Florence: Chianti Montalcino & Montepulciano Private Tour

Florence: Chianti Montalcino & Montepulciano Private Tour

From $511.68 per person

This private full-day tour will allow you to discover the wonderful landscapes of Tuscany: Greve and Castellina in Chianti, Montalcino and Montepulciano. Taste wine and olive oil from Chianti and have a delicious Italian lunch made with local products.

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
Mobile ticketing
Use your phone or print your voucher
Duration 12 hours
Check availability to see starting times.
Instant confirmation
English, Italian
Pickup included
8:00 AM from centrally located Florence city hotels.
Private group


  • Discover the essence of Tuscany through the beautiful towns of Chianti Classico, Montalcino and Montepulciano, which define the region
  • Enjoy being conveniently picked up and dropped off at your hotel
  • Relax with a private luxury chauffeured vehicle at your disposal for 12 hours with a friendly English speaking driver
  • Taste wine and oil of the Chianti region, allowing you to fully experience the flavors of Tuscany
  • Experience a guided lunch-tasting of Montalcino, Brunello, Tuscan IGT red wines accompanied by typical local foods
Full description
Experience the true heart of Tuscany. Explore enchanting medieval villages, and learn about the ancient Italian farming tradition that produces wine, cheese, cold cuts and excellent meat which continues to be world-renowned today. The beauty of the landscape also speaks of a harmonious balance between man and nature. Driving through the undulating expanses of vineyards and olive groves, you will experience a picturesque introduction to the splendid Chianti territory. Enjoy the charm of Greve’s historic square flanked by open galleries and wander around the shops filled with local handicrafts and the typical Chianti products. We continue with a stop in Castellina, an ancient hamlet perched high atop hill, where we visit an ancient and historical cellar. Just outside the village, in one of the most famous vineyards of the area, you will be treated to an indulgent tasting experience. Here you will be guided through a tasting of different wines from the Chianti area, extra virgin olive oil on Tuscan bread and Vin Santo with "cantuccini" - a locally produced and lavender honey. Proceeding along a panoramic road you can admire picturesque village of Monteriggioni, a small medieval jewel still encased by its ancient walls. Further on, admire the unmistakable clay landscape of the Crete Senesi, before we reach an area that contrasts incredibly with this beautiful landscape. Gaze at the famous “Via Francigena”, immersed in the green Val d'Orcia and UNESCO world heritage listed, a truly breathtaking landscape to behold. The skyline is dotted with cypresses, castles, churches, majestic ancient villages of Etruscan origin. In a historic farm you will enjoy a guided lunch-tasting of the renowned Rosso di Montalcino, Brunello and Tuscan IGT wines, and a large selection of authentic Tuscan products. A visit to the cellars will follow your delicious and indulgent meal. We then make a stop in the medieval village of Montalcino, with boundary walls guarded by towers and an imposing fourteenth century fortress that offers one of the most beautiful views onto Val d’Orcia. Finally, we will reach the town of Montepulciano, enclosed by fortified walls and perched on a hill 600 metres above sea level between Val d’Orcia and Val di Chiana. The town is renowned for its local wine obtained from the surrounding vineyards. Our day tour will conclude with a stop in town to explore the elegant streets and admire the splendid Renaissance buildings and churches and perhaps sample some more delicious wine.
  • Pickup and drop-off at the hotel
  • Private luxury chauffeured vehicle at disposal max 12 hrs with English speaking driver
  • Guided wine and oil tasting of Chianti
  • Guided lunch-tasting of Montalcino, Brunello, Tuscan IGT red wines and typical products
    Not suitable for
    • People with mobility impairments
    Covid-19 precautions
    Safety measures in place
    • All areas that customers touch are frequently cleaned
    • You must keep social distance while in vehicles
    Traveler requirements
    • You are required to bring and wear a mask
    • All participants who are over 12 years old must present one of the following: proof of full vaccination, proof of first vaccination administered at least 15 days ago, proof of a Covid-19 infection in the past 6 months, or a negative test taken no more than 48 hours before the activity starts

    Select participants and date



    Prepare for the activity

    The details below may change if you update your current selection:

      Important information

      Know before you go

      • The pickup and drop-off service is available from accommodation in the city center
      • Please note that your driver is not allowed to lead a guided visit inside the city center nor provide historical or artistic information inside museums or churches
      Customer reviews

      Overall rating

      5 /5

      based on 1 reviews

      Review summary

      • Value for money
      • Safety
      • Service
      • Organization
      Sort by

      Sort by

      Excellent day out.

      Driver/Guide was fantastic As were the places we visited & the people we meet

      July 24, 2019

      Organized by

      Product ID: 11494