Private Brunello di Montalcino Wine Tour with Local Sommelier

Summary

Explore Val d’Orcia and Taste Authentic Brunello Wines

If you want to taste real Brunello wines right where they’re made—and see what makes this part of Tuscany so special—this tour’s got it all: local stories, small-batch wineries, and plenty of time to soak up Montalcino’s charm.

What’s the experience like?

The morning started right at our hotel door—no need to figure out transport. Our guide, Paolo, greeted us with a grin and a few words about the weather (it was that perfect mix of sun and breeze you hope for in Tuscany). The Mercedes van felt new and spotless, and we set off through winding roads lined with cypress trees. You’ll catch glimpses of old stone farmhouses and those rolling hills you see in postcards. Paolo pointed out a tiny roadside stand selling pecorino; he said it’s his favorite for picnics.

We pulled up at a family-run winery just outside Montalcino. The owners—three generations working together—welcomed us like friends. We wandered between grapevines heavy with fruit, the air thick with that earthy smell you only get in late summer. Inside the cellar, barrels lined the walls and our sommelier explained how Brunello is aged (minimum five years—didn’t know that before). Tasting four different reds side by side was eye-opening; I never realized how much difference the soil makes here.

Afterwards, we had time to stroll around Montalcino itself. It’s not big, but every corner has something—a little bakery selling almond cookies, an old fortress where locals hang out on sunny afternoons. I grabbed an espresso at Caffè Fiaschetteria—it’s been there since 1888! No rush; just enough time to wander or pick up a bottle to bring home.

Step-by-step itinerary

Day 1 — Brunello di Montalcino Wine Tour

• This private tour starts at your hotel lobby
• Drive through scenic Val d’Orcia landscapes
• Visit family-owned Brunello di Montalcino winery
• Vineyard walk and wine cellar tour
• Wine tasting of at least 3 red wines
• Free walk in medieval village of Montalcino

Top questions

Is this wine tour suitable for beginners?

Absolutely! The guide explains everything in simple terms and you can ask as many questions as you like.

How many wines do we taste during the visit?

You’ll try at least four different red wines from the Brunello region during your tasting session.

Will there be free time in Montalcino?

Yes, after the winery visit you’ll have time to explore Montalcino at your own pace before heading back.

Is transportation included from my hotel?

Pick-up and drop-off at your hotel are included with a licensed Mercedes van driven by your local guide.

What’s included

Your day includes private transport in an air-conditioned Mercedes van, a guided walk through vineyards and cellars at a family-run Brunello winery (with tastings), plus free time to explore Montalcino. English-speaking sommelier-guide throughout. Suitable for all fitness levels.