Montalcino vineyard trek with wine and cheese tasting

Walk the vineyard art trail, taste what the region makes

A guided trek through the Brunello vineyards of Montalcino in Val d'Orcia, with stops at a historic cellar for lunch and wine tasting, then a visit to a Pecorino di Pienza cheese factory for a tasting of eleven cheeses. The route passes contemporary art installations and dedications to award-winning winemakers. A sommelier and guide lead the group in English, Spanish, Italian or German. Pickup is included, and the tour runs six to eight hours.

Step-by-step itinerary

Stops and time spent at each

1. Montalcino30m
2. Val d'Orcia6m

Trekking and tasting in Montalcino

• Walk through Brunello vineyards
• View dedications and art works
• Enjoy typical Tuscan lunch
• Taste Orcia Doc and Brunello wines
• Visit dairy and taste 11 cheeses

The experience

The walk starts in the vineyard itself: the Brunello homeland in Val d'Orcia, a UNESCO World Heritage Site. The path winds through the vines past works by contemporary Tuscan artists and plaques honoring winners of the Casato Prime Donne Award. A sommelier guide explains what you're walking through and what makes this corner of Tuscany distinct. The terrain is gentle. The tour suits all fitness levels.

Lunch happens in the cellar's tasting room, set with old Ginori dishes and served family-style: bread, peasant vegetable soups, cured meats, pecorino cheeses, black crostini alla Senese, and seasonal vegetables, finished with a traditional dessert. An Orcia Doc and a Brunello come in crystal goblets. The sommelier pours and talks through both wines while you eat in the warm, traditional Tuscan atmosphere of the cellar itself.

After lunch, a short drive takes you to the Pecorino di Pienza DOP dairy. A staff member walks you through the production of eleven cheeses and you taste them. Pecorino di Pienza has its own protected designation. It comes only from this area and follows strict rules about milk source and aging. The tasting gives you the range: younger, softer wheels alongside aged, harder ones with a crystalline bite.

What’s included

• Trekking in the Brunello vineyards with a sommelier and guide.
• guided tour of the historic cellar.
• typical Tuscan lunch with seasonal menu and local wines (Orcia Doc and Brunello).
• visit to the Pecorino di Pienza DOP cheese factory with tasting of eleven cheeses.
• bottled water.
• parking fees.
• insurance.
• pickup and transportation.

Before you book

Days and timesEvery dayDeparts at 09:00

AgesAdult (18 and older) · Under 18: can't be booked

GroupPrivate

Live guideEnglish, Spanish, German and Italian

Meeting point and pickupHotel pickup is optional; you can also go straight to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated 11 days ago

Good to know

Low physical effortWheelchair accessibleAccessible transportStroller-friendlyInfant seats availablePets welcomePublic transport nearby

Operated by Io Sono Etrusca - Tour Enogastronomici

Is this one for you?Book this tour if you want to walk the vineyard itself rather than just visit a cellar, and if you're interested in tasting both wine and cheese in their production settings with an expert explaining what you're tasting. The sommelier guide shapes the whole day around the region's two signature products.

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Top questions

What languages is the tour guided in?

Live guide in English, Spanish, German and Italian.

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What is the Brunello vineyard path actually like to walk?

The trek follows a gentle route through the vines in Val d'Orcia, passing contemporary art installations and dedications to award-winning winemakers. The terrain suits all fitness levels, and a sommelier guide explains the vineyard and the region as you walk.

Is the lunch included in the price, or do I pay separately?

Lunch is included. You eat in the cellar's tasting room with bread, soups, cured meats, pecorino, crostini, seasonal vegetables, and dessert, plus Orcia Doc and Brunello wines served in crystal goblets.

How many cheeses do I taste at the Pecorino di Pienza dairy?

You taste eleven cheeses at the dairy, with an explanation of how each one is made. Pecorino di Pienza has its own protected designation and comes only from this region.

Is transportation to the tour included?

Yes, pickup is included. The tour also covers parking fees and all visits to the cellar, vineyard, and cheese factory.