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Small-Group Montepulciano and Pienza Day Trip from Siena provided by Tuscan Escapes

LIKELY TO SELL OUT*

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena
5
Book in advance
from
$171.72
per adult
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95% of travelers recommend this experience
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Tour snapshot
Tour Pienza and Montepulciano stress-free with transportation included
Duration:
8h
Taking Covid-19 safety measures
Group size:
8
Stroller accessible
Ticket type:
Mobile
Free cancellation
  • Duration:
    8h
  • Taking Covid-19 safety measures
  • Group size:
    8
  • Stroller accessible
  • Ticket type:
    Mobile
  • Free cancellation
About
Montepulciano and Pienza are two of the most delightful villages in Tuscany’s UNESCO-listed Val d’Orcia, but visiting with public transportation can be tricky. With this day trip, enjoy hassle-free transportation from Siena through the glorious Crete Senesi countryside to take in Pienza. Afterwards, visit an organic farm to taste Pecorino cheese and relax over lunch. End your day with a guided walking tour of Montepulciano and optional winery visit.
Know before you go
  • Duration: 8h
  • Mobile tickets accepted
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Available languages
English
Highlights
  • Scenic drive through the Val d’Orcia and Crete Senesi countrysides
  • Stop at an organic farm for a Pecorino cheese tasting and Tuscan lunch
  • Winery visit and wine tasting option available in Montepulciano
What to expect
Know before you go
  • Duration: 8h
  • Mobile tickets accepted
Available languages
English
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Highlights
  • Scenic drive through the Val d’Orcia and Crete Senesi countrysides
  • Stop at an organic farm for a Pecorino cheese tasting and Tuscan lunch
  • Winery visit and wine tasting option available in Montepulciano
What to expect
Need help booking?
Call the number below and use the product code: 5493MONTEPULCIANO
Important information
Inclusions
  • Driver/Guide
  • Transport by air-conditioned minivan (maximum 8 passengers)
  • Cheese tasting
  • Lunch
  • Alcoholic Beverages
Exclusions
  • Hotel pickup and drop-off
  • Gratuities
Duration
8h
Departure details
  • Basilica Cateriniana San Domenico, Piazza S. Domenico, 1, 53100 Siena SI, Italy 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.
Additional information
  • Confirmation will be received at time of booking
  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Infant seats available
  • No heart problems or other serious medical conditions
  • Most travelers can participate
  • This experience 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
  • This tour/activity will have a maximum of 8 travelers
Inclusions
  • Driver/Guide
  • Transport by air-conditioned minivan (maximum 8 passengers)
  • Cheese tasting
  • Lunch
  • Alcoholic Beverages
Exclusions
  • Hotel pickup and drop-off
  • Gratuities
Departure details
  • Basilica Cateriniana San Domenico, Piazza S. Domenico, 1, 53100 Siena SI, Italy 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.
Duration
8h
Return details
  • Returns to original departure point
Additional information
  • Confirmation will be received at time of booking
  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Infant seats available
  • No heart problems or other serious medical conditions
  • Most travelers can participate
  • This experience 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
  • This tour/activity will have a maximum of 8 travelers
Travel safe during COVID-19
Last updated: Jun 2, 2022
A note from Small-Group Montepulciano and Pienza Day Trip from Siena
All travelers will have to wear their own personal protective equipment (masks covering nose and mouth).
Itinerary
  • You'll start at
    Basilica Cateriniana San Domenico
    Piazza S. Domenico, 1, 53100 Siena SI, Italy
    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.
    See address & details
  • Pass by
    Basilica Cateriniana Di S. Domenico
  • 1
    Chiusure
    Stop: 30 minutes
    See details
  • 2
    Historic Centre of the City of Pienza
    Stop: 60 minutes
    See details
  • 3
    Il Duomo di Pienza
    Stop: 15 minutes
    See details
  • 4
    Val d'Orcia
    Stop: 60 minutes
    See details
  • 5
    Montepulciano
    Stop: 60 minutes
    See details
  • 6
    Piazza Grande a Montepulciano
    Stop: 30 minutes
    See details
  • You'll return to the starting point
+
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

5.0
23 reviews
Excellent
22
Very good
0
Average
0
Poor
1
Terrible
0

Anthropol_FI
Oulu, Finland230 contributions
May 2022 • Couples
Three perfect tours with Tuscan Escapes could not be any better!! I booked the tours well ahead of our trip to Italy and it was so very smooth and informative. I can’t thank enough for arrangements done beforehand, because all went almost exactly as planned. One bike tour (supposed to be the fourth one) was removed from the program due to a schedule change, but the recommended company as a replacement did a fabulous job (see another review of Anima Toscana). We did Brunello wine tour, San Gimignano and the Sunset dinner tour with Tuscan Escapes, which all were wonderful! The itinerary was free enough that it didn’t feel rushed at all, yet still it was full enough to see as much as possible. Food - scrumptious! Wine - delicious! Guides - one of the best we have ever had. Cannot praise them enough. Helpful, informative, easy going, tentative with very good language skills and smiles on their faces. I will join the other travelers and give this company full five points for such fantastic tours. I am ever so thankful for giving us these experiences <3
Written May 29, 2022
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

nathaliem27
Charleston, SC10 contributions
May 2022 • Couples
We booked this tour because we wanted to get a taste of Tuscany without having to deal with renting a car. This day tour highly exceeded our expectations and it was all because of our wonderful guide Guglielmo (I hope I am spelling this right! He said it was the Italian version of William).

He was such a friendly and informative guide and we felt like we were talking with a friend right away. He answered all of our cultural and historical questions so thoroughly! He stopped the vehicle whenever we saw a gorgeous view along the road, like a gorgeous field of red poppies. You can tell that his enthusiasm is genuine despite how long and tiring these day tours must be for the guides!

Beyond our guide, the day itself was stunning. The drive to Pienza was perfect and I wanted to look in every direction. Both Pienza and Montepulciano were beautiful hilltop towns and the lunch spot was so scenic. I think I got up 6 separate times to get photos from the terrace we ate lunch on.

I highly recommend this tour! If we had more time in Siena, we would have looked into booking other ones through this company. Next time!
Written May 19, 2022
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Tamera D
4 contributions
Apr 2022 • Couples
Let me first start off by saying this day trip was the highlight of our 2+weeks in Italy. Our guide Guglielmo could not have been better. He was so knowledgeable about the region and his country, and took time to thoughtfully explain where we were and the history behind each stop. The day was perfectly planned out and Guglielmo was atentative the entire trip. Each stop was better than the next. Pienza was our favorite.
Tuscany is such an authentic area and we had the best guide for the region.
If you are looking to see this area book with Tuscan Escapes.
Written April 8, 2022
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Debotah A
1 contribution
Jun 2022
This trip met all of our expectations. The country side is breathtaking and we had some opportunities to take photos. There is some free time to explore the two towns and do a bit of shopping and admiring more views. Our guide Guglielmo was excellent. He is so knowledgeable and passionate about the history of the area and makes you want to come back another time. The lunch at the farm was excellent as was the setting.
Written June 3, 2022
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Adventure574053
1 contribution
Sep 2021 • Couples
Everything was fantastic. Georgia was very knowledgeable and gave us many interesting facts that I would never have known to ask about. Very comfortable van. Scenery of Tuscany countryside was breathtaking! The lunch was very elegant at the farm . The family that owned the farm were very informative about the food and cheese. The 3 towns we visited were all beautiful! I really loved the first tiny town of Chiusure where we stopped for coffee. Pienza and montelpuciano were very interesting and we enjoyed the wine tour and tasting as well! We really enjoyed Georgia’s company !
Written September 18, 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

patricias_Mich
Denver, CO5 contributions
Jun 2022
Our guide, Marella, was amazingly knowledgeable, gracious and friendly. Spending a day with her was an absolutely delightful experience. We learned interesting facts about the many small towns and villages around Montepulciano and Pienza, including the geology and flora. The wines we tasted were outstanding and the lunch was amazingly tasty. The only objection was the day seemed short!
Written June 24, 2022
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

ZvonimirSiljkovic
Zagreb, Croatia219 contributions
Jul 2018 • Couples
Every once in a while, being a tourist can be tiring. It nice to have someone else worry how to get to some location, where to park, what to see and what to visit and explain what one is seeing instead of reading from a guide. And if one wants a little wine tasting, having someone else drive is a really easy call to make. My wife and I took the all day long trip with our guide David and six other people on the Tuscan countryside, visit to Pienza, lunch at a family run Agro-tourism spot and finishing off with Montepulciano and wine tasting in an Etruscan cave turned wine caller. The tour guide was full of information, drove well and took us to great spots to get a side of Tuscany a self-driving tourist would have difficulty seeing. We spent to right time exploring and getting to know the small hill towns and had a wonderful lunch at a picturesque setting with great food and wine. And the day ended with a wonder wine setting in a great cellar and stroll through magical Montepulciano. A perfect way to spend a day discovering Tuscany!
Written August 4, 2018
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

dolliffe
51 contributions
Oct 2019
Wow. What an amazing experience we had. First: Small group, which is very nice. We were lucky and had such a fun group of people that were ready to enjoy the day. Second: You get to roam each place on your own, so you aren't stuck with the group all day — really nice when you're wanting some romantic alone time. Third: Our tour guide, Guillermo, could not have been better. What a great guide — full of knowledge, but not boring. He told you just the right amount, and left room for you to ask questions if you wanted. Pienza is lovely. It's a postage-stamp sized town. Perfectly strollable and lovely to visit. Montepuliciano is also lovely. Each is perched atop a hill, so views are incredible. The winery/farm lunch was INCREDIBLE. There was more food than our group could eat, and the wine was flowing. It was lovely to sit outside and enjoy a meal served over several courses — each course better than the next. The price was very reasonable, considering it was an 8-hour tour, included an amazing lunch, driver with a comfortable passenger van, etc. I cannot recommend this tour enough. We would definitely do this again.
Written December 20, 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

sweetpea386
florida167 contributions
Jun 2018 • Couples
The tour guide was great. The farm where we had lunch had wonderful food. The places we visited were very interesting in meeting people who lived in the small villages. We also learned about their local crafts.
Written June 24, 2018
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Holly H
2 contributions
Dec 2019
I'm traveling with my sister, brother in law and 20 year old niece for a couple of weeks in Italy. I really wanted to visit some smaller Tuscan towns and none of us wanted to do the driving.

The smaller towns we stopped at were charming, from the first one which is tiny and is the site of an artichoke festival in the spring, to the slightly larger Pienza, where we had a chance to stretch our legs and bought some delicious cheese to bring back and finally to Montepulcianco, the larger of the towns.

The highlight was visiting an organic bio dynamic family run farm where we had an extraordinary lunch featuring products from that farm, including seven cheeses, honey, jam, fresh greens, pasta milled from local wheat and more flavorful than any I've had in the states, followed up by pannacotta. Wine was available throughout as well, plus espresso.

Even though it's mid December I found the landscape very beautiful.

The only difficulty was the guide. I don't see her name listed in the reviews above, so maybe she doesn't do this trip that often. She was perfectly knowledgeable and I felt like I learned quite a bit about the region and about Italy in general.

But she seemed to take a dislike to us fairly early on, and all four us found it very difficult in different ways. She was on each of us for different reasons, but the total impact was negative for all of us.

I travel quite a bit, so I found this really confusing. I don't know what set her off - we were on time, respectful, we didn't ask for anything special in any way, thanked her profusely at every stop, but she was critical and judgemental of us. My niece is a picky eater and this showed up as just not finishing everything, but it's not like she was critical of the food, or asked for quesadillas in the middle of Italy or other kinds of bad behavior I've seen young people engage in. (I'm a college professor, I've taken students on trips. I know they can be annoying.)

We kept getting mixed messages on the trip - we'd get left out in a spot and told to meet her at a designated time. We were always at least five minutes earlier and she'd scold us for being late. She gave the message that she didn't want to be with us and that wasn't how I'd hoped the day would go.

Again, the itinerary was great, I felt that I saw stuff I wouldn't seen on my own, but it was a lot of money to pay to a guide who didn't seem to like us from the minute we got in the van.
Written December 20, 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

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*Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Tuscan Escapes
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My brain got full but my ears wanted more...
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Really good walking tour of Sienna
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Fantastic and Interesting Walking Tour
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MajkenLindhard
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Great walk with a super guide
Very knowledgeable guide that during the walk added a lot of funny stories 😀 Great to get the local input on the n
Grant C
Grant C
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Fantastic!
What a wonderful day! Guillermo (William) was a great guide. Knowledgable, funny and very welcoming - we all felt
daithiok
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Wonderful guide and walking tour
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courtneymcostas
courtneymcostas
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One of our favorite days in Italy!
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nickvanw7
nickvanw7
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Amazing wine, great company and an exceptional guide
We had the pleasure of being guided by Guillermo (Will for short) for our Chianti and Castle experience. We were in
sueblue649
sueblue649
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Happy outing
It was great to get out in the countryside without having to plan, rent a car, and drive it. Our guide was very nic
Frequently Asked Questions about Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena will start at 9:30 AM. Discover and book Small-Group Montepulciano and Pienza Day Trip from Siena on Tripadvisor


Small-Group Montepulciano and Pienza Day Trip from Siena price starts from $171.45. Discover and book Small-Group Montepulciano and Pienza Day Trip from Siena on Tripadvisor

Small-Group Montepulciano and Pienza Day Trip from Siena cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book Small-Group Montepulciano and Pienza Day Trip from Siena on Tripadvisor