Val D’ Orcia Wine Tasting in Tuscany, Siena

Enjoy a wine-tasting tour in the Tuscan countryside, vising the picturesque hilltop town of Montalcino. You’ll also taste local Nobile wines in historical cellars in Montepulciano and savor a full farm-to-table lunch near Pienza.

You’ll start by touring the cellars and tasting the wines at a Brunello winery. Then pass through the stunning landscapes of the UNESCO-protected Val d’Orcia territory as you make your way toward Montalcino. You’ll explore the world-famous wine-producing area of Brunello, also known for its countryside dotted with hilltop towns and fortresses. Stop to visit a castle where the brave soldiers of the Republic of Siena made their last stand to Florence and the Medici. Next, spend time visiting the Montalcino’s shops to taste the local honey or Brunello wines, or simply wander around the city walls. Enjoy the incredible views overlooking an endless stretch of valleys and vineyards. 

Next, head to a local farm near Pienza for lunch. While you dine, you’ll enjoy stunning views over the Val d'Orcia. The farm produces wine and extra virgin olive oil and hosts a cheese laboratory to make pecorino sheep and goat cheese. Kids love to see the animals, and adults enjoy the memorable farm-to-table lunch on a panoramic terrace! 

In the afternoon, you’ll visit the proud old town of Montepulciano, built at the top of a high hill. Your guide will lead you to elegant churches, palaces, piazzas, and imposing walls designed by famous Renaissance artists. Montepulciano is also among Tuscany’s oldest wine regions, and some of its Nobile di Montepulciano wine is still made and aged in centuries-old underground cellars. Spend some free time enjoying the sites and perusing the wine and crafts shops. 

Your last stop is a wine cellar with a truly impressive selection of local wines. Enjoy a tasting from a wide variety of vintage and estate wines.

Read more about unique and interesting activities in Tuscany and culinary experiences in Italy.