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Tuscany Day Trip: Explore Val d'Orcia's Charms
4.7
5,257 Ratings
Roma
Experience the beauty of Tuscany on a guided day trip from Rome. Explore charming medieval towns, taste exquisite wines, and indulge in local delicacies.
Experience the beauty of Tuscany on a guided day trip from Rome. Explore charming medieval towns, taste exquisite wines, and indulge in local delicacies.
Duration:
12 hours
Cancellation:
24 hours
Highlights
- Val d’Orcia - Embark on a Tuscany tour from Rome to explore the enchanting Val d’Orcia region, close to Siena. Board a luxury coach and journey from Rome to Tuscany, enjoying the picturesque, rolling hills along the way.
- Montepulciano - The first stop is Montepulciano, a town famous for its exquisite wine and stunning views. This Renaissance…
- Val d’Orcia - Embark on a Tuscany tour from Rome to explore the enchanting Val d’Orcia region, close to Siena. Board a luxury coach and journey from Rome to Tuscany, enjoying the picturesque, rolling hills along the way.
- Montepulciano - The first stop is Montepulciano, a town famous for its exquisite wine and stunning views. This Renaissance hill town is celebrated for producing Vino Nobile di Montepulciano, a robust red wine. Participate in a walking tour to learn about the town and see highlights such as the Florence-style clock tower, the cathedral with its unfinished façade, medieval wine cellars, and the ancient town walls.
After building up an appetite, enjoy lunch with the group amidst vineyards. Discover why Tuscany is Italy’s most celebrated wine region with a traditional 3-course lunch, paired with local wines, including the renowned Brunello di Montalcino wines.
*If GROUP OPTION is selected: the lunch experience also includes a brief fresh pasta-making demonstration with small tastings, followed by a Sommelier-guided wine pairing, featuring Brunello di Montalcino.
- Tempio di San Biagio - Delight in the architecture of St. Biagio’s Church. This temple represents a remarkable blend of Renaissance artistic language and the beauty of the Tuscan landscape, thanks to its unique location amidst a breathtaking landscape overlooking the Tuscan hills. The church, an example of a Renaissance Greek cross central plan, inspired the original design by Bramante and Michelangelo for St. Peter’s Basilica in Rome.
- Historic Centre of the City of Pienza - Travel from the farm to Pienza, one of the region’s UNESCO World Heritage Sites. Enjoy up to 45 minutes of free time to explore. The town’s layout was designed by Pope Pius II, who aimed to transform the appearance of his birthplace. Admire the historic center, which remains true to the pope’s vision, and marvel at the abundant fine architecture. Food enthusiasts should explore the shops for pecorino cheese, arguably Pienza’s most treasured product.
- Pienza - Discover Pienza, shop for local foods and wines, take photos, and savor gelato.
Finally, return to Rome in air-conditioned comfort — feeling fulfilled, relaxed, and ready for the next day.
What's Included
- 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
- Fresh pasta making demonstration and tastings [If Group option is selected]
- Pick-up & drop-off within Rome [if Private Option selected ONLY]
- Sommelier‑guided wine pairing,…
- 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
- Fresh pasta making demonstration and tastings [If Group option is selected]
- Pick-up & drop-off within Rome [if Private Option selected ONLY]
- Sommelier‑guided wine pairing, including Brunello di Montalcino [if Group is selected]
- 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
What's Not Included
- Gratuities
- Hotel pickup and drop-off [unless Private Option selected]
- Gratuities
- Hotel pickup and drop-off [unless Private Option selected]
Additional Information
Experience the finest of Tuscany in a day-long tour departing from Rome! Your journey takes you to the magnificent Val d’Orcia region, situated south of Siena, where the charm of medieval settlements perched on sunny slopes and picturesque farmhouses dotting the rural landscape never fails to inspire. Accompanied by a knowledgeable guide, delve into…
Experience the finest of Tuscany in a day-long tour departing from Rome! Your journey takes you to the magnificent Val d’Orcia region, situated south of Siena, where the charm of medieval settlements perched on sunny slopes and picturesque farmhouses dotting the rural landscape never fails to inspire. Accompanied by a knowledgeable guide, delve into Montelpulciano, Montalcino and the UNESCO World Heritage site of Pienza, savoring exquisite wines and local specialties on your way!
- 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
Location
Piazza del Popolo
Meet at the center of Piazza del Popolo, by the large fountain with the lions and the obelisk. The nearest metro stop is Flaminio (Line A).
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.7
(5257 Ratings)
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1 star
Alexis
Sep 1, 2025
Truly a wonderful day - Alessandro was amazing! Truly made the day incredible! Our bus driver was wonderful as well. My boyfriend and I had a great time
Review provided by Tripadvisor
Jeanettep928
Aug 30, 2025
I Love Tuscany - This was an amazing experience! I loved it! Tuscany is amazing. The Pulcino farm and winery experience was everything I hoped it would be. It was authentic fresh food and wine. The tour and the people were so friendly and helpful. The tour guide Anna and driver Max were delightful. They were friendly and helpful. They interacted on a personal level and I enjoyed chatting with them both. They shared their personal experiences which were lovely. Anna helped guide me to find the kitchen souveniers I was looking for.Anna is very knowledgeable, I learned a great amount from her I cant say enough good about them! They are both wonderful people.
Review provided by Tripadvisor
Celine_r
Aug 15, 2025
Wonderful! - Absolutely amazing !The views were spectacular and the tour guide was so friendly. I enjoyed the food and pesto/chocolate tasting.
Review provided by Viator
K6080frsamaras
Aug 15, 2025
Great for going with children and babies - The perfect experience, I went with baby cart, and child, all places had access, with some climbs but nothing impossible, it was all perfect.
Review provided by Tripadvisor
722santosg
Aug 4, 2025
Smooth and knowledgeable - John was an amazing tour guide. Very knowledgeable and attentive. He made the tour flow smoothly. He also was willing to help and give recommendations if needed for the rest of your stay. I definitely john as your tour
Review provided by Tripadvisor
Talisha_d
Jun 23, 2025
Countryside experience! - Going to Tuscany’s countryside was a delight to see. You see the vineyards from afar and get to learn about the history of that area. Beautiful scenery with shopping and the lunch was good. Our guide, Andrea, was very knowledgeable and fun. The bus driver did well !
Review provided by Viator
434vesna_
Nov 15, 2025
Pretty views of Tuscany with poor lunch and scammy vibes - We booked this trip through Tripadvisor, but it was organized by City Wonders.
The overall trip was ok, Montepulciano and Pienza were beautiful and the local guide in Montepulciano was excellent.
However, the location for the rest stop (Fabro) felt lika a poor attempt at scamming us tourists. The place is basically a construction site, the facilities are not well-maintained. The gift shop had extremely cheap vibe but the prices were higher than in Rome. The guide Francesca, had the audacity to tell us on the bus that this is a great place to buy gifts due to very low prices compared to Rome. To top it off, on the way back to Rome we stopped there again, and the guide again encouraged us to buy gifts there.
So all altogether we spent an hour in Fabro rest stop and in Montepulciano there was only 30 min free time.
The worst part was the lunch. The first appetizer which was supposed to be bruschetta, looked and tasted like it was 3 days old. This was followed by a cube of cheese and 1.5 slice of salami per person. At that point we were still optimistic and looking forward to the main course and dessert. When they served us the pasta with tomato sauce we were shocked how small the portion was. It was maybe 20% of a normal pasta portion we were getting when having dinner/lunch in Rome. This was followed by 1(!) cantuccini biscuit for dessert.
Since there was no time to have lunch afterwards we were left hungry and relying on cookies afterwards. Given how cheap the ingredients to make tomato sauce pasta are, we believe there is really no need to scam and starve tourists like this. We were in Italy for a week altogether and this was the worst meal and overall experience of the whole trip.
Review provided by Tripadvisor
L6687nyemmab
Oct 26, 2025
Great guides/visit but disappointing lunch - It was a long day but it was all organized well. Our main guide Antonino was wonderful! He was knowledgeable, kept things light during a long day and was mindful of timing. He also provided great recommendations in the Rome area too! The visit to Montepulciano was definitely the highlight and our local guide Sara was great! The short visit to Pienza was also a worthy stop. The “wine tasting” and lunch were disappointing though. If you are hoping to learn about wine then this is not the right tour. The lunch felt a bit like a gimmick & tourist trap with a large room full of tour groups. The bruschetta was bland, the pasta overcooked and wine being hastily filled up with no explanation or care. We were hungry so we ate it all up but it was not the experience we expected which was a bummer. Would be 4 stars if lunch was better!
Review provided by Tripadvisor
966tomis
Aug 22, 2025
Nice but underwhelming - This trip was a little underwhelming. Mainly the Montepulciano and Pienza towns are just small and not much to do. You can enjoy the vistas of the Tuscany region but nothing too crazy. The wine tasting is just a tasting, so just giving a forewarning. Our wine glasses were never filled.
Our tour guide Errica was wonderful, super knowledgeable and super helpful. She was an awesome tour guide.
Overall, I wouldn’t recommend it to younger folks.
Review provided by Tripadvisor
Roam35411654344
Aug 16, 2025
Don't waste your money or time - This was the worst tour thus far, from beginning to end. Upon arriving at the tour, they told us to check in at 7:!5, 15 minutes before the tour leaves, not the 20 minutes as they suggested, the fiv e minutes mattered because they rushed us through a walk across the square, across the street and up the block, leaving seniors and others who couldn't walk quickly behind. Once we were getting on the bus, they allowed people to hold seats and rows at a time. Having the disabled and elderly to take the back sests. When we got to the first location, they gave us twenty minutes to use the bathroom, taste test the products, and purchase, then the Tour assistant Semih rushed us out of the store.The next stop was Monteplanco, there we walked through the town, all on hills, and were also given a short time to shop, when we got on the bus, people started swapping seats, moving others belongings, at the next stop at the church we were given 10 minutes to get off the bus, take pictures and run back
My group was delayed a couple of minutes becauseit was a long walk to the bus, and Semih berated us, and threatened to leave us stranded, arguing that it isn't his responsibility to do a head count
He nearly left us, until my wife brought it to his attentionusually we were missing. He told her in front of everyone that he would leave us.
Upon arriving at the winery the tensions were high. The food and experience were subpar. Nothing spectacular outside of the view. Upon getting on the bus again, people's property was tossed around and moved, leaving people to scramble to find their items and get new seats. I addressed this with Semih, and he did nothing. Dozens of people are angry and concerned for the safety of their items. I asked him to address this to the group, stressing that people were going to get into disputes, and he did nothing . He never addressed the issue, and people were arguing among themselves. At the next stop, Pienza we were left there to shop, finding a bathroom was difficult, most restaurants were closed, and you had to pay for use. Once we got on the bus again, people lost their seats again, and their property thrown. around. This tour was the worst I have experienced, and I have booked over $7000.00 worth of tours. Do not spend your money. This was supposed to be an amazing experience, and instead, we were stressed and filled with anxiety. I've had 5 tours thus far, four receiving 5 stars, this one deserves a zero
Review provided by Tripadvisor
