Chianti wine tour in vintage Fiat 500: Small group with tastings

Roll through rolling hills and taste Chianti straight from the cellar

A 7-hour small-group wine tour of Chianti aboard a vintage Fiat 500 with a professional driver, visiting medieval villages and a traditional wine cellar for Chianti tastings paired with Tuscan appetizers, lunch, and extra-virgin olive oil with bread. The tour runs rain or shine with a live guide in English, Spanish or Italian. Children are welcome from age 13, and the vehicle holds a maximum of two travelers per booking.

Step-by-step itinerary

Chianti vintage car wine tour

• Board vintage Fiat 500
• Drive through Tuscan countryside
• Pass rolling hills and vineyards
• Visit medieval villages
• Explore historic streets
• Enjoy panoramic views
• Tour traditional wine cellar
• Taste Chianti wines and appetizers
• Sample extra-virgin olive oil with bread
• Relax during small-group experience

The experience

How do you see Chianti without renting a car or joining a coach full of strangers? You ride through it in a vintage Fiat 500 with a professional driver steering the curves of the Tuscan countryside while you watch cypress-lined avenues and rolling vineyards roll past. The small-group format means just two people per vehicle, so there's room to breathe and no shouting over a microphone.

The route takes you through picturesque medieval villages where you can wander the historic streets and catch the panoramic views from the hilltops. The real anchor of the day is the stop at a traditional wine cellar, where you taste Chianti wines paired with a Tuscan appetizer and lunch. You'll also sample locally produced extra-virgin olive oil served with fresh bread. The kind of detail that makes the meal stick in your memory. All of it is included, along with the fuel and the driver's expertise, so there's nothing to arrange once you're in the seat.

The 7-hour journey is designed to feel unhurried. A live guide speaks English, Spanish or Italian, and the tour runs regardless of weather unless heavy rain or wind makes it unsafe: in which case you get an alternative date or a full refund. Wear shoes instead of flip-flops, and you're set.

What’s included

• Vintage Fiat 500 with professional driver.
• live guide in English, Spanish or Italian.
• Chianti wine tasting at a traditional cellar.
• Tuscan appetizer and lunch.
• extra-virgin olive oil tasting with fresh bread.
• all fuel and operational costs.

Before you book

Days and timesEvery dayDeparts at 09:30Last departure this season: 15 Nov

Book up to10h before

AgesAdult (18 and older) · Child (13 to 17 years) · Under 13: can't be booked

GroupUp to 4

Live guideEnglish, Spanish and Italian

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

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

Prices and times updated yesterday

Good to know

Low physical effortPublic transport nearby

Operated by myTour in Italy

Is this one for you?The tour departs from a central location in Chianti and returns there at the end, so you don't need a car or a ride arranged separately: the vintage Fiat 500 and its driver handle the whole route. If you're staying elsewhere in the region without transportation, ask about the departure point when you book to confirm it works with your accommodation.

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Top questions

What languages is the tour guided in?

Live guide in English, Spanish and Italian.

Can children come?

Yes. Ticket types: Child (13 to 17 years). Children under 13 can't be included in the booking.

What's included in the Chianti wine tour price?

The tour includes the vintage Fiat 500 with a professional driver, a Chianti wine tasting at a traditional cellar, a Tuscan appetizer and lunch, extra-virgin olive oil tasting with fresh bread, and all fuel and operational costs. A live guide in your chosen language is part of the booking.

How many people fit in the vintage Fiat 500?

The vehicle holds a maximum of two travelers per booking, so you travel with one companion or alone if you prefer. This keeps the experience intimate and gives everyone a window seat.

What happens if the weather turns bad during the tour?

The tour runs rain or shine under normal conditions. If heavy rain or wind makes it unsafe to continue before the tour starts, you'll be offered an alternative date or a full refund. If a storm develops during the tour and the guide decides to turn back for safety, you'll be escorted back to the departure point, though no refund applies in that case since it's beyond the operator's control.

How long does the Chianti wine tour take?

The full experience lasts 7 hours, moving at a relaxed pace through the countryside, villages, and the wine cellar without feeling rushed.