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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
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!
5,154 reviews
Total reviews and rating from Viator & Tripadvisor
Georgia G,
Oct 30, 2025
- Viator
Farmhouse/winery food and wine part of tour was unappealing. Rest of tour was good. Tour Gide was knowledgeable
Judith L,
Oct 29, 2025
- Viator
A full day. The Jay started at 7:30 and we did not return to Rome until 6:30 in the evening. Our tour guide, Anna, was very knowledgeable.
JP A,
Oct 29, 2025
- Viator
Had a great experience with Paula. The tour was amazing and very informative. Would highly recommend.
Marissa U,
Oct 28, 2025
- Viator
We love this tour 100 % recommend to take it Tuscany is beautiful and you have enough time in each stop to walk and for shopping
Tina A,
Oct 28, 2025
- Viator
Fantastic tour! Guide and driver were excellent! Tuscany is beautiful! Montepulciano is magnificent! Would’ve liked more time there! Pienza is nice as well could’ve had less time here! The wine cellar/tasting was good with a great lunch after.
Operated by City Wonders Ltd