Chianti: Open-Top Van Wine Safari & Tuscan Lunch Tour

Chianti wine tasting day trip with medieval villages and Tuscan lunch

You’ll ride through Chianti’s hills in an open-top van, taste local wines at two family-run vineyards, stroll Montefioralle’s medieval lanes, and share a traditional Tuscan lunch overlooking vineyards. Expect laughter over new flavors, time to explore Greve’s artisan shops, and moments of quiet beauty you might not see coming.

What’s included

Your day includes travel by open-top minivan through Chianti’s hills, guided tastings at two local wineries (with olive oil, bread, salami, cheese), free time to explore Greve in Chianti’s artisan shops, and a traditional Tuscan lunch paired with selected wines before heading back together.

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Step-by-step itinerary

Day 1 — Chianti winery tour and tasting

• Visit first winery for wine tasting
• Explore Greve in Chianti square
• Enjoy Tuscan lunch with wine

The Experience

The first thing that happened was Paolo, our driver, waving us over to the open-top van like we were old friends. He actually remembered my name from the booking—small thing, but it set the tone. The air in Chianti that morning smelled like wet earth and rosemary, which I didn’t expect in June. We bumped along winding roads with poppies everywhere, passing cyclists who waved back. At the first winery, I tried to swirl my glass like I knew what I was doing; the owner just grinned and poured more. Their olive oil was so grassy and sharp it almost made me cough (in a good way). I ended up dipping bread into everything.

Montefioralle came next—tiny stone alleys barely wide enough for two people. There was an old man fixing shutters who nodded as we passed. Our guide Francesca pointed out where her grandmother used to buy cheese in the square. It felt like walking through someone’s memory instead of a postcard. In Greve in Chianti, we wandered under those porticos with little shops; I tried to pronounce “Finocchiona” at the butcher shop and definitely butchered it (Li laughed so hard she nearly dropped her camera). The piazza was full of locals chatting over espresso—no rush at all.

The last stop was another vineyard tucked behind cypress trees, where lunch was served outside under a faded awning. Everything tasted like sunshine—the tomatoes, the pecorino, even the bread had this warm crusty smell. Each course came with a different Chianti wine; honestly, by dessert I’d lost track of which was which but didn’t mind at all. There was this quiet moment after lunch when nobody talked for a bit—we just looked out over the vines and let it all sink in. I still think about that view sometimes when things get noisy back home.

Top questions

How long is the Chianti wine tour from Florence?

The tour is a day trip from Florence with several stops in Chianti including wineries and medieval villages.

Is lunch included on the Chianti wine safari?

Yes, a classic Tuscan lunch is included at one of the wineries along with wine pairings.

Do you visit any villages during this day trip?

Yes, you’ll visit Montefioralle and have free time in Greve in Chianti.

Are there vegetarian options for lunch?

The reference doesn’t specify vegetarian options but typical Tuscan lunches can accommodate dietary needs if requested in advance.

Is transportation provided for this wine tour?

Yes, transportation is included via an exclusive open-top minivan unique to Tuscany.

Can children join the Chianti wine tasting tour?

The tour is suitable for all fitness levels and infants or small children can ride in a pram or stroller.

How many wineries do you visit on this tour?

You’ll visit two wineries: one for tastings paired with snacks and another for lunch with more wines.