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Chianti wine tour guides

Everything to sort out before you book a Chianti tasting: what it costs and what it pours, which zone you are really in, how long to go for, how to get there without driving, and when.

Chianti Wine Tour Prices 2026: What $51 to $487 BuysWhat each tour costs and how many glasses it pours.Read the guide →Chianti vs Chianti Classico 2026: Zones, Rules, ToursThe black rooster, the zone and which tours pour inside it.Read the guide →Half-Day vs Full-Day Chianti Tour 2026: Which to PickFive hours of tasting, a long lunch, or three towns.Read the guide →Chianti Without a Car 2026: Bus 365, Walks & ToursBus 365 to Greve, walks, taxis and the drink-drive rules.Read the guide →Vespa, Fiat 500 or E-Bike in Chianti 2026: Which to PickLicences, ages, safety and how much the driver can drink.Read the guide →Best Time for a Chianti Wine Tour 2026: Month by MonthHarvest, the Greve wine fair, winter hours and the heat.Read the guide →

Tours

Choose your Chianti tour

The three tours most people choose between. Every tour has its own page with the stops, the wines and what guests say.

Siena, San Gimignano & a Chianti Winery Towns + wine ★ 4.710.5 hoursFree cancellation

Siena, San Gimignano & a Chianti Winery
Full day3 towns1 winery

A guided walk in Siena, free time in San Gimignano and Monteriggioni, and one Chianti estate with two or three wines. More sightseeing than tasting, and lunch is extra.

What's included
  • Guided Siena walk with headsets
  • Free time in San Gimignano and Monteriggioni
  • One winery with 2 to 3 wines and snacks
  • Coach from Piazzale Montelungo and back
  • Free cancellation up to 24 hours before
Full tour details
From$74per person Reserve
Half-Day Chianti Tasting at Two Wineries Most booked ★ 4.55.5 hoursFree cancellation

Half-Day Chianti Tasting at Two Wineries
2 wineries3 to 4 wines eachAfternoon

A coach down the Chiantigiana road to two family wineries, where the owner pours three or four wines at each. Cheese, salami and bruschetta come with the glasses.

What's included
  • Two winery visits with cellar and vineyard walk
  • 3 to 4 wines per winery with local food
  • Air-conditioned coach from Piazzale Montelungo
  • Licensed tour leader in English and Spanish
  • Free cancellation up to 24 hours before
Full tour details
From$62per person Reserve
Semi-Private Chianti & San Gimignano Day Top rated ★ 4.98.5 hoursFree cancellation

Semi-Private Chianti & San Gimignano Day
Small vanLunchHotel pickup

A small van, a long lunch at a winery near San Casciano with its wines and olive oil, and time in San Gimignano. Hotel pickup in central Florence is included.

What's included
  • Winery visit with wine and olive oil tasting
  • Lunch with wine at the estate
  • Hotel pickup in Florence's central zone
  • Small air-conditioned van with Wi-Fi
  • Free cancellation up to 24 hours before
Full tour details
From$237per person Reserve

Plan your date before you go

Two family wineries on the Chiantigiana road, three or four wines at each with local food, coach from Florence. Free cancellation up to 24 hours before.

Check dates for the half-day two-winery tasting