Private: Tuscany from Rome, Wine, Pienza & Val d’Orcia Views


About This Experience
This is a private car day from Rome to Montepulciano and Pienza with a driver and a wine tasting, run by Eternal City private and guided Tours. It lasts about 10 hours, and you are collected from your hotel in a Mercedes sedan or minivan. It starts from $432 per person when two travel and holds 4.8 from 39 GetYourGuide reviews.
The drive to Montepulciano takes about 2 hours. You spend around 2.5 hours there, with a visit to part of the town's underground city, a wine tasting with local snacks and time to shop and walk. The driver then takes you through the Val d'Orcia with photo stops on the way to Pienza, where you have about 2.5 hours for lunch and a look around. The drive back to Rome takes about 2 hours.
The wine tasting is included, but lunch is not. Your driver can suggest restaurants, and Pienza is known for pecorino you can buy in its food shops. Entrance fees to any monuments or museums and tips are extra. Because the car is yours for the day, you can ask to change the order or add stops, and infant seats are available on request.
This day suits couples or small families who want Tuscany at their own pace and dislike big coaches. Check what you are booking: the listing calls the role a driver-guide, and several unhappy reviewers got a driver who spoke little English and skipped the vineyard they expected. Confirm the language and the winery stop with the operator before the day.
Highlights
- Private car with hotel pickup in Rome
- Wine tasting with local snacks in Montepulciano
- Visit to part of Montepulciano's underground city
- Photo stops along the Val d'Orcia
- About 2.5 hours in Pienza for lunch and pecorino shops
- Flexible itinerary you can adjust with the driver
What's Included
- ✓ Private transportation in a Mercedes sedan or minivan
- ✓ Driver-guide
- ✓ Hotel pickup and drop-off in Rome
- ✓ Visits to Montepulciano and Pienza
- ✓ Panoramic photo stops in the Val d'Orcia
- ✓ Wine tasting
Not Included
- Lunch
- Entrance fees to monuments or museums
- Tips
What to Bring
- Passport or ID card (a copy is accepted)
- Comfortable shoes
Good to Know & Caveats
- Only your group travels; the itinerary can be adjusted to your preferences.
- Lunch is not included, though the driver can recommend local restaurants.
- Historic centers have uneven cobblestone streets.
- The day lasts about 10 hours including travel from Rome.
- Confirm an English-speaking driver when you book.
Not Suitable For
- Wheelchair users
Meeting Point
Pickup is from your hotel in Rome; check availability for the pickup details on your date.
What Travelers Say
Rated 4.8/5 by 39 verified GetYourGuide travelers.
Loved this trip. Stefeno was great, I would hire him any day.
— Mike, July 19, 2026
Lovely! Stefano was a great driver and very insightful. Had a lovely time with my parents visiting Tuscany from Rome. Highly recommend :)
— Jennifer, July 11, 2026
Stefano, our driver, was extremely friendly, professional, and informative! It was a great experience, seeing the beautiful countryside and medieval towns. Strongly recommend this activity.
— Charles, June 5, 2026
Frequently Asked Questions
How much does the private Tuscany day from Rome cost?
It starts from $432 per person when two travel, on a date checked in October 2026. The car, driver, hotel pickup and a wine tasting are included. Lunch, entrance fees and tips are extra.
Is lunch included?
No. You get free time in Pienza for lunch, and the driver can recommend local restaurants. Budget for your own meal and any pecorino you want to take home.
Will I have a guide or a driver?
The listing describes a driver-guide who speaks English. Some low-rated reviews say the driver spoke little English and acted more as a chauffeur, so confirm the language and what commentary to expect before you travel.
Is a vineyard visit part of the day?
The included tasting takes place in Montepulciano, alongside a visit to part of its underground city. A few reviewers expected a vineyard among the vines and did not get one, so ask the operator to confirm the tasting venue.
Can we change the itinerary?
Yes. It is a private tour and the operator says the itinerary is flexible. Talk to your driver about extra photo stops or more time in one town, within the day of about 10 hours.
















