Tuscany, Pienza, and Montepulciano Day Trip from Rome
Free Cancellation
5.0 (18)
from
EUR 473.00

10 hours


E-voucher


English

Overview

Tuscany is home to some of the most spectacular landscapes and hill towns in Italy but getting around this rural region by public transportation is a hassle. On this private tour, enjoy stress-free pickup from your hotel in Rome and a scenic drive through the UNESCO-listed Val d’Orcia countryside. Stop in the historic towns of Pienza and Montepulciano to explore on your own, and stop for cheese and wine tastings.

Operated by

Rome-Limousines

Ratings & Reviews

Average Rating

5

/ 5

18 traveller ratings

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Wonderful private tour of Tuscany

981youngm, Mar 2025

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.

Response from Host, Mar 2025

Grazie! I cannot ask more than this beautiful and detailed review! Very helpful for all my further customers. Thank you very much!!!

Our breathtaking Tuscany Trip

Joseph_S, Nov 2024

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.

Response from Host, Nov 2024

Oh mamma mia what a breathtaking review! Can't thank you enough for such a detailed and very helpful review! Thank you Thank you very much Joseph and Emily, kisses from Rome!!!

Perfectly private!

David_S, Oct 2024

We were picked up from our hotel in Rome and warmly greeted by our driver Alessandro. We rode to the Tuscany region, stopping in Pienza to see all the beautiful sights and views of Val D’Orcia. Then another short drive to Montepulciano where we had a quick tour of the wine caves and then sampled some wine and cheese. We were also escorted to the top of the hill so we could have time to walk down by ourselves to shop and explore the town. We even had time to stop and enjoy some beer and wine. This was a perfectly private, relaxed, and enjoyable way to see this region. We would highly recommend this tour!

Response from Host, Nov 2024

Grazie mille David, so happy to read this review. Thank you and thank you again my friend!!!

Amazing day to treasure in Tuscany!

elizabethaK8362GJ, Aug 2024

This company is second to none, we had an amazing time. Alessandro our guide was knowledgable (very) and so accommodating. He worked with me on the itinerary making sure we saw what we came to see. He arranged it all! We were very pleased and one of my favorite parts about my trip. We also experienced one of his other drivers, Luca who transported us to our cruise port and he was fantastic as well!! Great team, highly recommend.

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Response from Host, Aug 2024

Grazie Mille dear Elizabeth, it was very nice to spend a day with you, and I hope to meet you again!

Itinerary

  • Pienza

    Pienza is a small village in southern Tuscany, in the famous Val d'Orcia! It is located about 20 km east of Montalcino and a few miles west of Montepulciano in the beautiful region of Val d'Orcia south of Siena, among soft and poetic hills and fabulous views. Pienza enjoys a truly strategic position perched on the top of a hill, overlooking the entire valley with a breathtaking view.

    This charming village is widely known as the "ideal" city of the Renaissance, created by the great humanist Enea Silvio Piccolomini, who later became Pope Pius II.

    There are several interesting places to visit, such as the Cathedral, the Pope's palace, and the suspended garden.

    But Pienza is also the city of cheese! Apart from its historical and artistic importance, is also the town of the cheese, the famous pecorino di Pienza for which customers will kindly be guided to experience a little tasting!

    2 hours
  • Montepulciano

    The city rises on the crest of a tufa hill between two valleys, in a very suggestive panoramic place; it is a fascinating medieval town with also many Renaissance palaces. Above all the Duomo, with its beautiful frescoes by local artists!

    Piazza Grande is the main square. closed by beautiful palaces including the town hall with a beautiful civic tower that can be claimed to enjoy a breathtaking panorama. The famous Vino Nobile di Montepulciano has been celebrated by poets and can be considered one of the main attractions.

    Here there is the chance to have a wine-tasting experience and some lunch and enjoy life doing some shopping through the narrow streets of the old town.

    2 hours
Meeting Point Map

Location

Address

53026 Pienza, Province of Siena, Italy

Open Google Map

Experience

Highlights

  • A driving tour to visit the best of Tuscany’s Val d’Orcia in one day
  • Stop in Pienza and Montepulciano, plus visit a local winery
  • Views of the UNESCO-listed Val d’Orcia along the drive
  • Stop for tastings of pecorino cheese and local wines
  • Inclusions

    • Bottled water
    • On-board WiFi
    • Wine tasting
    • In-vehicle air conditioning
    • toll
    • Cheese tasting

    Exclusions

    • Lunch

    Additional Information

    • Wheelchair accessible
    • Infants and small children can ride in a pram or stroller
    • Infants are required to sit on an adult’s lap
    • Specialized infant seats are available
    • Not recommended for travelers with spinal injuries
    • Suitable for all physical fitness levels

    Guide Languages

    • English

    Cancellation Policy

    • A full refund will apply if you cancel more than 24 hours before the activity start time.

    • No refund is possible if you cancel less than 24 hours before the activity start time.

    from
    EUR 473.00