Florence: Chianti Wine Tasting & Vineyard Tour Private

Two Tuscan Wineries in One Afternoon, Starting From Your Hotel

You get picked up from your Florence hotel and spend the afternoon visiting two distinct Chianti wineries: a castle with 900-year-old cellars and a family-run operation. Along the way, you taste wines paired with Tuscan cheeses and cold cuts, see how wine is made using traditional methods, and drive through the vineyards and olive groves that define the region. The private guide handles all the logistics, so you just show up and taste.

Step-by-step itinerary

• Pick up at hotel reception
• Travel to Chianti region
• Pass by vineyards and olive groves
• See cypress and pine trees

The Experience

The moment your guide arrives at your hotel, you realize you're not doing the tourist wine loop—you're heading into actual Chianti Classico, the region where the vines have been there longer than most countries have existed. The drive alone is worth the booking: straight rows of vineyards, silver-green olive groves, cypress trees that look like they were planted by someone with a ruler. You're moving through the landscape that made Tuscany the place people dream about, and you haven't even arrived at the first winery yet.

The first stop is a historical castle with 900-year-old cellars—the kind of place where the stone itself tastes like history. Your private guide walks you through how wine is actually made using techniques that haven't changed much in centuries, and then you taste it, paired with local cheeses and cold cuts that somehow taste different when you're standing in a 900-year-old room. The second winery is smaller, family-run, the kind of place where someone's great-grandfather planted the first vines and their grandchild is still there making decisions about the harvest. Different approach, same quality, and you get to taste the difference between them side by side.

The whole day moves at a pace that lets you actually absorb what you're tasting instead of rushing to the next photo stop. Bottled water is included, which matters more than it sounds when you're tasting wine in the afternoon heat. You're back at your hotel by evening, and you've seen two completely different operations in the same region—one rooted in centuries, one rooted in family. That's the kind of detail that sticks with you longer than any generic wine tour.

What’s included

• Hotel pickup from your Florence accommodation.
• private guide for the full day.
• entry to two Chianti wineries (a historical castle and a family-run operation).
• wine tastings at both wineries.
• local cheeses, cured meats, and Tuscan specialties.
• bottled water.

Good to know

Easy physical levelWheelchair accessibleStroller friendlyPets welcomePublic transport nearbyInfants must sit on laps

Operated by Events in Italy

Is this one for you?Book this if you want to taste real Chianti from two different producers without arranging transport, winery reservations, or figuring out the timing yourself—the private guide handles all of it, and you just show up at your hotel ready to taste.

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Top questions

How long is the tour?

The itinerary doesn't specify total duration, but private wine tours in Chianti typically run 4–6 hours depending on how long you spend at each winery and whether you add lunch.

Is hotel pickup really included?

Yes. Your guide picks you up at your hotel's reception and returns you there at the end of the day.

What exactly do you taste at the wineries?

Different wines from each of the two Chianti wineries, paired with local cheeses, cured meats (cold cuts), and Tuscan specialties. Bottled water is also provided.

Can you visit if you're traveling with young children?

Yes. Infants can sit on an adult's lap, and children can ride in a pram or stroller. All areas of the wineries are wheelchair accessible.

Do you need to be fit to do this tour?

No. It's suitable for all physical fitness levels. The tour involves walking through the wineries and vineyards, but the pace is leisurely and there's no strenuous hiking.

What's the difference between the two wineries?

One is a historical castle with 900-year-old cellars; the other is a smaller, family-run operation. Both are in the Chianti Classico region, so you see two different approaches to winemaking in the same area.

Is this tour private or in a group?

It's a private tour, meaning you have your own guide and don't share the experience with other travelers.

What if you don't drink alcohol?

The tour centers on wine tasting, but you'll also taste Tuscan cheeses, cold cuts, and other local specialties. Bottled water is included. It's worth confirming with the operator if non-alcoholic alternatives can be arranged.