About this tour
A private eight-hour tour through southern Tuscany combining art, wine, and countryside exploration. Start in the medieval town of Cortona and its monastery, then descend into the historic cellars of Montepulciano to taste Vino Nobile and Super Tuscan wines. A three-course lunch of homemade pasta, local cheeses, and cold cuts anchors the day, served in a centuries-old cellar. Your own driver and guide handle transport and commentary throughout.
Highlights
- Medieval Cortona and the cloistered monastery of Le Celle
- Subterranean cellars carved beneath Montepulciano's streets
- Massive oak barrels aging Vino Nobile di Montepulciano DOCG
- Two separate winery tastings with distinct wine collections
- Three-course lunch in a historic underground cellar
- Rolling vineyards and sunflower fields en route
- Private vehicle with knowledgeable local guide
What to expect
You'll spend the morning exploring Cortona's narrow streets and visiting the austere San Francesco monastery before heading to Montepulciano. Here, your guide escorts you underground through stone passages where local vintners keep their wine. You'll see massive oak vats and taste two different selections at separate cellars—typically a Rosso and the region's signature Nobile blend, plus a Super Tuscan option. Lunch happens in one of these cellars: homemade pasta, aged Pecorino with prosciutto, toasted bread with toppings, cured meats, and local wines. The afternoon combines tasting notes with landscape views on the drive back.
Good to know
Wear comfortable walking shoes for uneven cellar floors and town cobblestones. The underground sections stay cool year-round; bring a light layer. All tastings are included, but pace yourself. Infant seats and wheelchair access are available; notify ahead if needed.
Tour sold and operated by Viator via Viator. Descriptions on this page are original BugBitten summaries written by our team — not copied from the operator. Prices and availability are confirmed at checkout.