Florence: Chianti Wineries & San Gimignano with Lunch & Tastings

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Free cancellation

1/45

Duration8h

GroupUp to 14

LanguagesEN · IT +1

Mobile ticketAccepted

Two Tuscan Wineries, One Afternoon, and Why You'll Want to Stay Longer

You visit two family-run Chianti wineries with cellar tours and tastings, stop in the medieval towers of San Gimignano with free time for gelato and exploring, eat an authentic Tuscan lunch with wine and olive oil tasting at the second farm, and finish at Piazzale Michelangelo for the classic Florence view. Small group (up to 8), air-conditioned transport, and a licensed guide who knows the route.

Step-by-step itinerary

Chianti wineries and medieval villages

Visit first winery farm
Guided wine, olive oil, food tastings
Tour medieval Manhattan sites and towers
Free time for shopping and gelato
Authentic Tuscan lunch at second winery
More wine tasting with local products
Enjoy best view over Florence

The Experience

There's something about standing in a wine cellar that makes you want to slow down. The air is cool, the light comes through stone, and someone who actually grows grapes is telling you why this one tastes different from the last. That's what pulls you into a Chianti wine tour from Florence — not the idea of wine, but the moment when you realize the person pouring it knows every vine. The day starts early, and you'll spend it in the rolling hills south of the city, visiting two working farms where the owners walk you through their cellars, explain the soil and the seasons, and let you taste what they make. It's small enough that you're not herded — just eight people maximum in one minivan with a guide who knows which winery to hit first and which one saves the best lunch.

After the first tasting, you'll stop in San Gimignano, the medieval village with towers that rise like a skyline from the 1300s. The guide takes you through Piazza della Cisterna and Piazza del Duomo so you see the layout, then you're free to wander, grab gelato from Dondoli (the world champion gelato maker, which is a real thing), and poke into the narrow streets on your own time. It's not rushed, and it's not a photo stop — you get maybe an hour, which is enough to feel like you've been somewhere, not just passed through it. Then back to the second winery for lunch: homemade pasta, local cheeses, olive oil you can actually taste the difference in, and more wine. The tasting is guided, so you're learning as you eat, not just eating and drinking.

Before heading back to Florence, the route includes Piazzale Michelangelo, the overlook where the whole city spreads out below you — the Duomo, the Arno, the hills beyond. It's the view most people come to Florence for, and it lands at the end of the day when you're already thinking about what you've seen. The minivan is air-conditioned, the driver handles the roads (which wind), and everything — entry to the wineries, the lunch, the tastings, the transport — is already arranged. You don't negotiate with anyone, you don't figure out the bus schedule, you don't wonder if you picked the right place to eat.

What’s included

Your day includes pickup from Florence (or a central meeting point), transport in a comfortable air-conditioned minivan for up to 8 people, guided visits to two Chianti wineries with cellar tours, wine tastings at both farms, an authentic Tuscan lunch with homemade pasta, local cheeses, olive oil tasting, and more wine at the second winery, a stop in the medieval village of San Gimignano with free time to explore and buy gelato, a visit to Piazzale Michelangelo for the panoramic view of Florence, and a licensed tour guide and driver for the entire day.

Good to know

Easy physical levelStroller friendlyInfant seats availablePublic transport nearby

Operated by Fun In Tuscany

Is this one for you?Book this if you want to taste real Chianti wine from the people who make it, eat a proper Tuscan lunch, and see a medieval village — all without renting a car or figuring out the route yourself. Small groups mean you're not lost in a crowd, and the fixed itinerary is what lets a full day fit between breakfast in Florence and dinner back in the city.