Florence to Chianti: Small Group Wine Tour & Tuscan Lunch

Chianti hills wine tastings village strolls and homemade lunch

You’ll ride from Florence into Chianti’s rolling hills with a small group, tasting wines at three different estates and sampling olive oil straight from the source. Stroll through Greve’s lively piazza, share laughs over homemade pasta at lunch, and end your day gazing over Florence from a quiet villa garden: letting Tuscany linger just a little longer.

Step-by-step itinerary

Tuscan wine tour with tastings and lunch

• Meet guide and depart Florence
• Drive 45 minutes to Riseccoli winery
• Visit Riseccoli winery and taste wines and olive oil
• Panoramic drive to Greve in Chianti
• Explore Piazza Matteotti and local shops
• Drive 30 minutes to second winery
• Tour second winery and learn wine making
• Enjoy Tuscan light lunch with wine pairings
• Visit Villa Poggio Torselli winery and gardens
• Taste wines and products at Villa Poggio Torselli
• Drive 45 minutes back to Florence

The experience

The first thing I remember is the sound of gravel crunching as we stepped out near Riseccoli, not even 10am and there was this earthy smell, like wet leaves and something herbal. Our guide, Marco, had already started telling us about the Sangiovese grapes before I’d even finished my coffee. He waved his arms around, talking about how the light hits the vines differently on each hill. I didn’t expect to care about soil so much, but there’s something contagious about how locals talk here. We tasted olive oil right out of these tiny glasses. It burned a little at the back of my throat (apparently that means it’s good?).

Greve in Chianti was busier than I thought for a small place. Old men in hats arguing gently over espresso outside Falorni’s butcher shop. The piazza slopes just enough that you feel it in your feet. Marco pointed out a statue of Giovanni da Verrazzano. I nodded like I remembered my history lessons (I didn’t). We only had half an hour or so, but I still managed to buy a wedge of pecorino that made my backpack smell all afternoon. After that we wound through more hills, every turn looked like a painting but with more bugs and less Photoshop.

The second winery felt almost too pretty, with stone walls warm from the sun and rows of cypress trees. Lunch was simple: cold cuts, cheese, pasta that tasted like someone’s grandmother actually made it. The owner sat with us for a bit and tried to teach us how to swirl wine “properly.” Li laughed when I tried to say grazie mille in Italian, probably butchered it. By then, everyone was talking more freely (maybe the Super Tuscan helped). At Villa Poggio Torselli later on, we wandered gardens that overlooked Florence in the haze. Honestly, I just stood there for a while not saying much. Still think about that view sometimes.

What’s included

Your day includes transportation by air-conditioned vehicle from Florence with free Wi-Fi onboard, guided visits at three family-owned wineries with tastings of their wines and olive oils, time to explore Greve in Chianti village square and shops, plus a typical Tuscan lunch featuring local meats, cheeses, handmade pasta and dessert before returning in the late afternoon.

Options for this experience

2 options

Chianti tour with lunch, departing at 9:00 AMGuide in English · 09:00Tour three authentic wineries: head out into the Tuscan countryside and take in the rolling hills, vineyards, olive trees and the famous village of Greve in Chianti. Small group, English only: avoid crowds of 60+ people and tours offered in three or four languages. Our intimate group is capped at 25 people and conducted only in English, for a pure Tuscan experience without distractions. Duration: 9 hours. The morning option leaves at 9:00 AM and returns at about 5:30 PM. Top wines, olive oil and lunch: visit three authentic estates and sample 12+ wines and olive oil, plus a classic Tuscan lunch at the second winery. The heart of Chianti Classico: drive through dreamlike Tuscan landscapes, explore three wineries and Greve in Chianti, the region's most famous village. Travel in fully equipped minibuses or mid-size buses that reach hidden gems and boutique estates that big tour buses cannot access.

Chianti tour and dinner, departing at 2:30 PMGuide in English · 14:30Tour two authentic wineries: head out into the Tuscan countryside and take in the rolling hills, vineyards, olive trees and the famous village of Greve in Chianti. Small group, English only: avoid crowds of 60+ people and tours offered in three or four languages. Our intimate group is capped at 25 people and conducted only in English, for a pure Tuscan experience without distractions. Duration: 7 hours. The afternoon option leaves at 2:30 PM and returns at about 10:00 PM. Top wines, olive oil and dinner: visit two authentic estates and sample 8+ wines and olive oil, plus a classic Tuscan dinner at the second winery. The heart of Chianti Classico: drive through dreamlike Tuscan landscapes, explore two wineries and Greve in Chianti, the region's most famous village. Travel in fully equipped mid-size buses that reach hidden gems and boutique estates that big tour buses cannot access.

You'll see the exact price of each option when you check availability.See dates and prices

Before you book

Days and timesEvery dayDepartures at 09:00 and 14:30

Book up toStart time

AgesAdult (18 and older) · Youth (12 to 17 years) · Under 12: can't be booked

GroupUp to 25

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated 10 days ago

Good to know

Low physical effortPublic transport nearby

Operated by Prestige Rent

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Top questions

Can children come?

Yes. Ticket types: Youth (12 to 17 years). Children under 12 can't be included in the booking.

How long is the Chianti wine tour from Florence?

The tour lasts approximately 8 hours including travel time between Florence and Chianti.

Is lunch included on this Chianti wine tour?

Yes, a typical Tuscan lunch with cold cuts, cheeses, handmade pasta, and dessert is included.

How many wineries do we visit during the day trip?

You’ll visit three different wineries in the Chianti region.

Are vegetarian options available for lunch?

Yes, vegetarian options are available if requested in advance.

Will we have free time in Greve in Chianti?

You’ll have about 30–45 minutes to explore Greve’s main square and local shops.

What kind of wines will we taste on this tour?

You’ll sample Chianti Classico, Riserva, Super Tuscans, and estate-made olive oil.