Tuscany from Rome with Winery Lunch & Medieval Towns

Escape Rome for a day of wine, history, and exploration in Tuscany’s medieval towns and vineyards. Enjoy a winery lunch and UNESCO sites.

Duration: 13 hours
Cancellation: 1 day learn more
Highlights
  • Monticchiello - Your Tuscany day trip starts early so you can make the most of your time. Board an air-conditioned minibus in central Rome that will whisk you away from the busy city straight into the heart of Tuscany. Your first stop is at Monticchiello, a stunning little hillside town that makes for a once-in-a-lifetime photo op.
  • Pienza - It’s a short drive to your next stop: Pienza. Your expert tour guide will lead you on an introductory stroll of the town, which is famous for its Pecorino cheese (and yes, you’ll get to try some for yourself!).
  • Montepulciano - Sit back and relax on a scenic drive to Montepulciano, home to your next stop: a stunning family-run winery complete with lush vineyards and a historic cellar you have to see to believe. Enjoy a guided visit of both and sit down to a homemade lunch with wine pairings for an only-in-Tuscany experience you won’t soon forget. After lunch, you’ll have some free time to explore the charming streets of Montepulciano at your own pace.
  • Tempio di San Biagio - Before returning to Rome, you’ll make one additional stop at the historic San Biagio church just outside Montepulciano. Marvel at the breathtaking Italian Renaissance architecture as your guide points out all the fascinating details that are easy to miss without an expert eye.
    Admission: Included
  • Rome - Settle in for the relaxing trip back to Rome as evening falls. You’ll be back in the Eternal City with plenty of time to grab dinner.
What's Included
  • English-speaking tour leader
  • Group of 18 guests maximum
  • Round trip private transport from Rome
  • Local cheese tasting
  • Homemade lunch and wine tasting
  • Professional driver
What's Not Included
  • Gratuities
  • Hotel Pick-Up/Drop-Off
Additional Information

Awaken all your senses on this magical day trip, which whisks you away from the busy streets of Rome and out to the tranquil medieval towns and verdant vineyards of the Tuscan countryside. From the storied cobblestone streets of Pienza (a UNESCO World Heritage site) to an ancient wine cellar in Montepulciano and beyond, this perfectly planned day trip will immerse you in one of Italy’s most enchanting regions. With all transportation and logistics handled, all you have to do is show up ready to eat, drink, and explore.

  • Unfortunately we are unable to accommodate guests with mobility impairments, wheelchairs or strollers on this tour
  • Please notify us if you have food allergies or other special requirements and we will do our very best to accommodate you.
  • Although the places we visit on this tour accommodate strollers we don’t always have enough room in our transport vans to accommodate them. Please notify us after booking if you are traveling with an infant. Also contact us after booking if you require a car seat.
  • Walks / Devour complies with all local government regulations. Please refer to local government guidelines for the most up-to-date information.
Location
Piazzale Flaminio, 15
Piazzale Flaminio
Please meet in front of the McDonald's Restaurant. Your guide will be holding a green Walks sign. Piazzale Flaminio is a centrally located square (just outside the arches of Piazza del Popolo), served by the Metro A. The closest Metro / Underground stop is Flaminio - Piazza del Popolo.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.7
(101 Ratings)
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Mpope32
Aug 28, 2024
Great Tuscan Tour - It was a well organized trip showcasing the beautiful of the Tuscan country and small ancient towns. Would most certainly recommend.
Review provided by Tripadvisor
_mommanurse_bs
Aug 28, 2024
Must do if in Italy - Enriqa was awesome! Highly recommend this tour so amazingly beautiful. The cheese shop owner is a comedian himself and the cheese oils and salami were amazing. Walking around the town was just breathtaking. The Ricco winery and cellar were awesome as well and you learn so much about wine and its history. The bus had amazing A/C which was soooo appreciated in the heat of summer and our driver was safe and the ride smooth!
Review provided by Tripadvisor
Wander01385081380
Aug 12, 2024
Great experience! - A unique experience that I recommend to everyone! a few days ago with my partner we took a tour of Tuscany with Walks. We had a tasting of local wines and food and then visited the wine cellars (beautiful) and wonderful medieval towns. A unique place, it seemed to be in a wonderful picture. On this tour we were accompanied by Enrica of walks, very kind and very nice who kept us company with laughter and explanations, throughout the day. Great organization of the tour . It was a relaxing and wonderful day, thank you!
Review provided by Tripadvisor
Davidebp4025gj
Aug 12, 2024
AMAZING! - Beautiful tour in 2 wonderful locations in Tuscany. We tasted delicious local wines and products in fantastic locations. Our Walks guide, Enrica, made our experiences better with her kindness and competence. I recommend it to everyone!!
Review provided by Tripadvisor
Linda_j
Jul 22, 2024
Amazing one of a kind experience! - If I could give this experience 10+ stars, I would. First, our driver & guide were absolutely amazing! Friendly, personable, & Roberta was very knowledgeable providing us with lots of details about the history of the areas we toured. We got to see the country side with small medieval 🏥 villages dotting the mountains, the vineyards, & farms. We had time to roam 2 of these villages; Pienza, where we had cheese, olive oil and salami tasting, then Monticchiello where we had a wine tasting at De’Ricci winery and a delicious lunch. Finally, we toured their wine cellar in a cave in the town that goes back to the time before Christ!!! It was a very special experience 💕❤️🤩. I highly recommend this tour.
Review provided by Viator
551serena
Jul 14, 2024
great day out - what a great day during our holiday. The tour was amazing, we started the tour with a small air con van. we headed to tuscany and everything was stunning from the views to the local product. Highlight for me was the stop in Pienza such a pretty town. thank you Andrea for being such an informative and professional.guide.
Review provided by Tripadvisor
Sabrina_v
Jul 14, 2024
Splendid - Beautiful tour with our guide Andrea. An experience i will never forget. The wine tasting and lunch was so much fun. The views were breathtaking. Andrea super fun!!
Review provided by Viator
Jivka_a
Jun 21, 2024
Amazing - This was the best part of my trip! Watching the countryside, escaping the extreme heat in Rome and going to the small towns which were cooler and breezier, the tour guide, the wine tasting, visiting the old wine cellars, cheese and meat tasting- it's everything you think about when you think Italy. The tour was easy to find as the meeting spot was in front of a McDonald's - also conducive to getting breakfast before the trip. Those McDonald's coffees in Italy are amazing by the way!
Review provided by Viator
Laura_h
Jun 7, 2024
We loved it! - This tour was well worth the long day! Our guide Guilio and driver Emilio were great! The cheese tasting in Pienza was a highlight as well as the tour, tasting, lunch and history of the De’Ricci vineyards. I loved that it was a small group as well got to chat with everyone and enjoyed meeting the rest of the group and our guide. Highly recommend this tour if you want to see some of Tuscany from Rome.
Review provided by Viator
Valeriez993
May 11, 2024
Beautiful Pienza & Montepulciano - The most breathtaking landscape views in medieval villages with interesting history! De’Ricci winery tour and lunch was spectacular with super friendly guides and knowledgeable staff who made us feel so welcome & enriched us with the fascinating story of their legacy. A big thank you to, Paolo, our Walks guide, for his kindness and for making sure this experience was special for us!! I wish I was still there!
Review provided by Tripadvisor
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up to 15 guests
1 Adult
September 2024
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