Recent Searches
Clear

COVID-19: Check local travel restrictions and learn what we're doing to help keep you safe and your plans flexible. Learn more.

Read More

Small-Group Montepulciano and Pienza Day Trip from Siena

star-4.5
|
Siena, Italy

COVID-19: Check local travel restrictions and learn what we're doing to help keep you safe and your plans flexible. Learn more.

Read More

Select Date and Travelers

Number of travelers
0 Infants1 Infant2 Infants3 Infants4 Infants5 Infants6 Infants7 Infants8 Infants9 Infants0 Adults1 Adult2 Adults3 Adults4 Adults5 Adults6 Adults7 Adults8 Adults9 Adults
Free Cancellation
up to 24 hours in advance
Loading available options...


icon8 hours  (Approx.)
Mobile ticket
iconOffered in: English
Good for avoiding crowds

Keeping you safe during COVID-19
What you can expect during your visit
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Transportation vehicles regularly sanitized
Guides required to regularly wash hands
Regular temperature checks for staff
Paid stay-at-home policy for staff with symptoms
More questions?
(888) 651-9785

Overview

Discover Tuscany's stunning landscape, culinary delights and UNESCO-listed sites on a day trip to Montepulciano and Pienza from Siena. Led by a local guide, admire the architectural gems of the Val d'Orcia region and stop at a dairy farm for lunch and samples of salty Pecorino cheese. Conclude your trip in the scenic hill town of Montepulciano, with an optional visit to a winery. Group size is limited to eight people, ensuring personalized attention from your guide.
  • Guided full-day trip to Montepulciano and Pienza from Siena
  • Discover the Val d'Orcia, a UNESCO World Heritage Site
  • Savor lunch and a Pecorino cheese tasting (included) on an organic dairy farm with spectacular views
  • Small-group tour with a maximum of eight people ensures an intimate experience
Saved to wishlist!
Driver/Guide
Transport by air-conditioned minivan (maximum 8 passengers)
Cheese tasting
Lunch
Alcoholic Beverages
Hotel pickup and drop-off
Gratuities

Departure Point

Basilica Cateriniana San Domenico, Piazza San Domenico, 1, 53100 Siena SI, Italy

Departure Time

9:30 AM

Return Details

Returns to original departure point
Begin your day trip with pickup in Siena, where you’ll hop aboard your minivan and travel toward Pienza with your guide. Pass through the Crete Senesi along the way, clay hills with a lunar-like appearance as a result of the soil’s gray coloring. 

Arrive in the town of Pienza, the gem of the UNESCO-listed Val d’Orcia region. Enjoy some free time to explore here independently, strolling the streets or perusing the local shops.

Head next to a dairy farm for a delicious lunch made from the farm's fresh ingredients. Treat your taste buds to a sampling of salty Pecorino cheese, a favorite in Italy, and hear about the farm’s history and production process.

Continue to Montepulciano, a hill town overlooking the scenic Tuscany-Umbria border. Take a guided stroll around the Piazza Grande before wandering the churches, palaces or stores at your leisure. On request, make an additional stop at a winery for a tour of the cellars and tastes of Montepulciano’s celebrated vino.

After a full day of fine food and exploration, your tour will conclude with transportation back to Siena.
Itinerary
Pass By:  
Basilica Cateriniana Di S. Domenico
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.
Stop At:  
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.
Duration: 30 minutes
Admission Ticket Free
Stop At:  
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.
Duration: 1 hour 
Admission Ticket Free
Stop At:  
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.
Duration: 15 minutes
Admission Ticket Free
Stop At:  
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.
Duration: 1 hour 
Admission Ticket Free
Stop At:  
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.
Duration: 1 hour 
Admission Ticket Free
Stop At:  
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.
Duration: 30 minutes
Admission Ticket Free
  • Confirmation will be received at time of booking, unless booked within 16 hours of travel. In this case confirmation will be received as soon as possible, subject to availability
  • 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
  • Most travelers can participate
  • This tour/activity will have a maximum of 8 travelers
  • OPERATED BY Tuscan Escapes by Papilio

For a full refund, cancel at least 24 hours in advance of the start date of the experience.

  • 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.

Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What is the policy on face masks and attendee health during Small-Group Montepulciano and Pienza Day Trip from Siena?
A:
The policies on face masks and attendee health are:

  • Face masks required for travelers in public areas
  • Face masks required for guides in public areas
See all safety measures taken by Small-Group Montepulciano and Pienza Day Trip from Siena.
Q:
What is the policy on sanitization during Small-Group Montepulciano and Pienza Day Trip from Siena?
A:
The policies on sanitization are:

  • Hand sanitizer available to travelers and staff
  • Regularly sanitized high-traffic areas
  • Gear/equipment sanitized between use
  • Transportation vehicles regularly sanitized
See all safety measures taken by Small-Group Montepulciano and Pienza Day Trip from Siena.
Q:
What is the social distancing policy during Small-Group Montepulciano and Pienza Day Trip from Siena?
A:
The policy on social distancing is:

  • Social distancing enforced throughout experience
See all safety measures taken by Small-Group Montepulciano and Pienza Day Trip from Siena.
Q:
What measures are being taken to ensure staff health & safety during Small-Group Montepulciano and Pienza Day Trip from Siena?
A:
The policies on staff health & safety are:

  • Guides required to regularly wash hands
  • Regular temperature checks for staff
  • Paid stay-at-home policy for staff with symptoms
See all safety measures taken by Small-Group Montepulciano and Pienza Day Trip from Siena.
Q:
What is the maximum group size during Small-Group Montepulciano and Pienza Day Trip from Siena?
A:
This activity will have a maximum of 8 travelers.

See all safety measures taken by Small-Group Montepulciano and Pienza Day Trip from Siena.

Traveler Photos

Traveler Tips


  • "Small tours allow more conversation among the group, more opportunity to ask the guide questions, and the small vans can drop you off close to the walled towns and quickly maneuver through traffic better than giant tour busses." See review

Reviews

4.5
star-4.5
78 Reviews
Reviews by Viator travelers
Showing 1-10 of 78 reviews
star-5
Rolling Tuscan Hill views and beautiful old towns to wander
Jennifer_S
, Apr 2020
What an extraordinary day from start to finish. Our group had a lovely drive through the hills stopping in a little town for coffee. Both Pienza and Montepulciano are beautiful each in their own way. We had enough time to walk around and see the main streets and a few little side alleys. Every few feet was a postcard view. Incredible. The included lunch was very good and after we had a quick visit with some of the animals on the property. Our guide was terrific and gave us a lot of information along the drive and as we arrived in each town. The whole tour process works well. The meet up at the church went quickly and we were dropped off there at the end of the day. I purposely chose a hotel a 2 minutes walk from the meeting point since my three full days in Sienna included two days on these small group tours with this company. Overall I thinks it's very good value for the money. Small tours allow more conversation among the group, more opportunity to ask the guide questions, and the small vans can drop you off close to the walled towns and quickly maneuver through traffic better than giant tour busses.
HelpfulHelpful
star-5
Small group to Montepulciano and Pienza Day trip
GoPlaces24032
, Dec 2019
Our guide Georgia was Amazing! She was so knowledgeable and very interesting to listen to. The trip left from Siena. The views of the Tuscan area was Outstanding, the farm to table lunch was the best part of the trip. Would do this trip again!
HelpfulHelpful
star-5
An easy way to see the countryside
outdoorkatrva
, Nov 2019
We had a lovely day with our tour guide, Ambra! I could have skipped the stop for tea/coffee in Asciano so that we could have more time in Pienza and Montepulciano, but we knew when we booked the trip that our time there would be limited. We enjoyed lunch on the patio at the pecorino farm. The view was absolutely beautiful! Lunch was light but good (but no meat). I was surprised that the pasta was a cold rotini salad from pre-made pasta---not the fresh pasta you'd expect in Italy. Ambra made the trip special. We stopped in several places so she could take photos of us. She is passionate about Italian history and culture and we really enjoyed talking to her. We took another Tuscan Escapes trip the next day and also had a good experience. I think their trips are a good way to see the countryside and explore hill towns if you don't have a car and don't want to deal with public transportation.
HelpfulHelpful
star-5
Day trip to Pienza and Montepluciano
Steve T
, Oct 2019
We had a lovely day trip from Siena to Pienza and Montepluciano with TuscanEscapes Tours. The eight hour tour included an unbelievable lunch stop at Podore I’ll Casale along with a nice visit to Pienza and Montepluciano. Our guide was very cool and fun to be with as well as very knowledgeable. Lastly, we had a fun wine tasting De’Ricci in Montepluciano and was able to learn a lot about the historic building and wine making family. A wonderful day!
HelpfulHelpful
star-4
Tour guide
Margie S
, Oct 2019
Tour guide should have known that the bathroom was near the bus instead of sending me all the way back up the main street.
HelpfulHelpful
star-5
Fantastic trip around Tuscany!
nmrugel
, Aug 2019
Ambra was a terrific guide — informative and fun! We enjoyed every stop — especially lunch on the farm!
HelpfulHelpful
star-5
Excellent, highly recommend!
Darlene M
, Jun 2018
The trip was amazing! Pienza is a beautiful town! Our tour guide Elena was excellent, so knowledgeable and so nice. The lunch destination was almost heaven! Delicious food and the best views in all of Tuscany! I highly recommend this tour you will not be disappointed!
HelpfulHelpful
star-5
A combination of sightseeing and wine...
Tat A
, Jan 2018
A combination of sightseeing and wine tasting. Loved it.
HelpfulHelpful
star-1
Beautiful views, delightful lunch...
Angela L
, Dec 2017
Beautiful views, delightful lunch, good guide. A small van tour is much p Beautiful countryside, good guide, small group as opposed to a big bus, delightful lunch and who would not fall in love with Pienza and Montepulciano.
HelpfulHelpful
star-5
Wow - if I could give more stars, I...
Dabay
, Oct 2017
Wow - if I could give more stars, I would! This was definitely the highlight of our trip to Italy across Rome, Venice, Florence, and Siena. Corrado was an amazing guide, and took us through the rolling countryside of southern Tuscany, to small towns I'd only dreamed of. The views were breathtaking, and the farm lunch was so perfectly quaint and yet awe-inspiring the views were unreal! Visiting Pienza and Montepulciano was my dream come true, and I wish I could have spent more time in both beautiful towns. I can honestly say this was one of the top 5 days in my life - it was a once-in-a-lifetime experience, and the tour company took all of the guesswork out of the equation so we could truly relax and enjoy. I cannot recommend this tour enough.
HelpfulHelpful

Product code: 5493MONTEPULCIANO

Explore Similar Things to Do