Day trip

From Florence: Pienza and Montepulciano Guided Wine Tour

Activity provider: My Tour in Italy

From Florence: Pienza and Montepulciano Guided Wine Tour

Activity provider: My Tour in Italy

From US$ 88.76 per person

Taste some of the most famous wines produced in Italy on a tour of the medieval villages and wine lands of Pienza and Montepulciano. Escape the hustle and bustle of Florence to sample some Brunello di Montalcino wines.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Covid-19 precautions
Special health and safety measures apply. Learn more
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Duration 12 hours
Check availability to see starting times.
Live tour guide
Portuguese, French, English, Italian, Spanish


  • Explore the medieval villages of Pienza and Montepulciano
  • Taste some of the famous Brunello di Montalcino wines
  • Discover the UNESCO site of Val D'Orcia
Full description

Explore the wine lands and medieval villages of Tuscany with a guide on a day trip from Florence. Escape the “Cradle of the Renaissance” on an air-conditioned vehicle and head to Pienza and Montepulciano. Sample some of the most celebrated Brunello di Montalcino wines.  

Transfer to Pienza to explore its Renaissance heart. Enjoy panoramic views of the surrounding Val d’Orcia, and learn about Pienza’s ancient traditions.  Next, go to the village of Montepulciano in the Val d’Orcia where you'll discover stately Renaissance buildings and churches of rare beauty, all set among the vineyards. Have some free time to visit the village before your return transfer to Florence.

  • Transportation by air-conditioned coach or minivan
  • Expert multilingual tour leader
  • Brunello di Montalcino wine tasting
  • Visit to Pienza and Montepulciano
  • Tips
Not suitable for
  • Wheelchair users
Covid-19 precautions
Safety measures in place
  • All areas that customers touch are frequently cleaned
  • You must keep social distance while in vehicles
  • The number of visitors is limited to reduce crowds
Traveler requirements
  • You must bring your own headphones
  • You are required to bring and wear a mask
  • You must fill out a travel information form

Select participants and date



Meeting point

Meeting point may vary depending on the option booked.

Important information

What to bring

  • Comfortable shoes
  • Comfortable clothes

Know before you go

  •  Guests must be able to climb and descend stairs
  •  Please note that this tour is conducted in multiple languages at the same time
  •  In the absence of the documents required for COVID-19 security measures, it will not be possible to participate in the activity and no refund will be made
Customer reviews

Overall rating

4.3 /5

based on 224 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Safety

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I loved! Group was small, tour organized. I loved Pienza and Montepulciano. We only had a wine tasting. We wanted to make the second one, but there was no more space - maybe it would be good to book more in advance! Only one caveat: TERRIBLE air conditioning on the bus. We're sick from the heat!

June 11, 2022

Simply incredible!!!! The D'orcia Valley has the most beautiful landscapes I could ever see live. The affection we were received by Mr Mário in the winery for tasting the brunelles was unforgettable. The cities are charming, each with its own peculiarities ... Anyway, we recommend SUPER this tour! It will be forever in our memory

December 2, 2019

Very good tour Mr Mario's wine tasting in Montalcino was excellent A charming person All the cities are beautiful each with its own peculiarity Good time to enjoy and visit the main places cities and history I said I knew more of Italy with Gustavo than other days of tour He has a lot of didactic and available to explain any doubt / question Note 10000 to him It was sensational

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November 12, 2019

Product ID: 59777