Val d’Orcia Wine Tour from Florence: Montalcino, Pienza & Brunello

Escape Florence and discover the breathtaking landscapes, historic towns, and world-famous wines of Val d’Orcia on a full-day guided tour through southern Tuscany.

Your journey begins in Florence with a panoramic stop at Piazzale Michelangelo, where you can admire the city from above and capture stunning photos before heading into the countryside with your English-speaking driver-guide.

Leaving Florence behind, you will travel along scenic roads crossing vineyards and olive groves, while your guide introduces you to Tuscan wine, olive oil, and local traditions. The first destination in Val d’Orcia is Montalcino, home of the legendary Brunello di Montalcino wine. Here you will visit the impressive medieval fortress and walk along its ancient walls, enjoying spectacular views over the surrounding hills.

The experience continues with an exclusive wine tour and traditional Tuscan lunch in a medieval castle, set within a family-run estate. You will visit historic cellars, learn how Brunello wine is produced, and taste Rosso di Montalcino and Brunello wines. These will be paired with a typical lunch prepared with local ingredients, all served in a unique historic atmosphere that perfectly represents authentic Tuscany.

After lunch, relax during a scenic drive through the heart of Val d’Orcia, stopping along one of Tuscany’s most iconic roads for memorable photo opportunities at the famous cypress trees and the Chapel of the Madonna di Vitaleta, symbols of the Tuscan countryside known worldwide.

The final stop is Pienza, the Renaissance “Ideal City” and a jewel of Val d’Orcia. Stroll through its charming historic center, visit artisan shops, and enjoy a tasting of the famous Pecorino cheese, a local excellence loved around the world.

In the late afternoon, sit back and enjoy a comfortable panoramic drive back to Florence, ending your Val d’Orcia wine tour with lasting memories of Tuscany’s landscapes, flavors, and history.

Dietary requirements can be accommodated upon request, with a special menu prepared in advance. Guests may also purchase and ship local products from the winery and artisan shops.

Perfect for wine lovers, food enthusiasts, photographers, and travelers seeking authentic Tuscany, this guided day trip offers a complete and unforgettable Val d’Orcia experience.

Join this Val d’Orcia tour from Florence and discover the soul of southern Tuscany.