Private wine tour of Chianti: Three wineries with driver

Three wineries, one afternoon, your own itinerary

A private wine tour of Chianti for up to eight people, departing around 9:30 am and returning by 5:30 pm, with a driver who escorts you through three wineries to taste and compare production methods, plus a lunch stop at a local restaurant. You can request smaller, lesser-known producers at booking and the driver adjusts the day's stops accordingly. Winery tickets and tastings are included. Lunch cost is separate. Specific wineries depend on availability and seasonal opening hours.

Step-by-step itinerary

Private Chianti wine tour and tastings

• Driver picks you up at accommodation
• Visit first winery for tour and tasting
• Drive through Chianti region with stops
• Visit second winery for tour and tasting
• Lunch stop at local restaurant
• Visit third winery for tour and tasting

The experience

Your driver picks you up at your accommodation around 9:30 am and handles all the logistics for the day. Navigation, winery reservations, and the route through Chianti's rolling hills. You'll visit three wineries, each one chosen to show different production methods and house styles. The stops let you taste side by side and ask questions without the pressure of a group tour. If you've mentioned a preference for smaller producers at booking, the afternoon's itinerary shifts to focus on those instead.

A lunch break at a local restaurant sits in the middle of the day, and the tour resumes afterward. Because this is a private tour, the timing flexes around your pace. You're not waiting for other groups or watching the clock for a departure. The driver knows the region and can point out villages like Castellina in Chianti, Radda, or Greve as you pass through, though the focus stays on the wineries themselves.

Winery availability changes with the season, so the specific producers may differ from the listed examples, especially outside summer. If you're interested in the Montalcino version instead, that tour visits three Brunello producers using the same private format.

What’s included

• Private driver and vehicle for the full day.
• pickup from your accommodation.
• entry and tastings at three wineries.
• a table reservation and escort to and from a local restaurant for lunch (lunch itself is not included).
• live guide in English or Italian.

Before you book

Days and timesWednesday to SaturdayDeparts at 09:00

Book up to2d before

AgesAdult (18 to 80 years) · Youth (13 to 17 years) · Child (5 to 12 years) · Infant (1 to 4 years)

GroupPrivate

Live guideEnglish and Italian

Meeting point and pickupHotel pickup included.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.

Prices and times updated 4 days ago

Good to know

Easy physical levelStroller friendlyInfant seats availablePets welcome

Operated by Antony Charity

Is this one for you?Book this if you want to taste multiple Chianti producers without driving yourself or following a fixed group schedule. The private format means you set the pace and can request smaller wineries at booking, so the day reflects your interests rather than a standard itinerary.

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Top questions

What languages is the guide in?

Live guide in English and Italian.

Can children come?

Yes. Ticket types: Youth (13 to 17 years); Child (5 to 12 years); Infant (1 to 4 years).

Can I request specific wineries or styles before the tour starts?

Yes. Let the operator know at booking if you prefer smaller, lesser-known producers, and the afternoon's winery stops will be arranged around that preference. Specific wineries remain subject to availability and seasonal opening hours.

What's included in the price and what isn't?

Wine tastings, winery tours, and the driver with vehicle are included. Lunch at the restaurant is your own cost. The driver books the table and escorts you to and from it.

How many people can join this private tour?

The tour accommodates one to eight people in a single vehicle, so families and small groups travel together without joining other parties.

What time does the tour start and end?

Pickup is around 9:30 am from your accommodation, and the tour runs through approximately 5:30 pm. The full day is six to eight hours depending on the wineries' schedules and your pace.

Is the driver included, or do I need to arrange transport separately?

The driver and vehicle are part of the tour. Pickup from your accommodation is included, so you don't arrange separate transport.