The Essence of Tuscany: Chianti Classico, Montalcino and Montepulciano

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From 199.00
Duration 11 Hours




Explore the heart of Tuscany as you visit its medieval villages and beautiful countryside. Taste world famous wines and delicious local products

The Essence of Tuscany Highlights

  • Visit Greve, Castellina, Montalcino and Montepulciano
  • Enjoy the most stunning landscapes of Chianti, Val d’Orcia and Val di Chiana
  • Taste A Variety of Tuscan Wines

The Essence of Tuscany Inclusions

  • Transport in a Luxury Minivan
  • Qualified English speaking driver-guide
  • Guided Wine and Oil Tasting in Chianti
  • Guided Wine Tasting and Typical Lunch in Montalcino
  • Wine Tasting in Montepulciano
  • Pick up and drop off at the Hotel in the city center

Tour Exclusions

  • Gratuities

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Tour Itinerary

What Will I See?

Our Gray Line Florence guided tour of the Tuscan countryside will give you an in-depth understanding of the rich farming traditions of the region. Sample wines and local delicacies from different medieval farms that take great pride in their craft. Marvel at the winding narrow roads and unique Tuscan architecture in cities like Greve, Montalcino and Montepulciano.

What Will I Do?

Our expert drivers will first take you through the hilly expanse of Chianti to the historic city of Greve. The area is characterized by old vineyards, olive groves, and charming historical squares flanked by open galleries. Here, you can take your time and wander around the local Chianti handicraft shops. Next stop will be Castellina, a hamlet on a hill with some of the most famous vineyards in the Chianti region. There, you are guided through a tasting of different regional wines, accompanied by extra virgin olive oil, rustic Tuscan bread, and fresh lavender honey. At this time, you are also taken on a tour of their notable wine cellar.

A scenic drive follows, in which we roll by the picturesque village of Monteriggioni, with its ancient medieval walls. Next, we pass the desert clay city of Crete Senesi, followed by the lush green territory of Val d'Orcia, which is celebrated as a UNESCO heritage site. Val d'Orcia is dotted with cypress trees interspersed with castles, churches, and ancient Etruscan villages. It is en route to the famous "Via Francigena" that we stop at a historical farm for lunch paired with homemade fruit pie and renowned Rosso di Montalcino, Brunello, and Supertuscan wines. After lunch, we take a formal tour to visit the farm's wine cellars.

Following our farm tour, we make a stop in the medieval village of Montalcino, an imposing 14th-century fortress with panoramic views of Val d'Orcia. Montalcino's narrow streets offer dozens of wineries and artisan shops selling local handmade products. Finally, we end our tour in Montelpulciano, with its fortified walls perched on a hill 600 meters above sea level between Val d'Orcia and Val di Chiana. Montelpulciano is well regarded for its distinguished wines, cultivated in the surrounding vineyards.

Why Should I go?

Experience the real heart of Tuscany, with its charming medieval villages steeped in ancient farming traditions. This region is famous for its production of wine, cheese, and cold-cut meats, celebrated all around the world. It is here in Tuscany that nature and human craftsmanship have lived together for centuries in an unbeatable balance.

Pickup Info

• Departure and Meeting Point:
Tour departs at 08:25 am, from Piazza della Repubblica, in front of Gilli Cafè

No penalty for cancellations up to 48 hours in advance of the schedule departure time. Less than 48 hours and in case of no show, 100% of penalty


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