Pienza and Montepulciano Cheese and Wine Tour

Pecorino cheese, Nobile di Montepulciano wines, and the magic of the countryside around the old Renaissance village of Pienza: a day immersed in the beauty and the delectable products of the untouched Val d’Orcia


Full day


Private tours









Pienza and Montepulciano Cheese and Wine Tour: an intensive day led by locals along the rolling hills of Tuscany

On this private Cheese & Wine tour, we visit the Val d’Orcia valley driving along its famous rolling hills to the small Renaissance village of Pienza, a gem built in the XV century based on an idea of beauty and harmony.

We taste the famous pecorino sheep cheese coming from the fields surrounding the town at a small organic dairy farm. Then we continue on to Montepulciano to visit a small family-run winery and taste the Nobile wines, some of the oldest wines of Italy based on the Sangiovese grape

We will start in the morning around 10 am for the Pienza & Montepulciano Cheese & Wine Tour. Our English-speaking driver guide  will pick you up directly at your accommodation in a luxury and very comfortable Mercedes Benz vehicle. On board, free water and wi-fi internet connection will always be available.

On the drive to the first vineyard, your guide will introduce you to the territory, its history, and its winemaking tradition, but there will also be time to stop here and there to take nice pictures of the Val d’Orcia valley, which is featured in many movies.

At the winery, you will have a private tour where you will meet the owner or one of the staff, a wine expert who will guide you through the estate: vineyards, facilities, and aging cellar. At the end of the tour, we will have our own area reserved for the tasting, usually with a view.

Here, you will taste 3-7 wines (it also depends on the size of the estate) guided by the owner or an expert like the sommelier who will tell the story of these wines, their characteristics, and the best pairings. If necessary, your guide will also briefly introduce you to the correct way to taste wines and explain how the Italian system of denominations works.

During the morning, we will stop in the Old Town of Montepulciano for a stroll to Piazza Grande, a typical Renaissance Tuscan square where you will find the Cathedral and many of the old noble palaces with their underground cellars that you can visit.

Lunch will be in a breathtaking spot at a small organic dairy farm where we will have the chance to taste many different kinds and styles of cheeses made by goat and sheep milk.

Later we will have the chance to visit the stables, the animals, and the cheese production facilities with the owners.

In the afternoon, we will stop in Pienza, a small village built in the XV century thanks to the Pope Pius the II and his idea of beauty and harmony. It is so nice to get lost along the small “viuzze”, the little lanes full of craft shops, or just sit on the walls facing the gorgeous valley admiring the ever-changing colors of the Tuscan countryside.

During the day, you can buy wine directly at the estates at the most reasonable price. We also provide the service to ship wine and cheese directly to your home. We will take care of your wine by storing them in a refrigerated depository until you are back at home to receive it.

At the end of the day we will drive you back to your accommodation around 6 pm.

What's included

  • Private transportation in a luxury, fully licensed Mercedes Benz vehicle with a/c, free water and wi-fi on board
  • local fluent English-speaking food & wine expert driver guide who will accompany you during the day explaining the secrets of the Val d’Orcia and the Montepulciano terroir
  • a private tour and wine tasting (sometimes also grappa and extra virgin olive oil) at a Nobile winery
  • the tour by a dairy farm that produces Pecorino, Caprino and other local cheeses
  • visit the villages of Pienza and Montepulciano
  • 3-course lunch

What's not included

  • gratuities
  • wine at lunch


Are kids admitted on this tour?

Yes, we love kids in Italy, and they are always welcome. Let us know if you need a booster seat or if you have one with you. Remember also: children are not allowed to taste wines at the wineries until they are 18 years old.

Can you pick us up in Pienza, Montepulciano, Siena, Firenze, San Gimignano, Chianti, etc.?

Yes, of course. Before the booking, we will provide you with a price quote for this extra service.

Which wineries are we going to visit?

In Montepulciano, there are almost 100 wineries and we work with most of them. Based on availability, we select the best spots for your day. If you have any preferences, please feel free to tell us and we will do our best to make you happy.

Pickup Points: Montepulciano, Montalcino, ask us for a different location, Pienza.

Departures: Everyday

Season: All year long

Start from € 160
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Would you like to modify this tour or design your own experience in Tuscany?
Let us know your needs and wishes and we will tailor the perfect program for your trip to Italy.

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Starting from € 160
Pienza and Montepulciano Cheese and Wine Tour