Half Day Escape to Chianti: Taste the Heart of Tuscany
★ 4.6 · 710 reviews
- Six hours, Two Chianti wineries
- Tastings with Tuscan snacks
- Stop in Monteriggioni
- Free cancellation
Chianti wine tours
A Chianti day trip from Florence takes half a day: a coach into the wine hills, cellars and tastings with local food, and back in 5 to 6 hours. Below are the four tours worth booking, at $50, $60, $62 and $64 per person: what each price covers, how many wines you taste, and which one to pick.

Quick answer
The short answer. For a Chianti day trip from Florence, book the Half Day Escape at $60 per person: two wineries with tastings and local food, then Monteriggioni, rated 4.6 from 710 reviews. Want more reviews? The two-winery tour at $62 per person runs a similar route with eight wines and 3,405 reviews. On a tighter budget, the seven-wine tour costs $50 per person.
Four tours, side by side
Each half-day Chianti tour from Florence below is priced per person; wine counts appear only where the listing gives one.
| Tour | Price | What the price covers | Wineries and tastings | Length |
|---|---|---|---|---|
| Seven-wine tour | $50 per person | Coach from Santa Maria Novella, vineyard walk, vinegar cellar | Seven wines with local snacks and olive oil | 5 hours |
| Half Day Escape | $60 per person | Coach from Villa Costanza, a stop in Monteriggioni | Two wineries, guided tastings with local food | 6 hours |
| Two-winery tour | $62 per person | Coach from Villa Costanza, Monteriggioni or San Gimignano | Two wineries, eight wines, olive oil and snacks | 6 hours |
| Organic wineries tour | $64 per person | Coach along the Via Chiantigiana, guided cellar tours | Two family-run organic wineries, wine with local food | 5 hours |
The seven-wine tour
The cheapest of the four and the shortest, leaving from the centre of Florence.
At $50 per person, this is the cheapest Chianti day trip from Florence on the page, rated 4.5 from 888 reviews. You meet at Santa Maria Novella, ride about 75 minutes by coach into the hills, and walk among the vines before the tasting.
The tasting is the heart of it: seven wines with local snacks and olive oil. There is also a vinegar cellar, with balsamic vinegar and vin santo. As a half day wine tour from Florence goes, it is the shortest of the four, at 5 hours in all.
Reviewers praise the wine and the hosts, but read one line twice. José from Mexico wrote that “we didn’t get a vineyard tour”, and Rachel from the United States wished for “more time to explore the vineyard and the process”. Book it for the tasting, not for a long walk.
Inside the cellars
The room, the plate, the barrels and the farmhouse.
Tables laid with glasses and small plates, a giant cask in the middle of the room.
Glasses on a painted cloth, salami, cheese and bread with olive oil beside the tasting notes.
Oak barrels on wooden racks, each one marked in chalk.
Old stone walls, blue shutters, terracotta pots and a bench under the terrace.
The Half Day Escape
Two cellars, two tastings and a short stop in a hill village.
The Half Day Escape costs $60 per person and is rated 4.6 from 710 reviews. It is a Chianti day trip from Florence built around two wineries, each with a guided tasting of Chianti Classico paired with local food.
It starts at Villa Costanza, about 20 minutes from Santa Maria Novella on the T1 tram. After the wineries the coach stops for about 40 minutes in the medieval village of Monteriggioni. Take the 8:00 departure and San Gimignano replaces Monteriggioni.
The day lasts 6 hours. Reviewers counted their glasses differently, from four per winery to ten in all, so treat the number as a range. One honest note from Polina, Kazakhstan: staff at the wineries “insistently” offered their products for sale.
In their words
Real reviews of the seven-wine tour and the Half Day Escape, shortened.
“Great variety of wine to taste along with delicious meat, cheese, bread, oil and vinegar. My family of five thoroughly enjoyed this tour!”
“We learned the proper way to hold and smell the wine… The atmosphere of the second winery was beautiful.”
“Both locations provided plenty of neat information… Felt a little rush but that’s because you get a lot for the 6 hours.”
Two more Chianti tours
Two more ways to spend a Chianti day trip from Florence.
The two-winery tour at $62 per person has the most reviews of the four: 3,405, at 4.6. It also leaves from Villa Costanza. You taste eight wines across two wineries, with olive oil, balsamic vinegar, salami, Tuscan bread and bruschette, and spend about 70 minutes at each. The afternoon run ends in Monteriggioni; a morning option goes to San Gimignano. Tastings are in English, with the tour leader translating when needed.
The organic wineries tour at $64 per person is rated 4.6 from 1,404 reviews. For a half day Tuscany wine tour from Florence among small producers, this is the one: two family-run organic estates in the Chianti Classico area, reached along the Via Chiantigiana, with tastings in Greve in Chianti and Castellina in Chianti. At the first, the owner walks you through the vineyards and cellars; the second pours four wines. An optional morning cooking class, with pasta, tiramisù and lunch, can be added.
Before you book
On any half day wine tour Florence is your start and finish, but the details differ by listing.
The seven-wine tour meets at Santa Maria Novella. The Half Day Escape and the two-winery tour meet at Villa Costanza, about 20 minutes out on the T1 tram; buy the ticket at the machine by the stop.
On the Half Day Escape and the two-winery tour, the morning run goes to San Gimignano and the later one to Monteriggioni.
The organic wineries tour requires your original ID on the day.
The organic wineries tour walks uphill and downhill in hilltop villages and is not suitable for wheelchairs. The two-winery tour involves a moderate amount of stairs and walking.
Our verdict
Book the Half Day Escape. At $60 per person it gives you two wineries, tastings with local food and Monteriggioni in 6 hours, rated 4.6. It is the Chianti day trip from Florence we would pick first.
Want the most reviews? The two-winery tour at $62 per person has 3,405 at the same rating. Want organic family estates? Take the organic wineries tour at $64 per person. On a budget, or short of time? The seven-wine tour costs $50 per person and takes 5 hours.
Book direct
Four half-day tours into the Chianti hills. Every price here is per person.
★ 4.6 · 710 reviews
★ 4.5 · 888 reviews
★ 4.6 · 3,405 reviews
★ 4.6 · 1,404 reviews
Compare with the other day trips
A Chianti day trip from Florence fills half a day; the full days go further. Our top pick is the Cinque Terre and Pisa day trip at $100 per person: a coach to La Spezia, the local train between the villages, then time on your own in Pisa. Day trips on this site start at $55 per person, and you can compare them all in our list of day trips.
Common questions
Per person: $50 for the seven-wine tour, $60 for the Half Day Escape, $62 for the two-winery tour and $64 for the organic wineries tour. The cooking class on the organic tour is an extra option.
For most people, the Half Day Escape at $60: two wineries, tastings with local food and a stop in Monteriggioni, rated 4.6 from 710 reviews. The two-winery tour at $62 has the most reviews, 3,405 at the same rating.
Five to six hours. The seven-wine tour and the organic wineries tour take 5 hours, the Half Day Escape and the two-winery tour 6. On a Chianti day trip from Florence the coach to the first stop takes 45 to 75 minutes, depending on the tour.
The seven-wine tour meets at Santa Maria Novella. The Half Day Escape and the two-winery tour meet at Villa Costanza, about 20 minutes on the T1 tram from Santa Maria Novella. The organic wineries tour lists two starting points, set by the option you book.
Yes, on two of them. The Half Day Escape goes to San Gimignano instead of Monteriggioni on the 8:00 departure, and the two-winery tour has a morning option with San Gimignano. Later departures stop in Monteriggioni.
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