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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.
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.
5,179 reviews
Total reviews and rating from Viator & Tripadvisor
William G,
Nov 14, 2025
- Review from Viator
Great views in Montepulciano and Pienza. The sister at the farmhouse were adorable. Megan was a fantastic hostess/guide and Giovani was a great driver.










Demiryah D,
Nov 14, 2025
- Review from Viator
Great experience. We loved everything about it. From our tour guide Viviana. To the amazing food served at the winery
Jeannette M,
Nov 13, 2025
- Review from Viator
The experience was very pleasant it was an awesome day. I would tell friends and family to go on this tour.
Julie B,
Nov 13, 2025
- Review from Tripadvisor
We had a wonderful time and really enjoyed Tuscany. Both Montepulciano & Pienza were beautiful and very relaxing. Gorgeous views of the countryside and great shops with handmade goods. The lunch and wine that we had was amazing and the sisters who ran the winery were so sweet. Loved Megan, our tour guide - she’s so very nice. Highly recommend this tour!










Jlp227,
Nov 13, 2025
- Review from Tripadvisor
Some walking was expected. Told on bus about steep hill climbing. More than expected. But glad i was persistent. Our walking guide was Barbara and she was fantastic. Knowledgeable and funny. Perfect mix for an excellent tour guide. Erricka was our bus guide. She was super knowledgeable about the area. Wanted us to know about the area. Had the bus drive slow down as she was bringing sights to our attention. Lunch was ok. Liked the wine tasting.
Kathleen D,
Nov 13, 2025
- Review from Viator
Amazing day trip! Everything was perfect ! Highly recommend!! The towns were so quaint and tranquil! One of the best days of our trip!
Jenivie G,
Nov 12, 2025
- Review from Viator
Eriika is a force of nature, embodying both energy and enthusiasm. Her first impression might suggest she’s serious, but in reality, she’s incredibly hilarious and quick-witted. I couldn’t quite tell where she channels her boundless energy. Still, she’s remarkably knowledgeable, especially about local history, and takes every opportunity to share insightful instructions on meeting points and interesting facts during the tour. Throughout the experience, she was constantly present at every corner, ensuring no one got lost and everyone was engaged. Meanwhile, Danielo displayed professionalism and expertise behind the wheel, comfortably driving long hours and handling the vehicle with ease and safety. His calm demeanor added a reassuring touch to the journey. This tour was phenomenal—highly recommended for anyone seeking an enriching experience. Everything was perfectly organized —from the picturesque locations and interesting landmarks to the delicious local food and exquisite wines —making the entire adventure memorable.
Matthew A,
Nov 12, 2025
- Review from Viator
Barbara was very knowledgeable and made the trip to Montepulciano and Tuscany fun. Antonio got us there and back safely driving the bus. The places she took us to were amazing and the lunch at Pulcino was perfect along with the wine tasting. Cecilia and her sister Angela were excellent hostesses there and treated us all like family. The views were amazing everywhere we went. Make sure to stop for a drink and/or a dessert at Caffe Poliziano and sit outside as you enjoy the time
Henrique T,
Nov 11, 2025
- Review from Viator
Excelent experience with an excellent guide. In the final moments we've experienced a Pavarotti song while the sunset was happening. Really something I'll never forget.
Teresa R,
Nov 11, 2025
- Review from Viator
Everyone talks about Tuscany’s beauty but it is not truly appreciated until you are there. Our Guides Katarina and driver Johnny were awesome, friendly and very informative. Each stop was a new Wow!!! This was a very easy day trip from Rome and highly recommend it!!!
Operated by City Wonders Ltd