Experience the best of Tuscany on our Pienza Montepulciano Montalcino day tour from Florence. This full-day adventure takes you through Val d’Orcia, a UNESCO World Heritage region, where rolling hills, cypress-lined roads, and medieval towns create the perfect Tuscan backdrop. Along the way, you will taste Pecorino cheese, sample Brunello di Montalcino, and explore Pienza, Montepulciano, and Montalcino. This Pienza, Montepulciano, and Montalcino day tour is ideal for foodies, wine lovers, and cultural travelers.
You can discover even more of this beautiful Italian region on our Multi-Day Tours of Tuscany. Whether you are keen to discover Tuscany through your tastebuds on the Great Escape Winery Tour or want to see the cities of Florence, Cinque Terre, and Pisa on a Multi-Day Trip of Tuscany, we have the perfect tour waiting for you!
Any questions? Don’t hesitate to get in touch.
Your day begins in a private minivan. As the city fades, rolling hills, olive groves, and vineyards appear. Along the way, your local driver-guide shares stories about the history, culture, and culinary traditions of Val d’Orcia.
Montalcino – Home of Brunello
Arrive in Montalcino, famous for its prestigious Brunello wine. Enjoy free time to wander medieval streets, visit the fortress, or sip a coffee with vineyard views before continuing your journey.
Iconic Cypress Road Stop
Pause at Tuscany’s most photographed road, lined with tall cypress trees. Capture stunning photos and take in the quintessential Tuscan landscape.
Artisan Cheese & Beer Tasting
Next, visit a family-run sheep farm near Pienza, where you’ll meet Elia, the Shepherd of Val d’Orcia. Watch him craft Pecorino cheese by hand, then enjoy a tasting of cheeses paired with jams, honey, and his own craft beer, all with countryside views.
Explore Pienza
Discover Pienza, a UNESCO World Heritage Site known for its Renaissance design and artisan shops. Stroll the charming streets, sample local treats, or relax in the peaceful hilltop atmosphere.
Montepulciano Wine Tasting
End the afternoon in Montepulciano with a guided tasting inside centuries-old underground cellars. Sample Vino Nobile di Montepulciano and Brunello di Montalcino, along with extra virgin olive oil and aged balsamic vinegar, for a full flavor of Tuscany.
Way back
Travel back in the early evening, filled with memories of wine, food, and postcard-worthy scenery. This tour offers a complete taste of Tuscany in just one day.
Still not made up your mind on which Florence experiences you want to enjoy most? Explore our Multi-Day Tours of Tuscany and Day Tours in and Around Florence.
