Chianti Wine Tasting Tour from Livorno with Lunch

Vineyard tasting, a Tuscan lunch, and a medieval town in one morning and afternoon

A private day trip from Livorno to the Chianti region pairs a winery visit with wine tasting and a traditional lunch at the vineyard's restaurant, followed by an afternoon walk through San Gimignano. The tour includes hotel or port pickup, an air-conditioned minivan, and a driver-guide speaking English, with timing built to get cruise passengers back to their ship or hotel guests to dinner.

The experience

The drive from Livorno cuts through hills lined with vineyards on the way to a working winery in the heart of Chianti. There you taste a selection of the house wines with explanations from the owner, then sit down to a typical Tuscan lunch (salami and local cheese, lasagna, and house dessert) in the winery's small restaurant. The afternoon is spent walking the center of San Gimignano, a medieval town that looks much as it did centuries ago, before the drive back to your starting point.

Pickup happens at Livorno port or at a hotel in Florence, depending on where you're staying. The minivan is air-conditioned and seats your group. The driver-guide handles navigation and timing. Lunch, wine tasting, and all beverages are included. The full day runs nine hours, with the return timed so cruise passengers make it back to their ship and hotel guests have time before dinner.

What’s included

• Private tour for your group.
• pickup and drop-off at your hotel in Florence or at Livorno port.
• transport in an air-conditioned minivan with a driver-guide speaking English.
• wine tasting at the winery with the owner's explanations.
• Tuscan lunch at the winery restaurant including salami, local cheese, lasagna and house dessert.
• beverages with lunch.
• all taxes, fees and fuel surcharge.

Before you book

Days and timesEvery dayDeparts at 09:00

AgesAdult (18 and older) · Under 18: can't be included in the booking

Meeting point and pickupHotel pickup included.

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

Prices and times updated 3 days ago

Good to know

Easy physical levelWheelchair accessibleAccessible transportStroller friendlyInfant seats availablePets welcomePublic transport nearbyNot for pregnant travelersNot for heart conditionsNot for back problems

Operated by Touring Italy - Roberto D'Alessandro

Is this one for you?This is a private tour, so your group travels together without joining other travelers, and the pace is set by what your party wants to do. Choose it if you prefer a dedicated guide and driver, or if your ship's schedule or hotel plans need flexibility built into the return time.

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Top questions

How much wine tasting is involved in the Chianti visit?

The winery offers a detailed tasting of their home wines paired with the lunch. The owner provides explanations of each selection in English. Alcoholic drinks beyond the tasting are available to purchase.

What is San Gimignano like to walk through?

San Gimignano is a medieval town in its original center, with narrow streets and architecture from centuries past. The afternoon walk is paced to let you move through it at your own speed without rushing.

Will I get back to the ship in time if I'm on a cruise?

The tour is scheduled so cruise passengers return to Livorno port with time to spare before re-boarding. At booking, you'll provide your ship name, docking time, disembarkation time and re-boarding time so the driver can plan the return accordingly.

Is hotel pickup available in Florence?

Yes, pickup is included at any hotel in Florence or at Livorno port. Drop-off returns you to the same location at the end of the day.

What should I wear for this tour?

Smart casual dress is recommended. The day includes walking through a medieval town and time at a winery, so comfortable shoes are practical.

Can I bring a service animal?

Service animals are allowed on the tour. The minivan is wheelchair accessible, and public transportation options are available nearby if needed.