
Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano
Traveler rating
4.8/5
Based on 8 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano worth booking?
Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano is a 10-hour experience in Siena, Italy, from $261 per person. It scores 67 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.8/5 rating across 8 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 67 / 100
- Rating
- 4.8/5 (8)
- Duration
- 10 hours
- From
- $261 per person
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. 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
About this experience
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. 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's included
Included
- Local product food tasting during the wine tasting in Montepulciano
- Guided tour on vineyard and barrel cellar
- Superior Lunch
- English speaking driver (driver is not the guide)
- In-vehicle air conditioning
- Guided tour on the underground city of Montepulciano
- 2 Wine Tasting
Not included
- Gratuities
What you'll see and do
Porta Camollia
08:30AM: Meet our English-speaking driver and lets the tour begin!
Pass by without stopping
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!
90 minutes here
Fortezza di Montalcino
11:30AM: Enjoy a quick stop of 15 minutes to enjoy the castle di Montalcino and its tiny city centre.
15 minutes here
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 3-course meal in a traditional restaurant.
90 minutes here · Admission included
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!
120 minutes here
Porta Camollia
6:30PM (depending on traffic): Back in Siena
Pass by without stopping
Where it starts and ends
Meeting point
Siena
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Returns to the starting point
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- Keys Of Italy / Florence
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
- We only serve alcoholic drinks for travelers 18 years old and above. Minor travelers below 18 years old will be served non-alcoholic drinks.
Photos






What travelers are saying
Outty’s summary of the themes that recur across 8 traveler reviews. Written by us, not quoted from reviewers.
Food and drink
6 mentionsThe tastings and food stops are a highlight for most reviewers.
The guide
3 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
3 mentionsReviewers describe the commentary as informative rather than scripted.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Traveler reviews
8 verified traveler reviews for Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano. Ratings and reviews provided by Viator and Tripadvisor.
Fun and delicious wine tour
Sal was a very good driver and provided helpful information. The wineries were excellent and the lunch delicious. I would recommend this small group (there were 6 in ours) tour to all.
Response from the operator: Thank you for your kind review. We’re glad Sal took such good care of you and that you enjoyed both the wineries and lunch. It’s great to hear the small-group format worked so well for your day, and we truly appreciate your recommendation.
via Tripadvisor
Niccolo the Great!
Niccolo was the best tour representative that we could have asked for, he exceeded our expectations in every way! Our original booking with Viator they cancelled our trip, but offered another tour at twice the price on the next day, and with us only staying in Siena a couple days kind of left us with no choice but to oblige their offer, if we wanted to tour Montepulciano and Multicono wineries. Thanks to Niccolo he saved the day and made the best of the situation for us. Again thanks Nuccolo, and try the chicken cutlets! Ciao
Response from the operator: Thank you for your review. We're delighted to hear that Niccolò made your day so enjoyable and exceeded your expectations. We'll be sure to pass along your kind words to him! We would just like to clarify one point: while we did ask to move the tour to the following day for operational reasons, the price of your tour remained exactly the same as your original booking. No additional amount was charged for the rescheduled experience. It was a pleasure having you with us, and we hope to welcome you back to Italy for another unforgettable experience!
via Tripadvisor
Tuscany Wine Tour
Luca gave us a great experience taking us to many of the Tuscany cities. We also went to 2 wine tastings at beautiful, unique wineries. Luca was very knowledgeable about Tuscany, Italy and the wine country. Luca was very accommodating to the needs of the group. I would highly recommend Luca and this tour.
Response from the operator: Thank you so much for your wonderful review! We're delighted to hear that you enjoyed discovering Tuscany with Luca and visiting our carefully selected wineries. His knowledge, professionalism, and attention to our guests are qualities we truly value. It was a pleasure having you with us, and we sincerely appreciate your recommendation. We hope to welcome you back to Italy again soon!
via Tripadvisor
Lovely trip but some elements lacking
Beautiful scenery, lots of hilly walking, lots of time in 2 wineries & eating lunch. Villages exquisite but too much time on other pleasures
Response from the operator: Thank you for taking the time to share your feedback. We're glad you enjoyed the beautiful scenery, the charming villages, and the winery experiences. Our tour is designed to offer an immersive taste of Tuscany, combining wine tastings, a traditional lunch, and time to appreciate the local landscapes and culture. We also appreciate your comment regarding the balance of the itinerary. We'll certainly keep it in mind as we continue to refine our experiences. We hope to have the opportunity to welcome you again on another tour that may better match your travel preferences.
via Viator
This was a great...
This was a great experience especially for those who love Italian wines and culture. Many interesting places and views.
Response from the operator: Thank you for your kind review. We are delighted to hear that you enjoyed the experience and appreciated the combination of Italian wine, culture, and beautiful scenery. Tuscany offers a unique blend of history, traditions, world-class wines, and breathtaking landscapes, and we are pleased that you were able to experience so many of its highlights. Thank you for joining us, and we hope to welcome you back for another memorable journey through Italy in the future.
via Viator
Good to know
- Duration
- 10 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 3
- Verdict
- Solid Choice
Who runs this experience
Operated by Keys Of Italy / Florence, who run 50 experiences we rank across 11 cities, with an average Outty Ranking of 51.0.
See everything Keys Of Italy / Florence runsWhy this scores 67
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Siena.
How much does Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano cost?
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Prices start at $261 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Siena usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano take?
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Plan for about 10 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Siena is not rushed.
Is Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano worth it?
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It holds an Outty Ranking of 67 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.8/5 across 8 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Siena, and how flexible the cancellation terms are.
Can I cancel or reschedule Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano?
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Around 3 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Siena can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Siena and add a light layer if any part of the 10-hour experience runs outdoors or after sunset.
Where does Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Siena within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Siena?
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On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena, Siena: A Wine Tour and Tasting Experience, Small-Group Montepulciano and Pienza Day Trip from Siena. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Siena?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Siena?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano?
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Included: Local product food tasting during the wine tasting in Montepulciano; Guided tour on vineyard and barrel cellar; Superior Lunch; English speaking driver (driver is not the guide); and In-vehicle air conditioning. Not included: Gratuities. Always check the voucher for the final list before you travel.
What languages is Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano offered in?
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It runs in English. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano wheelchair or stroller accessible?
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The operator notes: Infants and small children can ride in a pram or stroller; and Specialized infant seats are available. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano if the weather is bad?
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It generally runs rain or shine, so dress for the forecast in Siena. Standard cancellation terms apply: free cancellation up to 24 hours before the start.
What do travelers say about Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano?
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Across 8 reviews averaging 4.8 out of 5, recurring themes include food and drink, the guide, knowledge and storytelling. The tastings and food stops are a highlight for most reviewers.
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