Food Tours
Rows of vines turning golden across the rolling hills of Chianti, Tuscany, in autumn

Chianti Wine Tours from Florence

Twenty listings from 46 to 335 EUR, median 110. This page has the lowest rating in the Italian catalogue, 4.79, and the reason is one very popular coach trip.

Count the wineries, not the adjectives. That is the whole method for this page, because twenty listings all describe themselves as Tuscan wine experiences and they range from a half day at two estates to a ten hour coach circuit of three towns with one tasting attached.

The rating on this page is worth explaining before anything else, because at 4.79 it looks like a warning and it is not.

Chianti by Vespa from Florence, with a Winery Lunch
Free cancellation

Chianti by Vespa from Florence, with a Winery Lunch

4.8 (1,839) 4.8 stars out of 5, 1,839 reviews

Ride a Piaggio Vespa, a scooter or a Fiat Topolino through Impruneta, Strada in Chianti and Chiocchio, ending at a winery for oil, wine and three courses.

€ 104.62
Chianti Colli Fiorentini by Bike: 24 km and a Villa Lunch
Free cancellation

Chianti Colli Fiorentini by Bike: 24 km and a Villa Lunch

4.9 (1,313) 4.9 stars out of 5, 1,313 reviews

Twenty-four kilometres through the Colli Fiorentini past vineyards, castles and olive groves, then lunch at a Tuscan villa with wine and olive oil tasting.

€ 120.00
Chianti Compared: A Florentine Winery and a Sienese One
Free cancellation

Chianti Compared: A Florentine Winery and a Sienese One

4.5 (4,567) 4.5 stars out of 5, 4,567 reviews

One winery near Greve, one near Monteriggioni, so you taste the Florentine and Sienese sides of Chianti against each other. Organic wines, eight people at most.

€ 55.00
Chianti on Horseback, San Gimignano and a Winery Lunch
Free cancellation

Chianti on Horseback, San Gimignano and a Winery Lunch

4.9 (481) 4.9 stars out of 5, 481 reviews

An hour on horseback through Chianti vineyards, no experience needed, then San Gimignano and lunch with wine. Or skip the horses for beekeeping and saffron.

€ 190.00
Chianti Vineyard Escape: Two Estates and the Black Rooster
Free cancellation

Chianti Vineyard Escape: Two Estates and the Black Rooster

4.5 (2,846) 4.5 stars out of 5, 2,846 reviews

Forty minutes out of Florence to two Chianti estates: three or four wines at each on the terrace, with olive oil, cheese and balsamic, and the Gallo Nero story.

€ 55.00
Chianti Wine and Olive Oil Tour with a Mill and Two Estates
Free cancellation

Chianti Wine and Olive Oil Tour with a Mill and Two Estates

4.7 (929) 4.7 stars out of 5, 929 reviews

An olive oil mill at a noble estate, a boutique winery blending Sangiovese and Canaiolo, a Chianti village, and a three-course lunch at a second estate.

€ 66.75
Chianti Wine Safari by 4x4: Two Wineries and a Tuscan Lunch
Free cancellation

Chianti Wine Safari by 4x4: Two Wineries and a Tuscan Lunch

4.9 (5,678) 4.9 stars out of 5, 5,678 reviews

Off-road through private vineyards in a 4x4, two wineries in Tuscan villas, Chianti Classico DOCG with cheese and salumi, and a sommelier driving. Over 18s.

€ 130.00
Drive a Vintage Fiat 500 Through Chianti, with a Wine Stop
Free cancellation

Drive a Vintage Fiat 500 Through Chianti, with a Wine Stop

4.8 (690) 4.8 stars out of 5, 690 reviews

You drive the Fiat 500 yourself, in convoy behind a guide, through cypress roads and vineyards, with a wine tasting and light lunch. Manual gears essential.

€ 123.22
Florence in Five Bites: Cucina Povera, Chianti and Vin Santo
Free cancellation

Florence in Five Bites: Cucina Povera, Chianti and Vin Santo

4.9 (525) 4.9 stars out of 5, 525 reviews

Ribollita, panzanella and lampredotto across five stops in a mile of the historic centre, with four Tuscan wines, gelato, and cantucci with Vin Santo to close.

€ 85.03
Oltrarno Sunset Food and Wine Walk: Wine Windows and Gnudi
Free cancellation

Oltrarno Sunset Food and Wine Walk: Wine Windows and Gnudi

5.0 (5,993) 5.0 stars out of 5, 5,993 reviews

Seven stops across the Oltrarno at dusk: two wine windows, a Negroni lesson, gnudi tossed at the table, wild boar stew and the gelato Florentines vote for.

€ 109.00
Pasta and Tiramisu at a Tuscan Farmhouse, All Day from Florence
Free cancellation

Pasta and Tiramisu at a Tuscan Farmhouse, All Day from Florence

5.0 (299) 5.0 stars out of 5, 299 reviews

Not a room in the centre of Florence but a farmhouse up in the hills, fifteen minutes out, for pasta and tiramisu with plenty of Tuscan wine on the table.

€ 160.00
Pisa First, Then San Gimignano and Siena, with a Wine Lunch
Free cancellation

Pisa First, Then San Gimignano and Siena, with a Wine Lunch

4.8 (3,042) 4.8 stars out of 5, 3,042 reviews

Twelve hours starting at the Leaning Tower, then lunch with four wines near San Gimignano, and a guided walk in Siena past the oldest bank in the world.

Discounted price€ 58.50Regular price€ 65.00
Sant'Ambrogio Food Walk: Cecina, Lampredotto and Wine
Free cancellation

Sant'Ambrogio Food Walk: Cecina, Lampredotto and Wine

4.8 (541) 4.8 stars out of 5, 541 reviews

The Sant'Ambrogio side of Florence, where locals eat: cecina, lampredotto, cinta senese and pappa al pomodoro, with wine in small wine bars. Licensed guides.

€ 99.00
Siena, Monteriggioni and San Gimignano by Minibus with Lunch
Free cancellation

Siena, Monteriggioni and San Gimignano by Minibus with Lunch

4.9 (1,842) 4.9 stars out of 5, 1,842 reviews

A minibus rather than a coach, a licensed guide in Siena, the walls of Monteriggioni, and lunch at a winery near Colle di Val d'Elsa. Back by six.

€ 149.00
Siena, San Gimignano and Pisa in a Day with a Winery Lunch
Free cancellation

Siena, San Gimignano and Pisa in a Day with a Winery Lunch

4.6 (7,222) 4.6 stars out of 5, 7,222 reviews

Twelve hours from Florence: a guided hour in Siena, a three-course lunch with wine pairing at a family winery, an hour in San Gimignano and an hour in Pisa.

Discounted price€ 45.50Regular price€ 59.00
Truffle Hunting at San Miniato with Francesca and Her Dog

Truffle Hunting at San Miniato with Francesca and Her Dog

5.0 (138) 5.0 stars out of 5, 138 reviews

Out with a working hunter and her Lagotto Romagnolo in the woods above San Miniato, then tagliolini al tartufo and a Chianti wine tasting. Eight people.

€ 335.00
Two Chianti Wineries from Florence: Eight Wines and Olive Oil
Free cancellation

Two Chianti Wineries from Florence: Eight Wines and Olive Oil

4.9 (8,358) 4.9 stars out of 5, 8,358 reviews

Four wines and an olive oil at each of two family estates, with cheese, salami and bruschetta at the second. Half a day, back in Florence by 1.45 or 7pm.

€ 89.00
Two Wineries, San Gimignano and Dondoli Gelato in One Day
Free cancellation

Two Wineries, San Gimignano and Dondoli Gelato in One Day

4.9 (817) 4.9 stars out of 5, 817 reviews

An organic Chianti estate, a guided walk in San Gimignano with world-champion gelato, lunch at a second winery, and Piazzale Michelangelo on the way home.

€ 190.00
Vernaccia and Chianti: Two Wineries and San Gimignano
Free cancellation

Vernaccia and Chianti: Two Wineries and San Gimignano

4.9 (1,191) 4.9 stars out of 5, 1,191 reviews

Eight wines across two family estates near San Gimignano, Vernaccia and Chianti among them, with three olive oils and free time under the towers. Back by five.

€ 85.50
Vespa Ride in Chianti with a Medieval Village and Wine Lunch
Free cancellation

Vespa Ride in Chianti with a Medieval Village and Wine Lunch

5.0 (510) 5.0 stars out of 5, 510 reviews

Eight people at most: a minivan out to Chianti, training, then Vespas through the back roads, a walled village with champion gelato, and lunch at a winery.

€ 200.00

Ratings collected by Viator and Tripadvisor

Why this page rates lower than the rest of Italy

Every other Italian category on this site sits between 4.83 and 4.93. This one is 4.79, and the arithmetic explains itself once you look at what carries the weight. The second most reviewed listing here, with 7,103 reviews, is a 45.50 EUR full day coach trip to Pisa, Siena and San Gimignano, rated 4.6. That is nearly a seventh of all the reviews on the page, and only two listings rate below it, both half day Chianti tours at 4.5.

That is not a bad tour. It is a ten hour coach day covering three towns for less than fifty euros, and at that price the compromises are obvious: a lot of time on a bus, large groups, and a winery stop that is one item on a long list. People book it in enormous numbers and a fair proportion of them wanted a wine tour.

Strip that one listing out and the rest of the page rates about 4.83, in line with the rest of Italy. The lesson is not to avoid the page. It is that this category contains two products wearing the same label.

The twenty listings sorted by how many wineries each actually enters. Prices read on 4 September 2026.
What it is Wineries Price Length
Coach day, three towns, one tasting1, briefly46 to 65 EUR10 hours
Half day, two estates, small group255 to 89 EUR4 to 5 hours
Full day, two estates with lunch295 to 149 EUR7 to 8 hours
Vespa, Fiat 500 or bicycle, with tasting1 to 2110 to 200 EUR5 to 8 hours
Wine safari by off-road vehicle2130 EUR5 hours
Horseback ride with tasting and lunch1190 EURFull day
Truffle hunt with lunchNone: a hunt, not a cellar335 EUR6 hours
Sunset food and wine walk, in FlorenceNone: a city walk109 EUR3 hours
Caciotta and other Italian cheeses on display at a delicatessen counter

What a Tuscan tasting actually includes

A tasting in Chianti is rarely just wine. The standard estate visit pours three to five wines and puts food alongside them: pecorino at different ages, salumi, bruschetta with the estate's own oil, sometimes a bowl of pasta. Several listings here promise eight wines, three olive oils and balsamic vinegar, which is a substantial amount of eating as well as drinking.

That matters for planning. A half day tasting at eleven in the morning is effectively lunch, and a full day with two estates and a meal in between is the entire day's food. The listings that say lunch included are usually being literal; the ones that say tasting are often understating what arrives.

The transport is the differentiator

This is unusual among the categories on this site: in Chianti, how you travel is the main variable in the price, and there are six ways to do it.

Minivan or coach. The default. Small group means eight, coach means fifty, and the difference in the day is enormous.

Vespa. Two listings, at 110 and 200 EUR. You ride a scooter through the hills in convoy behind a guide. Genuinely memorable and genuinely a scooter on Tuscan roads, so consider whether you want to do that before or after the wine. Both put the tasting later in the day.

Fiat 500. One listing at 122 EUR, self-drive in convoy. The car is the product; the wine is the destination.

Bicycle. One listing at 120 EUR in the Chianti Colli Fiorentini. This is hill country and the cycling is real, which most people booking it do understand.

Off-road vehicle. One wine safari listing at 130 EUR, going up tracks a minivan cannot, with 5,616 reviews at 4.9. It is the fourth most reviewed thing on the page.

Horseback. One listing at 190 EUR with a ride, San Gimignano and lunch. No experience required, according to the operator.

None of these makes the wine better. They make the day different, and in a region this photogenic that is a legitimate thing to buy, as long as you know that is what you are buying.

San Gimignano appears six times, and here is why

More listings name San Gimignano than name Chianti, which looks odd until you look at the map and the wine. The town is a walled medieval hill settlement with fourteen surviving towers, about an hour from Florence, and it sits in the zone that produces Vernaccia di San Gimignano, a white wine that was Italy's first DOC, granted in 1966.

For an operator it is close to ideal: a photogenic stop that justifies the drive, a white wine to balance the Chianti reds, and enough to see that the tasting does not have to carry the whole afternoon. For a visitor it means most Chianti days include a town visit, whether or not you wanted one.

If you want only wine, the listings to look for are the half day small group ones at 55 to 89 EUR that name two estates and no towns. They exist, there are about four of them, and they are the most efficient way to spend an afternoon in Chianti.

The harvest, and the 335 euro outlier

Tuscan picking runs from about mid September into October, and visiting an estate during it is a different experience: machinery running, everyone busy, and a distinct smell in the cellar. Some producers restrict visits while they work, so book earlier than you would in spring.

The most expensive listing here, at 335 EUR, is not a wine tour at all. It is a full day truffle hunt around San Miniato with a hunter, a dog and lunch, and it is three times the median. White truffle season in that area runs roughly October to December, and outside those months a truffle hunt is either finding a lesser species or being shown one that was placed. If you book it, book it in autumn.

Questions about Chianti wine tours

How many wineries will I actually visit?

Two on most of the proper wine days, one on the cheaper coach trips, and occasionally three on a private day. The number is usually in the itinerary rather than the title. Where it is not stated, assume one.

What is the cheapest real wine tour?

About 55 EUR for a half day with two estates in a small group. The 46 EUR listing is a ten hour coach day to Pisa, Siena and San Gimignano where the winery is one stop among many, and its 4.6 rating with 7,103 reviews reflects the gap between what people booked and what they got.

Is lunch included?

On the full day tours, usually yes and it is a real meal at the estate. On half days you get a tasting with food alongside it, which is substantial enough to replace lunch. Read the wording: tasting with typical products means cheese, salumi and oil, not a plate of pasta.

Chianti or Chianti Classico?

Classico is the original zone between Florence and Siena, marked by a black rooster, and it is what most people picture. Plain Chianti is a much larger surrounding area. Both make good wine, but if the postcard hills are part of what you are paying for, ask which zone the estates are in before booking the cheaper days.

Can I do this without a car?

You need the tour, or a driver. Public transport into the Chianti Classico zone is poor and the point of the day involves drinking. Every listing here includes transport for that reason, which is a large part of why the median is 110 EUR rather than the 50 a tasting alone would cost.

When is the harvest?

Mid September into October. It is the most interesting time to visit a working cellar and the least convenient: some estates limit visits while picking. Book further ahead than you would for spring.

Is the Vespa or Fiat 500 tour a gimmick?

Not really, but be clear about what you are buying. At 110 to 200 EUR you are paying for the vehicle and the drive through the hills, with one or two tastings attached. The wine content is lower than on a 89 EUR small group day. If the ride is what you want, they are good at it, and both have strong reviews.

Data verified on. Prices, ratings, review counts and winery counts read from the 20 listings on this page on 4 September 2026. Vernaccia di San Gimignano became Italy's first DOC in 1966.