Chianti Wine Tours
100 tours read one by one, from 15 to 980 EUR and sorted into five formats. The median runs from 39 EUR for a cellar visit to 388 EUR for a private day.
A cellar visit in Chianti costs a median 39 EUR. A private day with a driver costs 388 EUR. Both are sold under the same two words, and three more formats sit between them, each answering a different question: how much of the day you want to spend in a vehicle, who does the driving, and how many people share the bill. This page is about the place itself, the Chianti Classico hills between Florence and Siena. You will find a map of the wine villages, cellar-door prices read on the estates' own sites, a timeline and the harvest calendar. The 100 tours are on the five pages linked below, each read one listing at a time.
Prices by format, the tour-by-tour reading and the mistakes people make at booking live on the format pages. One warning before the map: the word Chianti in a tour title is a label, not a location. The most reviewed Vespa listing here spends its day on the hills above Florence, and the Vespa, Fiat 500 and e-bike page says where.
A note on the numbers. They describe the 100 listings we read on 30 September 2026, not the whole market, and they are medians, because one 980 EUR listing would drag an average out of shape. Sixty-three operators are behind the page. One of them, Walkabout Florence Tours, holds 33% of all the reviews, so the 4.79 rating is partly its rating.
Choose a destination in Chianti
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Chianti by Vespa, Fiat 500 & E-Bike
Twenty Chianti days by Vespa, vintage Fiat 500 or e-bike, 45 to 333 EUR. Who drives, how far each route gets into the wine country, and the alcohol limit.
20 experiences -
Full-Day Chianti Wine Tours from Florence
Twenty full-day Chianti wine tours from Florence compared: 45 to 980 EUR, median 220, lunch in 15, and what the extra money buys over a half day.
20 experiences -
Private Chianti Wine Tours
Private Chianti wine tours read one by one: 160 to 795 EUR, median 388. What the price covers, what it leaves out, and the cost per guest at two, four and six.
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Half-Day Chianti Wine Tours from Florence
Half-day Chianti wine tours from Florence compared: 33 to 880 EUR, median 124. Why the page rates 4.43, which tours are coaches, and which are small groups.
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Chianti Winery Visits & Tastings
Twenty Chianti winery visits and tastings read one by one: 15 to 393 EUR, median 39.
20 experiences
Wine Tours Experiences in Chianti
Chianti Winery Tour from Florence with Sunset Dinner Among the Vines, Max 25 People
Two wineries, a cellar visit and a stop in medieval Greve lead to a seasonal Tuscan dinner between the vine rows. The group is capped at 25 people overall.
Chianti Wine Tasting Day from Florence: Hotel Pickup, 2 Wineries and Home-Cooked Lunch
Pickup at your Florence hotel, two wineries chosen by the operator after booking and a home-cooked lunch at the second. Winery fees are paid directly on site.
Chianti Wine Tour from Florence: Two Wineries and a Monteriggioni or San Gimignano Stop
Two wineries with guided tastings in English, Chianti Classico and olive oil, plus a pick between Monteriggioni and San Gimignano. Meets at Scandicci.
Classic Chianti Villages and Wine Roads by Minivan from Florence, with Light Lunch
Tastings of five white and rosé wines, Chianti Classico Riserva and a Super Tuscan, with cold cuts, cheeses and a light lunch, plus stops in San Gimignano.
Diadema Super Tuscan Tasting in Impruneta: Winery Tour, Olive Mill and Olive Oil
Tour the historic Diadema winery, see olives pressed with granite millstones, then taste five Super Tuscan wines and two olive oils on a panoramic terrace.
Drive a Vintage Fiat 500 from Florence into Chianti: Four Hours and a Terrace Meal
Drivers steer their own vintage Fiat 500 through the hills south of Florence in a convoy of five cars, and the four hours end with a meal on a terrace.
Evening Chianti Coach Tour from Florence: Two Wineries and a Four-Course Vineyard Dinner
Two Chianti wineries by coach and a four-course Tuscan dinner among the vines, paired with estate wines, finishing with the evening drive back to Florence.
Fiat Topolino Electric Car Drive from Florence into Chianti with Winery and Meal
Drive your own electric Fiat Topolino behind a guide to a Chianti winery, with wine and olive oil tastings and a Tuscan meal. Solo or shared car available.
Five-Hour Chianti Sunset Tour from Florence with Driver and Two Tastings at a Family Farm
Five hours with a driver, visits to wine estates including a family farm that makes Chianti Classico and a Super Tuscan, with tastings, timed for sunset light.
Florence E-Bike Day in Chianti Classico with Farm Lunch, Wine and Oil Tasting
A guided full-day e-bike ride out of Florence, with panoramic stops, a family-run estate visit and a home-cooked Tuscan lunch with wine and olive oil.
Florence Half-Day Chauffeured Chianti Drive by Mercedes, with Greve and Optional Tasting
A private Mercedes and chauffeur collect you in Florence for a half day in Chianti, with photo stops on request, time in Greve and an optional winery tasting.
Florence to Chianti with Towns of Italy: 3 Wineries, Olive Oil Mill and 3-Course Lunch
Towns of Italy runs this Mercedes minivan day with three wineries, an olive oil mill visit and a 3-course lunch; a semi-private upgrade caps groups at 8.
Florence Vespa Ride in the Chianti Hills: Four-Hour Small Group with Estate Lunch
Groups of no more than 10 ride their own Vespas past San Miniato al Monte into the Chianti hills, then sit down to bruschetta, pasta and a cheese board.
Full-Day Bike Ride from Florence through Chianti Hills, Family Winery and Lunch
Pedal from Florence into Chianti with a family winery visit, wine and olive oil tastings, and a multi-course Tuscan lunch at a well-regarded restaurant.
Full-Day Private Chauffeur in Chianti from Florence: Greve, Montefioralle, Panzano
Hotel pickup in a Mercedes, a driver at your disposal all day and stops at Greve, Montefioralle and Panzano, with a winery tasting and lunch as an option.
Grape Tours Chianti Day from Florence: 2 Organic Wineries, Dario Cecchini Lunch
Two organic Chianti wineries with a guide who teaches terroir, then a steak lunch at the famous butcher Dario Cecchini, for groups of up to 8 from Florence.
Greve in Chianti Organic Family Winery Visit: Vineyard, Olive Grove and Cellar Tasting
Sangiovese, Syrah and Merlot grow on three hectares beside an olive grove. The cellar tasting comes with local cheese and Tuscan salami, after a vineyard walk.
Guided Chianti Bus Tour from Florence: Vineyard Walk, Vinegar Cellar and 7-Wine Tasting
A guided tasting of seven wines with seasonal local foods, plus a vinegar cellar where Modena balsamic and vin santo are explained, on a bus trip from Florence.
Guided E-Bike Ride from Florence into Chianti Classico with Winery Visit and Two Tastings
An e-bike ride with a guide links a Chianti Classico winery visit to cheese and cured meats, with lunch and a second tasting in Florence on the guided option.
Half-Day Chianti Classico Afternoon from Florence: 13th-Century Castle Cellars, Minivan
One cellar sits inside a 13th-century castle, the other belongs to a family farm that also pours balsamic vinegar and olive oil. The minivan is back by 6:30pm.
Half-Day Chianti Coach Trip from Florence with Two Winery Tastings at Sunset
An afternoon coach from Piazzale Montelungo reaches two Chianti estates, each pouring several wines with local finger food, and returns in the early evening.
Half-Day Vespa Ride in the Chianti Colli Fiorentini with Lunch and Oil Tasting
A scooter briefing comes first, then about two hours on a Vespa through the Colli Fiorentini, ending with a Tuscan lunch and an olive oil and wine tasting.
Historic Cantalici Winery in Castagnoli: Chianti Classico Family Wine Tasting
A tasting of typical Chianti Classico wines at a historic family winery in Castagnoli, where each bottle carries the history of the family that makes it.
Montefioralle Family Winery near Greve in Chianti: Small Cellar Visit and Vintage Tasting
A very small family winery facing the old village of Montefioralle, where several vintages are usually poured so you can taste how aging changes the wine.
Ratings collected by Viator, Tripadvisor and Tiqets