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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.
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]
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.
Group Tour: Visit Montepulciano, Pienza, and a Renowned Vineyard for a 3-Course Lunch & Wine Tasting.
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!
Upgrade to a private tour for a personalised experience & enjoy a gourmet lunch paired with fine wine and olive oil tastings
5,185 reviews
Total reviews and rating from Viator & Tripadvisor
nancyhM4835TN,
Nov 21, 2025
- Review from Tripadvisor
Great tour. Our guide did a wonderful job! Loved the history and views of the beautiful countryside. Enjoyed the wines and our lunch was delicious with hand rolled pasta!
Coastal66286381515,
Nov 21, 2025
- Review from Tripadvisor
What a pleasure to see Tuscany and have such a comfortable bus n driver. Erratically our guide was outstanding...educated us about all we were experiencing. Recommending this to all that want to see Italy..not just another city




843tashal,
Nov 20, 2025
- Review from Tripadvisor
My friend and I took the Tuscany tour with Erica. We stopped for coffee and restrooms at a lovely wine and olive oil business. Then went to the beautiful town of Montepulciano. We had a fabulous guide through the town and some time to shop. It is a wonderful mix of a Mideival and Renaissance architecture. We then went to lunch and a cheese and wine tasting. The winery was gorgeous and the food was some of the best we had eaten. The dessert served with the Vin Santo was a highlight. We ended our tour in Pienza. We had time to see the beautiful church, shop, enjoy the views and eat gelato. We tried the Pecorino gelato and it was amazingly delicious. We had a wonderful trip back. Val our driver was excellent. I would highly recommend thus trip. I would definitely take thus one again. November is a great time to take this it is not crowded.
DonnainBoynton,
Nov 20, 2025
- Review from Tripadvisor
Outstanding day! Lots of fun. Like how the trip was broken up. Stops were great. Lunch at the winery was amazing! Loved Montepulciano! Love Pienza! Just enough time there. Would have liked a little more free time in Montepulciano. Tour guide, Erica was awesome! Would highly recommend this day trip!

















































peterbH9843VX,
Nov 20, 2025
- Review from Tripadvisor
Wonderful trip with brilliant guide Anna and driver Luca. The scenery and architecture is a sight to behold. Everything was timed to perfection in every way.
Jeff T,
Nov 18, 2025
- Review from Tripadvisor
It was a nice tour, the weather was perfect, cool & clear. Our main tour guide was Edoardo (did I get it right). He was well educated in Italian history and provided some very good information as we traveled on the bus. He even threw in some funny bits, but most missed the humor. The tour of Montepulciano was handled by a local guide. It is hilly so good walking shoes are advisable. It wasn't crowded and I could hear the guide clearly with my headset, you might not even need one if you stood near the guide. I didn't feel rushed and there was time provided to explore on your own. Lunch was next, the farm we went to had a lot of history it would have been nice to hear more but by this time only food is on your mind. Lunch was enjoyable, everything was fresh, tasty and well presented. There were three wines already poured when you sat down and as the meal progressed they poured more wine from different vintages. Overall a pleasant and relaxing day.
Debra W,
Nov 18, 2025
- Review from Viator
Wonderful! Beautiful scenery. The people were so warm and kind which made the experience even better.
Destination542161,
Nov 17, 2025
- Review from Tripadvisor
We loved this day! Our tour guide was Anna. She was fun, educational and fantastically interesting. Overall a great day. There are some uphill climbs and walking, but manageable. We had some time to do a bit of shopping. The meal and wine experience was very nice.




karla v,
Nov 17, 2025
- Review from Viator
This was the best experience ever!! Beautiful countryside tour. Outstanding authentic food. Erica and Barbara were great guides. Could not have asked for a better experience
Nathan G,
Nov 17, 2025
- Review from Viator
Our tour guide Barbara was very entertaining and informative. We enjoyed the views. Our favorite stop was Montepulciano. It is a long day but we are glad we did it.
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