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Tuscany Valle d'Orcia: Art, Food, and Relax
5.0
26 Ratings
Pienza
Embark on a private day tour of Tuscany from Rome and explore the picturesque towns of Pienza and Montepulciano. Immerse yourself in the beauty of the Valle d’Orcia and indulge in art, food, and relaxation. Optional wine-tasting available.
Embark on a private day tour of Tuscany from Rome and explore the picturesque towns of Pienza and Montepulciano. Immerse yourself in the beauty of the Valle d’Orcia and indulge in art, food, and relaxation. Optional wine-tasting available.
Duration:
10 hours
Cancellation:
24 hours
Highlights
- Pienza - Pienza is a quaint village nestled in southern Tuscany, within the renowned Val d’Orcia! Situated approximately 20 km east of Montalcino and a few miles west of Montepulciano, it lies in the picturesque Val d’Orcia region, south of Siena, surrounded by gentle, poetic hills and stunning vistas. Pienza boasts a truly strategic location,…
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Pienza - Pienza is a quaint village nestled in southern Tuscany, within the renowned Val d’Orcia! Situated approximately 20 km east of Montalcino and a few miles west of Montepulciano, it lies in the picturesque Val d’Orcia region, south of Siena, surrounded by gentle, poetic hills and stunning vistas. Pienza boasts a truly strategic location, perched atop a hill, offering a breathtaking view of the entire valley.
This delightful village is famously known as the “ideal” city of the Renaissance, crafted by the esteemed humanist Enea Silvio Piccolomini, who later became Pope Pius II.
There are numerous intriguing sites to explore, such as the Cathedral, the Pope’s palace, and the suspended garden.
Moreover, Pienza is celebrated as the city of cheese! Beyond its historical and artistic significance, it is renowned for its cheese, particularly the famous pecorino di Pienza, where visitors are warmly invited to enjoy a delightful tasting experience! -
Montepulciano - The city is perched on the crest of a tufa hill between two valleys, offering a highly picturesque panoramic view; it is a captivating medieval town with numerous Renaissance palaces. Notably, the Duomo, adorned with exquisite frescoes by local artists, stands out!
Piazza Grande serves as the main square, surrounded by stunning palaces, including the town hall with its impressive civic tower, offering a breathtaking panorama. The renowned Vino Nobile di Montepulciano, celebrated by poets, is considered one of the main attractions.
Here, visitors have the opportunity to indulge in a wine-tasting experience, enjoy a leisurely lunch, and embrace life while shopping through the narrow streets of the old town.
What's Included
- Bottled water
- On-board WiFi
- Wine tasting
- In-vehicle air conditioning
- toll
- Cheese tasting
- Bottled water
- On-board WiFi
- Wine tasting
- In-vehicle air conditioning
- toll
- Cheese tasting
What's Not Included
- Lunch
- Lunch
Additional Information
This popular daily excursion from Rome is a favorite among travelers, offering the chance to explore and appreciate the stunning Valle d’Orcia in Tuscany, a UNESCO World Heritage site. Participants will also visit two of Tuscany’s most charming towns, Pienza and Montepulciano. This tour beautifully blends art, cuisine, and relaxation, embodying the…
This popular daily excursion from Rome is a favorite among travelers, offering the chance to explore and appreciate the stunning Valle d’Orcia in Tuscany, a UNESCO World Heritage site. Participants will also visit two of Tuscany’s most charming towns, Pienza and Montepulciano. This tour beautifully blends art, cuisine, and relaxation, embodying the essence of a good life. Upon request, a wine-tasting experience can be arranged to enhance the day’s adventure.
Location
Pienza
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
5.0
(26 Ratings)
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Thomas_c
Nov 5, 2025
Experience was... - Experience was refreshing. The countryside was so lush and pleasant with rolling Hills and so peaceful. Recommend it to anyone.
Review provided by Viator
Aviana_m
Oct 27, 2025
A Perfect Day in Tuscany with Alessandro - We had the most amazing day with Alessandro. He was incredibly knowledgeable, friendly, and easy to spend the day with. He really tailored the experience to fit our pace, even adjusting the schedule a bit when we decided to enjoy a longer lunch. He took us to a beautiful restaurant in Tuscany where we had a fantastic meal and some great local wine. Alessandro made sure we got to see and experience the best of Tuscany, even with our short stay in Rome. It truly felt like the perfect day, and we’re so grateful for his expertise and kindness. Highly recommend him to anyone looking for an authentic and unforgettable experience.
Review provided by Viator
Pru_f
Sep 19, 2025
Tuscany Countryside Pienza and Montepulciamo - Pienza and Montepulciano were both beautiful. Alessandro was a great driver and a friendly and knowledgeable guide for the day. He made choices that were perfect for
the two of us and we enjoyed his company on the drive there and back. Book this tour and ask for Alessandro!
Review provided by Viator
Shannon_f
Sep 10, 2025
Wonderful day in Tuscany - Alessandro turned a rainy day in Tuscany into an incredible experience. I was bummed when I saw the weather forecast but honestly it all ended up working out. He is super knowledgeable about the whole region. We learned so much. He had a plan for us and was prepared so that we barely noticed the bad weather. He gave us great recommendations the whole day and made this experience so easy! I’ll be recommending this day trip to friends and family!
Review provided by Viator
Brittainy_v
Jun 17, 2025
Our tour guide was very... - Our tour guide was very informative, kind and helpful. The cheese tasting in Pienza was delicious. We also learned about the cheese aging process. Pienza is a small country town where you imagine sitting and sipping coffee all day. The lunch was good afterwards and my husband and I throughly enjoyed learning about the wine as well. The tour guide also made sure to know us important places such as where Russel Crowe filmed part of gladiator and stopped so we could take pictures of the scenery before actually got to the town
Review provided by Viator
Evaristo_b
May 28, 2025
Wonderful Tour of the Tuscan Countryside. - This is a really wonderful tour that includes the Tuscan countryside with magnificent views, visit to two of the most picturesque towns in Tuscany and excellent food and wine. Andrea was an excellent tour guide; very knowledgeable and made wonderful arrangements for us.
Review provided by Viator
Cherri_b
May 16, 2025
Tuscany - How Magical!! - Well worth the time to accompany Allessandro on a private tour of Pienza and Montepulciano. Allesandro’s knowledge of the area and easy going nature made the day a delight. Kept us hydrated, fed and wanting to hear more. The cheese tasting was amazing, tour of the towns and their history, wine cellar in the grotto, recommendations for a delicious lunch and wine tasting along with our own free time to explore kept us engrossed in all the region had to offer. He ensured he shared the spectacular views with us and made us wanting more. Highly recommend!
Thank you so much for a lovely day and your amazing hospitality! Cherri & Scott
Review provided by Viator
655marlog
May 15, 2025
Highly recommend it was fantastic! - Alessandro was the most excellent driver. He personally walked us through each town, took our pictures, and taught us the history of Italy. We will 1000% book again can’t recommend highly enough.
Review provided by Tripadvisor
981youngm
Mar 24, 2025
Wonderful private tour of Tuscany - I recently booked a private tour with Alessandro to visit the Tuscan countryside towns of Pienza and Montepulciano. We enjoyed a wonderful day of seeing the beautiful Tuscan countryside by car. Our first stop was Pienza and we enjoyed the scenic views from the hilltop town as well as the charm of the small historic town. We sampled some wonderful cheeses and learned the historical highlights of the town. Our next stop was Montepulciano where we had a wonderful lunch at L'Altro Cantuccio Ristorante. We did the chef's tasting and wine pairing which was phenomenal. We also toured a wine cave that was super impressive and enjoyed a wine tasting of Vino Nobile. After a full day of touring we were returned to our hotel in Rome.
Alessandro was a great guide that was fun and engaging. It also helped that with our limited Italian that he was comfortable with speaking to us in English. The historical highlights he provided were entertaining and kept us engaged. Should we be back in the area we would definitely reach out to him again as well as recommend him to our friends.
Review provided by Tripadvisor
Joseph_s
Nov 15, 2024
Our breathtaking Tuscany Trip - Alessandro picked us up at 8 am, who I have to say, is the best driver you will ever have. So polite, kind, and friendly, he made our trip truly a 5-star, perfect experience. We made our trek from Rome to Our first stop, Pienza, in a beautiful Mercedes Van, where Alessandro taught us about all of the towns we passed along the way to Pienza, along with simply pointing out some of the most beautiful countryside we have ever seen.
Upon arrival we were greeted by s local cheese shop Alessandro recommended, where we were able to sample the best cheese my wife and I had ever had. We then were given a brief but informative tour, leaving some time for us to explore the town, and do some shopping (we bought some really cool stuff). Alessandro, showed us the best spots for pictures, and gave us some history of the town.
We then headed to Montepulciano, where we were taken directly to a local winery where we not only got to do a wine tasting but also had the most incredible home-made pasta we have ever had. Please try the pici with the chianina, and the wild boar ragu. Wow….wow…wow…
We then were given time to explore the town, which is much bigger than Pienza, which means, lots more shopping! So much wine, cheese, meats, wool, local artisan crafts, antique shops, etc..This town was thriving and lively, embedded with history and warm to thr touch. At wife and I explored the stretches of the town, and made our way back to our van, and headed home.
The best part of our trip was our guide/driver. Alessandro, thank you, from the bottom of our hearts for such a breathtaking experience, driving through the finest areas of Tuscany. You are to be commended!
My wife and I are from New York and I’ve never done anything like this before. Please book this trip and make this experience part of your lifelong memories. Thanks again, Alessandro.
Review provided by Viator
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