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12 hours
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See the very best of Tuscany on a full-day trip from Rome! Traveling to the stunning Val d'Orcia region, south of Siena, you'll be introduced to a beautiful landscape where medieval towns cling to sunny hills and rustic farms adorn the countryside. With an expert guide, you'll visit Montelpulciano, Montalcino and the UNESCO World Heritage-listed Pienza, sampling fine wines and local delicacies as you go!
Infants are required to sit on an adult’s lap
Travelers should have at least a moderate level of physical fitness
Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
Appropriate dress is required for entry into some sites on this tour. Knees, shoulders and backs must be covered
Please be advised that in the case of events beyond our control, we may need to adjust our itinerary to ensure the safety, quality, and satisfaction of your travel experience.
A fair amount of walking is involved and some of the cities are steep.
While our day trips are typically of a fixed duration, external factors may occasionally extend tour times slightly. We appreciate your understanding and planning as we strive to provide you with the best possible experience.
If you select the private tour option, please ensure to add the pickup location in the "Special Requirements" field on the check-out page
Please advise any specific dietary requirements at time of booking
For a full refund, cancel at least 24 hours before the scheduled departure time.
Val D'Orcia
Take a Tuscany tour from Rome and see the best of the captivating Val d’Orcia region, near Siena. Board your luxury coach, and travel from Rome to Tuscany with its scenic, rolling hills.
Montepulciano
Your first stop is Montepulciano, a town renowned for its fine wine and views. The Renaissance hilltown is best-known for its production of Vino Nobile di Montepulciano, a full-bodied red wine. Learn about it on a walking tour and discover highlights such as the Florence-style clock tower, the cathedral with its yet-to-be-finished façade, medieval wine cellars and the old town walls.
Audio headsets to always hear your guide
Round-trip transport from Rome in an air-conditioned coach with unlimited high-speed Wi-Fi on board
Guided visit of Montepulciano
Pick-up & drop-off within Rome [if Private Option selected ONLY]
Extra Wine & Olive Oil Tasting, including Brunello di Montalcino[if Small Group or Private selected]
Visit to the hill town of Pienza
Visit Castle in Montalcino [if Small Group or Private upgrade selected]
3 Course Lunch and wine tasting at an authentic Tuscan farm and winery
Professional English speaking guide for the whole day
Gratuities
Hotel pickup and drop-off [unless Private Option selected]
Upgrade to a private tour for a personalised experience & enjoy a gourmet lunch paired with fine wine and olive oil tastings
Small Group Tour Upgrade: Upgrade to a comfy minivan tour, limited to just 8 guest & enjoy an exclusive extra tasting of fine local wine and olive oil!
Group Tour: Visit Montepulciano, Pienza, and a Renowned Vineyard for a 3-Course Lunch & Wine Tasting.
5,213 reviews
Total reviews and rating from Viator & Tripadvisor
Jill Z,,Dec 21, 2025
- Review from Viator
I really enjoyed this day tour of Tuscany from Rome. Our guide Antonino was great and knowledgeable. The tour first stopped in Montepulciano which was my favorite. Unfortunately, I felt visiting Montepulciano was rushed, we didn't have much time to explore on our own. We then stopped for lunch, I agree with others, we just got small splashes of wine to try and the food was kind of underwhelming. We stopped in Pienza as well which was beautiful. Unfortunately, the day I was there, everything was closed. There was not much to do. My recommendation is give us more time in Montepulciano and less time in Pienza. Otherwise, I really enjoyed the tour and the stops.




B2181QCelisabethd,,Dec 16, 2025
- Review from Tripadvisor
Our visit to Tuscany was amazing. Natasha offered an unforgettable journey through the Tuscan countryside. She was very knowledgeable and offered candid, humorous insight into the people and culture of the area. I would definitely recommend this tour to to others. My only regret is that there was not more free time to wander the cities and vineyard.
ziebam,,Dec 15, 2025
- Review from Viator
The lunch was mediocre at best. 5 measly sips of wine. Probably one glass of wine total. They really needed to have some bottles in the tables. The drive itself was nice and the tour guide was great.
Marcia G,,Dec 15, 2025
- Review from Tripadvisor
Our tour guide Barbara was excellent and very informative. She was friendly and professional and entertaining as well as knowledgable. The lunch at the farmhouse was a bit of a let down as it felt impersonal, rushed and commercial. The driver Antonio was a good driver and we felt safe. Barbara have us very useful tips which has made our visit to Rome even better.
Givha,,Dec 15, 2025
- Review from Tripadvisor
They should go to the last village first and stay for about 45 minutes. That is all you need there. Then to lunch. wished they would have said more about the wines they were serving , would have bought some wine if I’ve known what the names were. they lost a lot of sales by not doing so . Then after that they should have gone to the first village instead and stopped halfway through the village and let everybody have an hour to an hour and a half to shop then continued on with the tour up at the top of the hill and not stay there but 10 to 15 minutes because that is all you need up there a church, a well ,and a view of the valley below. All the shops are down below, and there was no stopping so that you could do any shopping there felt sorry for the village loss of income . overall, did enjoy the trip. They just need to tweak some of these things to make it more enjoyable.



chrisbY2198KM,,Dec 15, 2025
- Review from Tripadvisor
The day trip out to Tuscany was exceptional. Antoine and Natascia our bus driver and guide got us safely out to Montepulicano and Pienza and provided a lovely guide on the area. Once we got to Montepulicano, our guide Sara was very knowledgeable and explained all about the history, only downside was the magical mist that blocked the view. The wine tasting and lunch was exceptional and the hospitality truly amazing. The final stop in Pienza was amazing small place but the mist cleared and awesome views in every direction, perfect place for the proposal. I can't speak highly enough of the tour, the size of our group was perfect not too many people and for the cost of the tour was definitely worth the money.
Anna M,,Dec 15, 2025
- Review from Viator
Natascia was probably the best tour guide I have had in a while! She was very upbeat for a 12 hour tour! Very knowledgable and entertaining! Spent the majority of the time we were on the bus talking about the history of the places we were going along with tips and tricks to make our visit in those particular places great along with tips around Rome that i used for the rest of my travel which were very helpful! Antonio our bus driver gets all the credit in the world too! We had the worst fog that day for our whole trip and he got us through the winding roads of tuscany and montipulciano safely!! 10/10 for these 2 guides I highly reccommend this trip to anyone!!!
Jocelyn P,,Dec 14, 2025
- Review from Viator
This was my second trip with City Wonders, tour guide Flabio was an excellent tour guide. I loved seeing the Christmas markets in Montepulciano. I plan to go back by myself to continue exploring this place. The pasta we got and wine were good as well. Pretty awesome experience. Highly recommend
Daniel C,,Dec 14, 2025
- Review from Tripadvisor
Fantastic experience through the Tuscan country side with our guide Barbara. So much fun and knowledge shared, I feel blessed. Great visits through Montepulciano, smaller villages, great wine tasting place, great food and company. A perfect day. Driver Antonio navigated narrow streets expertly and safely. Ample breaks for restrooms, food, shopping etc.. Even in winter time Tuscany is a must see. Highly recommend this company, this guide and this driver. What a combo!!! Ben Fatto!




jessicasZ5750TS,,Dec 13, 2025
- Review from Tripadvisor
I had a great time today on this tour. Anna was incredibly knowledgeable about the history of all the places we went to. She was funny with all her stories. Luca was also a very safe driver. I’d do it all over again
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