Brunello di Montalcino Wine Tasting Private Winery Tour

Your sommelier is from Montalcino and knows the winemakers personally.

A five-hour private wine tasting experience from Siena that starts with hotel pickup and a scenic drive through Val d'Orcia to a family-owned organic Brunello winery in Montalcino. You walk the vineyards, tour the aging cellars, taste at least four red wines including Brunello di Montalcino with extra virgin olive oil, then have free time to wander the medieval town before the return drive to Siena. Your guide is a certified sommelier and native of the area, fluent in English and Italian.

Step-by-step itinerary

Brunello wine tour and Montalcino visit

• Pickup from Siena hotel
• Drive through Val d’Orcia
• Visit organic Brunello winery
• Walk vineyards and tour cellars
• Taste Brunello wines and olive oil
• Free time in Montalcino town
• Drive back to Siena

The experience

The drive from Siena takes about an hour and crosses the Val d'Orcia, a UNESCO World Heritage landscape of rolling hills that frames the approach to Montalcino. You travel in a fully licensed, air-conditioned Mercedes van with a driver-guide who was born and raised here and holds sommelier certification. Someone who can explain not just what you're tasting but why this corner of Tuscany makes Brunello the way it does.

At the family-owned organic winery, you walk through the vineyards before moving into the aging cellars to see how the wines develop. The tasting includes at least four different red wines, with Brunello di Montalcino as the centerpiece, and a chance to taste the estate's extra virgin olive oil alongside them. This is not a standing-room tasting bar. It is a guided experience built around understanding the wine rather than moving through a list.

After the winery closes, you have free time in Montalcino itself: the medieval hilltop town where the wine takes its name. Walk the historic streets, visit the monuments, browse the local shops. There is no schedule here. You set the pace. The return to Siena takes another hour, and the whole experience wraps inside five hours from pickup to drop-off.

What’s included

• Private transportation in a fully licensed Mercedes van with air conditioning.
• hotel pickup and drop-off in Siena.
• a sommelier-guide fluent in English and Italian, born and raised in Montalcino.
• vineyard walk and cellar tour at a family-owned organic winery.
• tasting of at least four red wines including Brunello di Montalcino.
• extra virgin olive oil tasting.
• free time to explore the medieval town of Montalcino.

Information

Lasts 5h, runs every day at 09:30, from € 250 per person, with a live guide in English and Italian, as a private tour and with free cancellation up to 24 h before.

Days and timesEvery dayDeparts at 09:30Another time? ›

GroupPrivate7 group tours ›

Live guideEnglish and ItalianOther languages ›

Meeting point and pickupHotel pickup included.

Book up to1d before

AgesAdult (18 to 80 years) · Under 18: can't be booked

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.

ConfirmationConfirmation within 48 h

Prices and times updated yesterday

Good to know

Low physical effort

Operated by Just in Tuscany

Is this one for you?This is a private tour, so you travel alone or with your group rather than joining strangers, and the sommelier adjusts the pace and depth of explanation to what you want to know. Choose it if you want someone who actually grew up here to explain the wine and the landscape, rather than a guide working from a script.

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Top questions

What languages is the tour guided in?

Live guide in English and Italian.

How long is the drive from Siena to Montalcino?

The drive takes about one hour each way through the Val d'Orcia UNESCO World Heritage Site, so you spend roughly two hours in the van across the full five-hour experience.

What wines do I taste at the winery?

You taste at least four different red wines, with Brunello di Montalcino as the main focus, plus the estate's extra virgin olive oil. The sommelier guides you through each one.

Is the winery visit guided, or do I explore on my own?

The winery visit is guided. You walk the vineyards with your sommelier, tour the aging cellars, and taste the wines with explanation. The free time in Montalcino town afterward is yours to explore at your own pace.

What is included in the price?

The experience includes private transportation in a Mercedes van with air conditioning; hotel pickup and drop-off in Siena; the sommelier-guide; vineyard walk; cellar tour; wine tasting of at least four wines; and free time in Montalcino. Gratuities are not included.

Do I need any wine knowledge to join this tour?

No. The sommelier guides you through the tasting and explains what you are experiencing. The tour is suitable for all physical fitness levels, and you must be at least 18 years old.