Siena: Brunello di Montalcino Wine Tour & Tuscan Lunch

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Free cancellationTravelers' pick

1/7

Duration9h

GroupUp to 8

LanguagesEN

Mobile ticketAccepted

Three Wineries, One Legendary Wine, and the Fortress Town That Refused to Surrender

You visit three wineries in the Montalcino region, walk through cellars and vineyards, taste Brunello at each stop, and sit down to a traditional Tuscan lunch at a family-run farm paired with their wines. You also explore the hilltop town of Montalcino and the Sant'Antimo Abbey. Transport, guide, and all tastings are included; the group stays under eight people so you get real attention from your guide.

Step-by-step itinerary

Brunello wine tasting and sightseeing

Meet guide at San Domenico church
Travel to Montalcino wine hill
Visit first winery and explore cellars
Taste Rosso and Brunello wines
Tour Montalcino town and fortress
Visit family-run winery and farm
Enjoy traditional Tuscan lunch with wines
Visit Abbey of Sant'Antimo
Visit third winery and wine tasting
Drive back to Siena

The Experience

The van pulls away from San Domenico church in Siena at 9:30am, and within twenty minutes the landscape shifts. Vineyards roll across the hills in neat rows, and then you see it—Montalcino, perched on its ridge like something from a Renaissance painting. Your guide points out the fortress walls as you climb toward the first winery, a small producer tucked into the hillside where the real work happens. You walk between the vines, step into cellars that smell like earth and oak, and learn why Brunello di Montalcino takes five years to age—not because someone decided it should, but because the wine itself demands it. The first tasting hits different when you've just seen the barrels it came from.

After that introduction, you head into Montalcino town itself. The streets are narrow, the stone is old, and your guide tells you about the soldiers of the Republic of Siena who made their last stand here against Florence. You walk through the squares at your own pace for a bit, which is good—you need the break before lunch. Then comes the family-run winery, and this is where the day shifts from educational to personal. The owners or winemakers actually meet you. There's no script. You sit down to a traditional Tuscan meal—cold cuts and cheeses with bruschetta, pasta with local sauce, cake and coffee—and it's paired with the farm's own wines. The air-conditioned vehicle and the small group size (never more than eight people) mean you're not herded through this; you're actually there.

Sant'Antimo Abbey comes next, and it's brief but necessary. The church was part of a Benedictine monastery centuries ago, and standing inside it feels quieter than the rest of the day. Then a third winery for another tasting, deeper this time, before the drive back to Siena. The whole thing takes the full day, but it doesn't feel rushed because the timing is built around the wine itself, not around fitting in as many stops as possible.

What’s included

Your day includes hotel or meeting-point pickup in Siena, air-conditioned transport to and from the Montalcino region, a local guide for the full day, visits to three wineries with wine tastings at each stop, a traditional Tuscan lunch with local wines at a family-run winery, and a visit to Sant'Antimo Abbey. All tastings and meals are included in the price.

Good to know

Easy physical levelPublic transport nearbyNot for heart conditions

Operated by Tuscan Escapes by Papilio SRL

Is this one for you?Book this if you want to taste Brunello di Montalcino in the cellars where it's made and eat lunch at the source, without arranging your own transport or winery appointments—the small group size and fixed itinerary are what make a full day of three tastings and a proper meal possible in one departure.