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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.
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
Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
For a full refund, cancel at least 24 hours before the scheduled departure time.
Transport by air-conditioned minivan (maximum 8 passengers)
Alcoholic Beverages
Lunch on local farm with wine
Driver/Guide
Hotel pickup and drop-off
Gratuities
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.
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.
280 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
drjimhill,
15 thg 11, 2025
- Đánh giá từ Tripadvisor
Mattia was an amazing tour guide. His knowledge of the history of the visited locations is amazing and with the smaller group size it was easy for all participants to hear him. He is also a walking wine encyclopedia and while we weren’t on one of the wine-centered tours it’s impossible to be in Tuscany and not talk about wine. The visited locations are beautiful and there was ample time for us to see the highlights (and take notes for future, longer re-visits).
brendavL2276OP,
12 thg 11, 2025
- Đánh giá từ Tripadvisor
We truly enjoyed this tour and our tour guide. We saw some beautiful countryside, did a wine tasting and learned a lot about the history. Would highly recommend.
Mark Y,
6 thg 11, 2025
- Đánh giá từ Viator
We had a wonderful day with our amazing and awesome guide, Daniele. He was extremely knowledgeable and informative and personable. He shared bits of history and interesting facts about the area. His knowledge of wine and it’s production is impressive. He’s a true connoisseur of great wine. A little bit of a long day but worth every minute. We returned to our meeting point at about 6:15pm. I highly recommend this trip!
andrewtM710VF,
3 thg 11, 2025
- Đánh giá từ Tripadvisor
Mattea was freaking phenomenal and led an action packed day of seeing to a of sights of Tuscany. He was fun to be around and got the group connecting and chatting which led to everyone having a good time


Janet B,
1 thg 11, 2025
- Đánh giá từ Viator
Guiliana is an expert guide, making our trip so interesting. She is an absolute rock star! She knew so much history about the area and answered any questions we had. The views through the winding roads on our trip to Pienza and Montepulciano were spectacular. After stopping for a cappuccino in a little town along the way, we were able to explore Pienza. It rained during our time there, but we made the best of it by having a delicious lunch at a nearby cheese farm, Podere Il Casale. We were served various cheeses to try from mild to very strong, salad, and a pasta dish. Perfect. We also learned about the differences of olive oil. With our bellies full, we headed to wine tasting at the Gattevecchi winery. We were given a tour of their wine cellar, too. Even though it was raining really hard, we still managed to walk through the town of Montepulciano. This tour is a must if you want to learn more about the Tuscany region. Be sure to ask for Guiliana as your guide!
toniannes144,
31 thg 10, 2025
- Đánh giá từ Tripadvisor
Our tour guide Julianna was amazing. First she was a great driver. We felt very comfortable driving with her. The day unfolded so nicely. We stoped at several scenic stops along the way. First long stop was Pienza. What a spectacular small city. Afterwards we at lunch at a small farm that produced local cheeses. The meal and wine were fantastic! Fresh and organic. The olive oil was spectacular! Next we went to a local winery and then Montipuciano . Wonderful day wonderful experience! I highly recommend it!
sandymak1,
28 thg 10, 2025
- Đánh giá từ Tripadvisor
Our guide Keko was fantastic - full of energy and lots of interesting stories. The countryside is spectacular and Montepulciano and Pienza are spellbinding. The lunch was delicious with again, wonderful views. We had the best day
markmS9837YT,
27 thg 10, 2025
- Đánh giá từ Tripadvisor
Our guide Juilianna was fantastic! She was very knowledgeable about the area and the wine. A pleasure to be on this tour with her. I would recommend this day trip without reservation. It was great!
Getaway725709,
26 thg 10, 2025
- Đánh giá từ Tripadvisor
What a great day out with Keko as our enthusiastic and knowledgeable guide. The routes, coffee stop and both Penza and Montepulciano were all fantastic with plenty of free time to wander. The farm lunch was exceptional - not at all the mass tourist group place that such trips usually stop at.
Cindy D,
25 thg 10, 2025
- Đánh giá từ Viator
Claudia was amazing. Terrific day; so informative and fun. She was personable and well versed in history and wine.
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