Tours/Rome/Small Group Tuscany Trip from Rome: Pienza and Montepulciano
Viator · group up to 42 pax

Small Group Tuscany Trip from Rome: Pienza and Montepulciano

5.0(3)Rome1 hour
VIATOR5.0(1)TRIPADVISOR5.0(2)

Description

Enjoy a wonderful day in the vineyards of Tuscany, a region famous for its fine wines. You will be picked up at your hotel or apartment in Rome and head to the beautiful Val D'Orcia area. Your first stop on the tour will be Montepulciano, a picturesque medieval town renowned for its vineyards and the famous Nobile di Montepulciano wine. Stroll through the cobbled streets and sample fine local wines during a tasting in a historic winery located in the city center. After exploring Montepulciano, continue to Pienza, a jewel of the Tuscan Renaissance. Here, you can admire the splendid architecture, visit the Cathedral of Pienza and stroll through the charming streets of the historic center. Do not miss the opportunity to taste the pecorino di Pienza, one of the most delicious cheeses in the region. After this unforgettable experience, return to Rome with precious memories of a day of history, culture and authentic flavors.

Tour Options

PRIVATE TOUR
  • Private Tour: The private tour is wheelchair accessible. Pickup included
SMALL GROUP TOUR
  • Tour for small groups : The small group tour is not wheelchair accessible. Pickup included

Itinerary

120 min

Montepulciano, a charming hill town located in the heart of Tuscany, is famous for its fine wines, such as Vino Nobile di Montepulciano. This medieval town, surrounded by vineyards and olive groves, offers breathtaking panoramic views of the Tuscan countryside. Walking through the narrow streets of Montepulciano, you will discover fascinating historic buildings, such as the Town Hall and the Cathedral of Santa Maria Assunta. The city is also renowned for its wineries, many of which are located in ancient basements, where you can taste some of the best wines in the region. Montepulciano is an ideal place to immerse yourself in Tuscan culture, history and wine tradition.

60 min

Pienza, located in the heart of the Val d'Orcia in Tuscany, is a pearl of the Italian Renaissance. Designed by architect Bernardo Rossellino at the behest of Pope Pius II, the city is a perfect example of Renaissance urban planning. Walking through its narrow streets, you can admire beautiful buildings such as the Cathedral of Pienza. The town also offers breathtaking views of the surrounding countryside, characterized by rolling hills and vineyards. Do not miss the opportunity to taste the famous pecorino cheese of Pienza, a sheep cheese appreciated all over the world.

Highlights

Pick up and drop off
Assistant for the entire duration of the tour
Driver
Wine tasting and local products in a historic winery

What's included

Included
Pick up and drop off
Assistant for the entire duration of the tour
Driver
Wine tasting and local products in a historic winery
Not included
Gratuities
Lunch

Pickup Locations & Times

Wait in the lobby or outside your apartment/B&B 10 minutes before the agreed time.

Traveller Ratings

5.0
3 reviews
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Important Information

  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • Suitable for all physical fitness levels

Reviews(3)

K
Kristen_D
April 7, 2026
Montepulciano and Pienza tour

Our guide Michaela was amazing! She was so informative and recommended so many places along the way and near our hotel. They brought us to an amazing vineyard and showed us amazing views in Montepulciano and Pienza. Highly recommend!!

K
kristenn301
April 5, 2026
Amazing Montepulciano and Pienza Day Tour!

Our tour with Michaela and Max was exceptional! We took a tour to Montepulciano and Pienza and it included the perfect wine tour. It was a perfect way to spend our day exploring the most quaint little towns in Tuscany! Thank you for making our day so memorable!

C
carolv564
September 12, 2025
A countryside delight

Max , Martina and Carola were excellent. Max was a steady safe non exasperated driver , funny too. Martina keep a great schedule so there was no rushing or unnecessary down time. When she and Carola got to describing the sites it was magical. The wine tasting was lovely. Well thought out and of course the vino 🍷 yummy. Great break out of hustle and bustle of Rome

Operator response

Thank you so much for the lovely review! We’re happy to hear that Max, Martina, and Carola helped make the experience special, with magical stories and excellent wine. A special thank you from them as well. We hope to see you again soon for another adventure together!

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