Brunello Wine Tour Tuscany: Private Small-Winery Tastings

Small wineries where the winemaker knows your name

A private Brunello wine tour in Tuscany with an English-speaking guide who was born and raised in the region, visiting small, high-quality wineries for tastings and winery tours. The four-hour experience includes transportation and passes through the Val d'Orcia landscape. The tour is fully customizable to your interests.

Step-by-step itinerary

Brunello wine tour and landscape drive

• Drive through UNESCO Val d'Orcia valley

The Experience

You arrive in Tuscany with a free afternoon and no plan to navigate the wine country alone. This private tour picks you up from your hotel and takes you straight to small wineries where the owners and winemakers recognize regulars—places that don't process visitors by the number but by conversation. Your guide, a native Tuscan, speaks English fluently and knows the producers personally, which changes what you see and taste. The drive itself passes through Val d'Orcia, a UNESCO valley, so the landscape is part of the experience.

Over four hours, you visit wineries selected for quality over volume. At each stop, you tour the cellar or vineyard and taste the wines the winemaker wants to show you that day, not a fixed menu. Transportation is handled throughout—you don't navigate between stops or worry about driving after tastings. The guide explains the wines, the region and the methods as you go, teaching you how to taste and what makes Brunello different from other Tuscan reds.

Because this tour is fully customizable, you tell the guide what interests you most—whether that's the history of a particular winery, the soil and climate that shape the wines, or simply tasting as many as possible. The itinerary bends to what you want to know and how much time you want to spend at each place. Minimum age is 18.

What’s included

• Private transportation from your hotel.
• winery tours at small, high-quality producers.
• wine tastings at each stop.
• English-speaking guide who is a native Tuscan.
• explanation and teaching about the wines and region throughout the four hours.
• passage through the Val d'Orcia landscape.

Good to know

Easy physical levelNot for heart conditionsNot for back problems

Operated by Ciao Fabry Tours

Is this one for you?Book this tour if you want to taste Brunello at wineries where the owners know regulars by name rather than process visitors by the number—the private format and the guide's personal connections to the producers are what make that possible. The four-hour window works for a free afternoon; if you have more time or want to add lunch at a specific restaurant, the customizable itinerary can stretch to fit.

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Top questions

What is Val d'Orcia and what will I see there during the drive?

Val d'Orcia is a UNESCO-designated valley in Tuscany known for its rolling landscape and cypress-lined roads. During the drive between wineries, you pass through this valley and see its distinctive scenery—the tour builds the landscape into the experience rather than treating it as a separate stop.

How many wineries do we visit and what happens at each one?

The number of wineries depends on how long you want to spend at each place, since the tour is customizable. At each winery, you tour the cellar or vineyard and taste the wines the winemaker is pouring that day, with explanation from your guide about the production and the region.

Is this tour private, or will I be sharing it with other travelers?

This is a private tour—it's just you, your guide and anyone in your group. The guide is an English-speaking native Tuscan who knows the winemakers personally, which is what makes the small-winery experience possible.

What's included in the four-hour tour, and what should I budget for separately?

The tour includes transportation from your hotel, the winery visits, tastings, and the guide's explanation and teaching throughout. Lunch is not included, though your guide can suggest restaurants or food options you'd enjoy.

Can I customize the tour to focus on what interests me most?

Yes—the tour is fully customizable. You can tell your guide whether you want to focus on the history of specific wineries, the terroir and winemaking methods, or simply taste as many wines as possible, and the itinerary adjusts to match.