Chianti Wine Tour from Florence: 3 Tastings with Expert Guide

Taste three of Tuscany's finest wines without arranging the drive or the pairings.

A semi-private wine tour from Florence visits three wineries in the Chianti hills with an English-speaking expert guide, covering vineyard walks, tastings of Supertuscans and Chianti Classico, olive oil sampling, and a gourmet Tuscan lunch paired with wines. The tour runs 7 hours and includes luxury minivan transport from Florence, visits to a boutique winery and an iconic Tuscan village, and tastings at each estate. Children under 18 must be accompanied by an adult and will receive non-alcoholic beverages.

Step-by-step itinerary

Chianti wine tour and tastings

• Visit first winery estate
• Wine tasting at first winery
• Visit second winery
• Wine tasting at second winery
• Visit boutique winery
• Wine tasting at boutique winery
• Enjoy typical Tuscan lunch

The experience

The day starts with pickup from Florence in a luxury Mercedes minivan and heads into the Chianti hills, where three wineries showcase the region's signature wines. An English-speaking wine expert leads the tastings and explains the methods behind them: how acidity, aromas and flavors develop, what separates Chianti from Chianti Classico, and why Supertuscans, made from various grapes or blends, command their reputation. You walk the vineyards at each estate and see both modern and traditional practices at work.

Tastings happen at all three properties: a known winery, another established estate, and a boutique operation. Between stops, the tour passes through an iconic Tuscan village with the kind of history and atmosphere that photographs don't quite capture. The route takes in olive groves and the landscape that makes these hills yield superb wines: climate and soil working together in ways the guide will point out.

Lunch is a gourmet Tuscan meal served at one of the boutique wineries, paired with wines from the day's tastings. You also sample local olive oil and typical regional products. The minivan returns you to Florence at the end of the afternoon, and WiFi is available on board throughout.

What’s included

• Luxury Mercedes minivan transport from Florence.
• English-speaking wine expert guide.
• visits and tastings at three wineries.
• vineyard walks at each estate.
• guided tour of an iconic Tuscan village.
• gourmet Tuscan lunch paired with wines.
• olive oil and regional product tasting.
• WiFi on board.

Options for this experience

2 options

English-language tour starting at 9:30 AMAvailable from 26 Mar 2027

Private wine tour of the Super Tuscan region, departing from FlorenceGuide in English · 09:00, 09:05 and 09:10Group size: an exclusive experience reserved for your group, featuring premium wines and lunch

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, 09:05 and 09:10

Book up toStart time

AgesAdult (13 and older) · Child (4 to 12 years) · Infant (under 4)

GroupUp to 8

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.

Prices and times updated today

Good to know

Low physical effortStroller-friendlyInfant seats availablePublic transport nearby

Operated by Towns of Italy

Is this one for you?Book the 9:30 AM departure to visit three wineries with an oenophile guide who leads tastings and explains production methods, plus paired lunch. Choose this if you want structured wine education rather than self-guided exploration.

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Top questions

Can children come?

Yes. Ticket types: Child (4 to 12 years); Infant (under 4).

What's the difference between Chianti and Chianti Classico wines?

Chianti and Chianti Classico are both Tuscan wines, but Chianti Classico comes from a specific, historically defined zone in the heart of the region and must meet stricter production standards. The expert guide explains these distinctions during the tastings, so you understand what you're drinking at each winery.

How many people typically go on this tour?

The tour is semi-private, meaning it's smaller than a standard group tour but not exclusively yours. The exact group size varies by departure, but the setup keeps the experience intimate enough for the guide to tailor the tastings and answer questions.

What time does the tour leave Florence?

The tour departs at 9:30 AM from Florence and returns in the late afternoon after 7 hours. You'll need to arrange your own way to the departure point. Hotel pickup is not included.

Is lunch included in the price?

Yes, a gourmet Tuscan lunch paired with wines is included and served at one of the boutique wineries during the tour. Olive oil and typical local products are also tasted.

What should I wear to the wine tour?

Comfortable clothing and walking shoes are recommended, since you'll be touring vineyards and walking through a Tuscan village. The tour operates in all weather, so dress for the season.