Florence: Chianti Wine Tour & Tuscan Dinner in Vineyards

Two Wineries, One Sunset Dinner Among the Vines

You're picked up in Florence and driven to two Chianti wineries where you tour cellars, taste wines paired with local snacks, and browse the medieval village of Greve. As the sun sets, you sit down to a four-course Tuscan dinner among the vineyard rows, with each dish paired to wines made on the estate. Transport, both tastings, dinner and appetizers are included; you return to Florence after dark.

Step-by-step itinerary

• Meet at Piazzale Montelungo
• Visit first winery and cellar tour
• Taste Chianti wines with snacks
• Shop and stroll in Greve village
• Enjoy VIP Tuscan dinner at second winery
• Return to Florence by bus

The Experience

The bus picks you up at Piazzale Montelungo in Florence and heads out toward Chianti before the afternoon heat settles. You're heading to two working wine estates in the heart of the region — the kind of place where the owner's family has been making wine for generations, not a tourist stop with a gift shop. The drive takes you past the rolling green hills that show up in every postcard, except you're actually there, and it's quieter than you'd expect.

At the first winery, a guide walks you through the cellar and explains how Chianti gets made: the grapes, the harvest timing, fermentation, aging in oak. It's not a lecture — they're showing you their actual process, the tanks and barrels they use. Then you taste several wines, and they bring out local snacks: cold cuts, cheeses, cured meats, fresh bruschettas. The tasting is paired, so you're learning what works with what, not just drinking. After that, there's time to walk through the medieval village of Greve, a small town with narrow streets, boutique shops and a quiet piazza where you can grab a coffee or browse if you want.

As the sun starts to drop and the sky turns orange, you head to the second estate for dinner. This is the part people remember. Long tables are set up among the vineyard rows — you're literally sitting between the vines, with the landscape around you turning gold and then purple. The kitchen sends out a full Tuscan menu: seasonal dishes made from local ingredients, each course paired with wines from that same estate. It's not fancy in a stiff way; it's the kind of food that tastes like the place it comes from. You eat with the other travelers from your group (maximum 25 people, so it stays manageable), and by the time dessert arrives, you're not thinking about Florence anymore.

The bus takes you back to the city after dinner, and you get home tired and full. If you want to ship wine back home, the estates can arrange that. If you have dietary needs — vegetarian, vegan, allergies — let them know when you book and they'll prepare something that fits. Bad weather means the dinner moves inside the winery, which is fine; the food and wine don't change.

What’s included

• Roundtrip transportation by air-conditioned minibus with free Wi-Fi.
• guided visits to two Chianti wineries with cellar tours.
• wine tasting at both estates paired with local Tuscan appetizers (cold cuts, cured meats, cheeses, bruschettas).
• free time to explore the medieval village of Greve.
• a full Tuscan dinner among the vineyard rows with seasonal dishes paired to estate wines.
• professional English-speaking tour leader.
• possibility of shipping wine home from either winery.

Good to know

Easy physical levelStroller friendlyPets welcomeNot for heart conditionsInfants must sit on laps

Operated by Ciao Florence Tours Srl

Is this one for you?Book this if you want the full Chianti experience — two wineries, a cellar tour, tastings and a proper dinner — without arranging transport, timing the stops yourself or navigating between estates. The fixed itinerary and included dinner mean you show up and the day unfolds; the small group size keeps it intimate instead of crowded.

Traveler reviews

4.69★★★★★★★★★★

55 verified traveler reviews

5 ★45

4 ★6

3 ★2

2 ★1

1 ★1

Read all the reviews ›

Top questions

What time does the tour start and when do you get back?

Pickup is at Piazzale Montelungo in Florence. The itinerary doesn't specify exact start or return times, but the dinner happens at sunset and you return by bus afterward, so plan for an evening that runs into night.

Is lunch included, or just the dinner?

Lunch is not included. You get appetizers and wine tasting at the first winery, free time in Greve (where you can eat if you want), and then the full Tuscan dinner at the second estate.

Can you buy wine to take home?

Yes, there's a possibility of shipping wine from each winery. Arrange this at the time of purchase or ask your guide on the day.

What if you don't drink wine?

Children are offered soft drinks during tastings. For adults with other preferences, contact the operator when you book — they can accommodate requests.

Is this tour suitable for families with young children?

Infants can travel in a pram or stroller and must sit on an adult's lap. Children are welcome, though the dinner is long and happens in the evening. Soft drinks are provided for children during tastings.

What happens if the weather is bad?

If there's bad weather, the Tuscan dinner moves inside the winery. The meal and wine pairings stay the same.

How many people go on this tour?

Groups are limited to a maximum of 25 people.

Is the tour in English?

Yes, the tour leader is a professional English-speaking guide.