VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch

About this tour

Spend a full day exploring Tuscany's finest wine territories—Montalcino, Montepulciano, and Val d'Orcia—with visits to hand-picked boutique cellars and a long lunch paired with world-class Brunello. You'll wind through UNESCO-listed landscapes dotted with medieval hamlets, taste exceptional wines directly from producers, and sample local cheeses, cured meats, and oils. A small group of maximum 6 keeps the experience intimate, with a dedicated guide handling every detail across nine to ten hours.

Highlights

• Brunello di Montalcino tastings in intimate family cellars
• Seated lunch with vineyard views and wine pairings
• Val d'Orcia's rolling hills and Gladiator film locations
• Pecorino cheese, cold cuts, and estate olive oil sampling
• Medieval villages and UNESCO World Heritage countryside
• Super Tuscan and Nobile di Montepulciano varietals
• Professional photography throughout the day

What to expect

You'll travel between three wine-producing zones in a comfortable vehicle, stopping at smaller operations where winemakers walk you through barrel rooms and explain their methods firsthand. Expect multiple tastings—perhaps three to four different producers depending on the itinerary—and a proper seated lunch featuring local produce, cheeses, and meats paired with the day's standout bottles. Between tastings, you'll drive through dramatic hillside scenery, pause in quiet medieval towns, and take in views that inspired Renaissance artists. The pace is unhurried; your guide manages logistics so you can focus on the wine and landscape.

Good to know

Wear comfortable walking shoes for cellar floors and uneven village paths. Bring sunscreen and a hat for exposed vineyard areas. The itinerary spans rural roads; if prone to car sickness, request a front seat. Children and infants welcome—prams work on main routes but not all cellar stairs. Arrive hydrated; you'll taste multiple wines across several hours.