Rome to Tuscany: Exclusive Wine, Lunch & Scenic Escape
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!
Reviews
Reviews and Rating (Tripadvisor)
5 stars
3 stars
Reviews by Tripadvisor travelers
chrisbY2198KM, 12/15/2025 7:15:59 AM
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, 12/15/2025 4:08:40 AM
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, 12/14/2025 7:45:21 PM
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, 12/14/2025 2:45:02 PM
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, 12/13/2025 3:29:35 PM
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
707gk, 12/13/2025 2:18:06 AM
We really enjoyed the trip. The scenery was amazing although at times hampered by fog, that did not stop the enjoyment. It was enlightening to see so many historic buildings still standing. Pienza is very quaint. The lunch was very tasty, that fresh pasta was to die for. Natasha was an informative guide and Antonio a skillful driver. It didn't take away from the enjoyment but I would have liked information directly linking to the agenda on the website. I would recommend this trip
michelle34731, 12/10/2025 2:09:00 PM
The tour bus was a large bus. Comfortable. Montepulciano was beautiful. My main complaint was the lunch. For a wine tasting, there was barely any. You got 5 measly pours of each. Three sips of each. Not one full glass. Lunch was mediocre. Nothing outstanding. And not even a glass of wine at lunch. Just the measly tastings. They could have left a bottle of table wine on each table. Pienza was pretty but mostly closed. Guides were great.
Brianna_D, 12/9/2025 3:07:10 AM
Max and Flavio were amazing ! The trip was perfect and it was a nice sunny day in December !! …………………..
Rita_S, 12/7/2025 1:28:34 AM
The guide Anna and driver Romeo were great, the additional guide Agnes was also very good. However, the lunch and “wine tasting” were lacking. It felt more like a cattle call for lunch, minimal information provided about each of wines tasted. Do not recommend large group wine tastings.
B8025AJjoannes, 12/4/2025 2:23:22 PM
Tuscany was absolutely breathtaking, and our guide Eduardo made it even more special. He’s incredibly kind, knowledgeable, passionate and truly the best in the business. We explored beautiful places, tasted amazing local food and wine, and experienced authentic Tuscan culture in a way I never expected. As a solo traveller I felt incredibly safe and enjoyed getting to know my fellow travellers. I’m so grateful for the experience and Eduardo is exceptional.
- 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
Departure point
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).Return details
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!Redemption
• Please ensure to be at the meeting point 20 minutes before departure. Guests arriving after departure cannot be accommodated & missed tours or tickets cannot be refunded. • Please inform us in advance of the tour of any special dietary requirements. • Gratuities for your guide/driver that provided excellent service are appreciated! • Please note that infants do not have a reserved seat on the bus. • Luggage and large bags are not allowed on our tours. • We are not responsible for any personal belongings that are lost or damaged. Guests should ensure they keep track of their items throughout the entire duration of the tour. Please note that any additional shipping costs related to retrieved items will not be covered by us. • This tour involves a fair amount of walking: comfortable shoes are recommended, a bottle of water and a hat are recommended especially in summer months Disclaimer: • 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. • 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 Private Tour option is selected: • Please ensure to add the pickup location details in the "Special Requirements" field on the check-out page or to email them to us. • It is the customers’ responsibility to arrive at the agreed Meeting Point 10 minutes before the scheduled tour time and present their tour voucher to the driver. The driver will allow a maximum tolerance of 15 minutes from the scheduled tour time. Missed tours or tickets due to missed pick-up cannot be refunded.24 hours before travel date - 100% refund
Less than 24 hours before travel date - 0% refund