Florence: Chianti Wine & Olive Oil Tour with Tuscan Lunch

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Free cancellationTravelers' pick

1/28

Duration7h

GroupUp to 20

LanguagesEN

Mobile ticketAccepted

Three wineries, one unforgettable afternoon in Chianti

You spend the day in a Mercedes minivan with a certified sommelier, moving between three estates in the Chianti Classico region. You taste olive oil at a historic mill, learn to evaluate wine in a boutique winery's cellars, wander a medieval village, and eat a three-course Tuscan lunch paired with estate wines. Transport from Florence, all tastings, and the meal are included; the semi-private upgrade (max 8 guests) adds deeper cellar access and a focus on Supertuscan wines if you want it.

Step-by-step itinerary

Tuscany wine, oil, and village tour

Meet guide in Florence
Drive to Tuscany in Mercedes minivan
Visit historic olive oil mill
Olive oil tasting session
Tour boutique Chianti winery
Wine tasting and vineyard walk
Explore medieval Tuscan village
Enjoy 3-course Tuscan lunch with wine
Return to Florence and relax

The Experience

The Mercedes pulls out of Florence while you're still settling in, and within twenty minutes the city noise has given way to the sound of gravel under tires and vineyards rolling past both windows. Your guide—a certified sommelier—is already talking you through what's ahead: three estates, two tastings, one lunch, and the kind of afternoon where you stop trying to take photos and just watch the light change on the hills. This is the Chianti Classico region, and it looks exactly like the postcards, except you're driving through it instead of looking at it.

The first stop is an olive oil mill set into a hillside, surrounded by silver-leafed groves and cypress trees that seem planted by someone with a very specific idea of beauty. Inside, the guide walks you through the whole thing—how the olives move from branch to press, what the smell tells you about quality, why the color matters. Then you taste. Real tasting, not just "here's some oil." You learn to notice the peppery finish, the grass notes, how it coats your mouth differently depending on when the olives were picked. It's the kind of detail that sounds small until you taste two oils side by side and suddenly understand why one costs three times as much. After that, you drive deeper into the region to a boutique winery where the cellars are cool and old and the vines outside stretch toward the horizon. The sommelier pours a flight of Chianti and Chianti Classico, and this is where the day shifts—you're not just drinking wine, you're learning to read it. Structure, acidity, tannin weight, how the high acid in these wines is actually what makes them sing with food. You walk through the vineyards while you're still thinking about what you just tasted.

There's a medieval village somewhere in the middle of all this—cobblestone streets, a church, the kind of quiet that makes you realize how loud everywhere else is. You get free time to wander, and your guide points out which corners have the best views before stepping back. Then lunch happens at a second estate, and this is where everything clicks into place. Three courses of actual Tuscan food—not restaurant interpretations, but the kind of thing people eat when they're not trying to impress anyone. Seasonal vegetables, local meat, pasta made the way it's been made here for decades. The sommelier sits down with you and talks through how the wine you tasted this morning is supposed to work with what's on your plate. The acidity cuts through the richness. The tannins grip the salt. It's not magic, but it feels like it until someone explains it.

On the drive back to Florence, the light is doing that thing it does in late afternoon—everything gold and long-shadowed. You're quiet, mostly. Your guide answers questions if you have them, but there's no pressure. You've got the afternoon in your head, maybe a bottle or two in a bag at your feet, and the kind of tired that comes from paying attention to things all day. The Mercedes pulls back into Florence around evening, and the city feels different somehow—smaller, or maybe you're just bigger now.

What’s included

Your day includes hotel or central Florence pickup and return transport in a comfortable Mercedes minivan, guided visits to three award-winning estates (two wineries and one olive oil mill), professional tastings at each stop, a 3-course Tuscan lunch with wine pairings at a boutique estate, free time in a medieval village, an English-speaking sommelier guide, and free WiFi on board. If you choose the semi-private upgrade, your group stays under 8 guests and your guide is a certified wine expert with deeper cellar access and a focus on Supertuscan wines.

Good to know

Easy physical levelInfant seats availablePublic transport nearby

Operated by Towns of Italy

Is this one for you?Right for travelers who want to understand Chianti wine and Tuscan food culture in one day without arranging their own transport or timing—the fixed schedule and expert guide handle all three. Plan for a full day out, which is exactly what makes fitting three estates, a village, and a proper lunch possible.