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This day trip is dedicated to discovering the amazing wines and cheeses of Tuscany as well as the incredible scenery in Southern Tuscany.  It is the perfect full day tour for people who love photography, so have your camera ready for memorable landscapes. Our first stop will be in Montepulciano, perched on one of the highest hills in Tuscany with incredible views to the valley spread out below. It boasts many art treasures and impressive palaces. Here the streets are lined with historic wine cellars, where red wines are aged, the most famous being the Vino Nobile di Montepulciano. This DOCG wine made from Sangiovese grapes got its name as the “King of Tuscan wines” because the nobility sought it out for its superior quality and taste. During your stroll around the town you will visit one of the ancient vaulted cellars to get a taste for yourself. You can also taste local extra virgin olive oil, honey and salt cured meats produced in the local area.

For lunch we will stop in Pienza, a 20-minute drive across the Val d’Orcia from Montepulciano. The main street of Pienza is filled with tiny gourmet cheese and food shops where you can taste many different varieties of pecorino sheep cheese. There are many different ages and types, including: aged in walnut leafs, covered in ashes, or packed with grape skins to make “drunk” cheese. This small village, redesigned in the 15th Century at the request of Pope Pius II, who was born here, is on the UNESCO World Heritage List and is the first example of city planning. In the afternoon we will continue on to Montalcino, to visit its fortress and stroll through the narrow streets with incredible views. Of course we won’t miss out on the most important activity in Montalcinio - a tasting of the world famous Brunello wine perhaps at the fortress wine shop or at a local winery.
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Duration: 8 hours
*For this tour, you can either use your own rental car and I will join you, or I can arrange for a chauffeured car or minivan to take us at an additional cost with pick up and return directly at your hotel.
**The costs for wine tasting and lunch will vary depending on your preferences and are to be paid directly to the wineries and restaurant. An approximate amount will be indicated at time of booking.

In collaboration with:
Welcome Services, Monteriggioni, P. Iva 01380680528 

Toscana, Siena, P. Iva 01179360522


  • Taste both Nobile di Montepulciano and Brunello wines
  • Try delicious pecorino sheep cheese
  • See three of southern Tuscany’s most beautiful towns
  • Montalcino, Montepulciano and Pienza in a day


  1. Montepulciano