Private Tuscany Wine Tour from Rome Montepulciano and Pienza
Description
Leave the bustle of Rome behind and enjoy an elegant private journey into the heart of Tuscany. Travel through the scenic Crete Senesi and the rolling hills of Montepulciano and Pienza, where vineyards, historic villages, and breathtaking countryside create an unforgettable setting. Visit a prestigious local winery and enjoy a guided tasting of Vino Nobile di Montepulciano, regional wines, Vin Santo, artisanal Pecorino cheeses, and extra-virgin olive oil, all fresh and locally produced. Stroll through charming Pienza and immerse yourself in authentic Tuscan beauty, flavors, and relaxed elegance—perfect for couples, families, and wine lovers seeking a refined day trip from Rome.
Tour Options
Itinerary
At 8:00 AM, depart from your accommodation in Rome in a luxury vehicle with a professional English- and Spanish-speaking driver. Enjoy a scenic journey into the heart of Tuscany, traveling through the iconic Crete Senesi and rolling green hills with stunning panoramic views. Your first stop is a renowned winery, where an expert sommelier will guide you through the vineyards and historic cellars, sharing the story and traditions of local winemaking. Taste up to five organic wines—including the celebrated Vino Nobile di Montepulciano—paired with extra-virgin olive oil, cured meats, cheeses, bruschetta, Vin Santo, and traditional cantucci. After the tasting, explore the charming medieval streets of Montepulciano. If lunch was not enjoyed at the winery, you may choose to dine at a local restaurant specializing in authentic Tuscan cuisine (not included)
Montepulciano is a beautiful medieval hilltop town rich in history and tradition, with origins dating back to the Etruscan civilization in the 4th century BC. Surrounded by rolling vineyards, it is world-famous for its prestigious red wine, Vino Nobile. Visitors can admire the iconic Torre di Pulcinella, a historic clock tower topped by Pulcinella, a character from the traditional commedia dell’arte. The main square features the 14th-century Town Hall and the Cathedral, home to an impressive altar triptych, offering a remarkable glimpse into the town’s artistic and cultural heritage.
About Pienza You will visit the charming town of Pienza, nestled in the heart of the prestigious Val d'Orcia countryside. Renowned as an architectural jewel and a treasure of local gastronomy, Pienza is especially famous for its exceptional Pecorino cheese, enjoyed both fresh and aged. In the 15th century, what was once a small fortified hilltop village was transformed by Pope Pius II into an ideal Renaissance town—an ambitious urban vision that still defines its beauty today. You will also have free time to wander through its picturesque streets, scenic viewpoints, and artisan shops, fully experiencing the timeless atmosphere of this enchanting destination.
Highlights
What's included
Pickup Locations & Times
Enter the name or address of your accommodation or hotel, and one of our drivers will be waiting for you directly in the lobby.
Traveller Ratings
Important Information
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Specialized infant seats are available
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Suitable for all physical fitness levels
- Gli animali devono avere il loro trasportino
Reviews(6)
We had a lovely day out with our driver Alex. He was able to show us all we were after and took us to some very beautiful winery’s. Couldn’t ask for a better day.
Good morning to you! You are a wonderful family, and thanks to your kind participation, we were able to share much of our experience in Tuscany, a marvelous land that makes everyone who visits fall in love with it. Thank you for your valuable contribution. May we continue our journey and enjoy Europe. Alex
It was wonderful. The Canneto wine tasting was great. We loved the towns. Could have used more time in Montepulciano. Alessandro was a great guide.
Thank you so much for your kind words! Good morning Mr. and Mrs. O'brien, it was a real pleasure to have you as our guests, thanks to your precious collaboration we were able to offer our best. We are happy that you had a great time with the activities offered. Blessings, happy Christmas holidays and many beautiful things for a wonderful year 2025.
The winery Canneto and the host Daniela at the winery were the best part. Although Alex, our driver, was a lovely man, he did not speak or understand English or Spanish. We read on a previous review that his English wasn’t great, but figured, since we speak Spanish as well (which it says he does) we’d be fine. Not so much. We were hoping for a private tour, we would have been offered more information, history, anything really…. But Alex was mostly just a driver. Not worth the price
Our driver Alessandro sometimes also called Alex, is a very good and helpful driver of ours, he is a new guy and certainly with all the good will he tried to do his best. The real Alex (named Alex) speaks Italian and Spanish at a native level, English very well but not fluent. The tour includes wine tasting in English which would be the most important part of the activity, Alessando's level was sufficient to understand and make the drop-off and pick-up in the small towns to visit understood, maybe some panoramic explanation of the place but not at the level of a tourist guide. The driver acts as a guide because he takes you to make the stops and visits before the main attraction of the service: THE WINE TASTING IN ENGLISH.
We were on a cruise and took an extra day to leave from Rome to drive to Tuscany. Our driver was very nice, absolutely punctual and very experienced driver. However with limited English and needing to communicate somewhat thru Spanish a very second language to me it was difficult. We drove to the beautiful towns of Pienza and Montepulciano. We were not however prepared to tour the towns and glean any history or knowledge other than pictures on our own. I'm happy we were able to experience Tuscany but would make sure that should we do it again, with someone speaking full English.
Thank you for appreciating our tour, sometimes we are inundated with work requests and in any case we try to satisfy all our customers. We are pleased that you appreciated the effort of our assistant and above all his kindness and professionalism. Cordial greetings
This was the highlight of our stay in Rome. We had initially booked a different tour, and rebooked a private tour when a member of our group had last minute surgery. BEST DECISION we could have made. We agreed that this was well worth the money. We were picked up by our guide Alessandro who from the beginning was prompt, polite and very accommodating to the member of our group that was on crutches. We drove from Rome to Pienza. On the way we stopped a beautiful castle for photos. In Pienza, Alessandro accompanied us and told us about the city, walked around the shops and we tasted delicious cheeses, vinegar and olive oil. We traveled to Montepulciano where we were greeted by Daniela and toured the cellars. Daniela was personable and knowledgeable. The tour was the perfect length and we sampled many, many wines and olive oil. The views from the vineyard were stunning. We could not stop talking about what an amazing day it had been. We ended up purchasing wine and olive oil because it was so delicious. We opted to have lunch at a restaurant (there were some picky eaters in the group), and Alessandro brought us to a lovely restaurant. We do not speak Italian, and Alessandro stayed with us until we ordered to ensure the order was placed correctly. The lunch was absolutely delicious! We really appreciated the kindness and hospitality provided throughout the tour. We traveled as 3 sisters in our late 20’s- early 30’s and our mom who is in her 60’s, and all of us said we would do this again in a heartbeat! I truly cannot recommend this tour enough!
Good morning! Three beautiful girls and a beautiful lady, you are a wonderful family! Thank you for your cooperation and kindness, thank you for your sympathy and help which made the day much more dynamic and easier. For us it was a real pleasure to work with you and to have had them as guests! Your precious words fill us with joy and courage to continue offering the best of our services.! We are here, we look forward to seeing you next time, a very dear greeting! Thank you very much! Alessandro
So, we saw Rome. Venice and Positano- but none can compare with our day at Montepulciano! Franco was our guide-so friendly and jovial. We were picked up in a black Mercedes sedan and transported from our hotel and back to our hotel. The town has rustic charm and simplicity, medieval architecture, sweet transformation into a Christmas village and amazing vistas and views of countless olive trees and grapes connected by narrow yet intimate stony streets made for an amazing romantic experience. The wine, cheese and meat tasting was amazing (they ship to home)and so was the lively market in the town center where you could pick up all the meats and cheeses you could imagine, along with pasta, pastries, olive oils. If you’re clothes shopping, better off in Positano. We would love to come just to stay here for a week or two. Peaceful tranquility!
Dear Yuliet, first of all thank you for your precious considerations in our tourist services, they help us to improve every day! Our Franco is very happy with his words and thanks you infinitely, he did everything with great pleasure to make your day joyful and comfortable for you. We are here waiting for you and at your disposal, you just have to indicate your available days and we will let you know we will organize a complete tour full of personalized activities. Kind regards!!!
