - 8 guests
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Accessibility
Stroller Accessible
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Language
English
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Other
Vegetarian, Family-friendly
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Digital Ticket
Mobile or paper ticket accepted

Discover Tuscany's heart on a day journey from Siena exploring Montalcino, Pienza, and Montepulciano. Enjoy world-class wines, gourmet cheeses, and stunning landscapes in a small group setting.

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

Experience Details

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and Montepulciano, known for its prestigious Nobile wine.


Travel through the UNESCO-listed Val d’Orcia aboard a premium air-conditioned minivan with an English-speaking driver and complimentary water. Small group experience, maximum 8 participants.


Please note that from November to April, and in case of bad weather, lunch will take place indoors. For tours departing on Mondays, lunch is always served in an indoor restaurant.


Why choose us?

• Guaranteed departures

• Secure booking

• 24-hour cancellation policy

• Best rates guaranteed


For operational reasons, the itinerary order may vary between Montepulciano and Montalcino.

What You Get

Local product food tasting during the wine tasting in Montepulciano
Guided tour on vineyard and barrel cellar
Superior Lunch with stunning view (November to April we cannot guarantee the restaurant with view)
Gratuities

Good To Know

  • We only serve alcoholic drinks for travelers 18 years old and above. Minor travelers below 18 years old will be served non-alcoholic drinks.
  • Not recommended for travelers with poor cardiovascular health
  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Specialized infant seats are available

What You’ll Experience

Porta Camollia (Pass By)

08:30AM: Meet our English-speaking driver and lets the tour begin!
1

Montalcino

09:45AM: The first stop will be in a great winery in Montalcino... The winery is owned by a local family and, talking with them, you will not have the feeling to visit their workplace but their home instead!...You will know everything about Brunello di Montalcino: the vineyard techniques, the wine making process, its ageing and, of course, how to appreciate it by drinking different vintages!
1 hour 30 minutesAdmission Ticket Free
2

Fortezza di Montalcino

11:30AM: Enjoy a quick stop of 15 minutes to enjoy the castle di Montalcino and its tiny city centre.
15 minutesAdmission Ticket Free
3

Historic Centre of the City of Pienza

12:15PM: Arrived to Pienza, a Papal village famous for its Pecorino cheese, you will have the chance to enjoy a superior lunch in an ex-convent of the XV century and some free time.
1 hour 30 minutesAdmission Ticket Included
4

Montepulciano

2:45PM: Here there we will be guided through an historical cellar called "The underground city" which is located downstairs of a local wine shop. At the exit from the underground city you will be greeted by a tasting of wine and other food specialities. Before leaving we will make sure you have enough time to visit the main square, placed on the top of the town, from where you can take the last pictures!
2 hoursAdmission Ticket Free

Porta Camollia (Pass By)

6:30PM (depending on traffic): Back in Siena

Meeting & Pickup

Meeting Point

Porta Camollia, Viale Vittorio Emanuele II, Siena Provincia di Siena Toscana, Italy, IT, 53100

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End Point

This experience ends at the meeting point.

Cancellation Policy

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

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Reviews
4.6
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based on 5 reviews
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(Viator)
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Lovely trip but some elements lacking
June 14, 2026

Beautiful scenery, lots of hilly walking, lots of time in 2 wineries & eating lunch. Villages exquisite but too much time on other pleasures

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(Viator)
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This was a great...
June 07, 2026

This was a great experience especially for those who love Italian wines and culture. Many interesting places and views.

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(TripAdvisor)
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Chianti Wine Tour
May 21, 2026

We had a great day. Mike was our driver and very knowledgeable with history and explained many things as we went from town to town. The wineries chosen were great! The guides there were wonderful, ...read more

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(Viator)
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Great experience for wine tasting but would have liked more time in the hill towns.
May 18, 2026

We had a great experience! Our driver Sal was friendly, engaging and personable. He gave us lots of interesting facts about the area and was prompt and careful to make sure we knew what was going o...read more

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(Viator)
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Exceeded Expectations!
October 17, 2025

This tour exceeded our expectations! Salvatore was wonderful, kind and so helpful and fun! The lunch was nothing short of amazing! The wine tours were great with very knowledgeable hosts. Well w...read more

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