4.8

16 reviews

Chianti hills and its medieval villages

Suggested starting point: Florence

Through this itinerary, you will explore the Chianti region, featuring famous medieval towns like Volterra and San Gimignano, a UNESCO World Heritage Site. The landscape is dominated by vineyards and olive groves, offering a wealth of gastronomic experiences. Chianti Classico, symbolized by the Black Rooster, is a renowned wine that reflects the essence of the area. This destination perfectly combines history, culture, and natural beauty, making it a must-visit. Along the route, you'll have the chance to stop at the most exclusive viewpoints and enjoy a wine tasting at one of the region's finest wineries: Cantina Antinori Classico.

What is included?

Digital roadbook to follow which includes: historical and cultural explanations, scenic spots for the best photos, and recommended dining locations

Google Maps link to follow the route and locate the stops

Full coverage included in the first proposed rental price

Exclusive support 24/7

10% off on ItaliaTours experiences at italiatours.com

ItaliaPass Lounge at Rome’s Termini Station

Useful informations

Florence center or airport

Recommended car pick-up and drop-off location to follow this itinerary.

Driving time: from 2.20 to 3:30 h

Estimated driving time for completion of the itinerary. For each itinerary there are multiple variations that you will see within the same itinerary. The driving time varies for each of them.

Total time: 10 h

Total time expected to follow the itinerary and fully enjoy the tour. You are free to adjust the pace that suits you best.

Itinerary at reservation and by email

You will receive the roadbook and Google Maps link by email and will be downloadable at the end of your reservation. You will find both an online and offline version to follow.

Preview of the Itinerary

Would you like to receive a preview?

E-mail

Other itineraries

The moonscape of the Val d'Orcia

Starting point: Florence

Total driving time: from 4.40 to 6.45h

Ideal for: 1 or 2 day

The Roman Castles: discovering the places of the Pope

Starting point: Rome

Total driving time: 2.40 h

Ideal for: 1 day

Through the glorious Roman Villas to the Monastery of Subiaco

Starting point: Rome

Total driving time: 3.50 h

Ideal for: 1 day

What they say about us

4.7

(15)

Reid J

05/08/2024

An amazing journey through medieval Tuscany! The car was spotless, and the roadbook provided great insights into local culture. I can't wait to return!

Emma B

19/01/2025

Our Chianti tour was incredible! The scenic roads and medieval villages made it a dream. The car was perfect, and the restaurant recommendations were unbeatable!

Kimberly J

23/04/2024

I enjoyed the scenery in Tuscany, but many tourist spots were overly crowded. The vehicle was great, but I’d prefer a less touristy itinerary next time.

Andy W

10/04/2024

Driving through Tuscany was a dream! Stunning views, delicious food, and a reliable car made our trip unforgettable!

Logan H

20/07/2024

The scenic routes in Chianti were a highlight of our trip! The car was perfect, and the roadbook provided excellent insights into local culture.

Bryan P

19/01/2025

Fantastic experience exploring the hills of Tuscany! The local food recommendations were excellent. Can't wait to visit again!

Quincy U

02/07/2024

The Chianti tour was fantastic! Every stop offered unique flavors and experiences. ItaliaDrive made the rental process simple and enjoyable.

Michael D

15/09/2024

Loved our time in San Gimignano, even though it was busy with tourists. The car was very comfortable and helped us navigate easily.

Gilbert T

03/11/2024

Wonderful itinerary, but the traffic in Florence was frustrating. The auto was comfortable, and I appreciated the local dining suggestions.

James A

06/04/2024

Our trip through Chianti was delightful! The scenic roads were enjoyable, although some areas were a bit crowded. The car was very reliable.

Brandon N

31/08/2024

I loved the tour of San Gimignano! The medieval architecture was fascinating, but we did encounter some traffic. A great experience overall!

Greta T

09/12/2024

The visit to San Gimignano was incredible! We loved the medieval towers and the local white wine. The ItalyDrive roadbook was very helpful, guiding us to a quaint local restaurant where we enjoyed an amazing meal. The car was in great shape and easy to drive.

Mason R

08/09/2024

Exploring the Sienese hills was delightful! Although some areas were crowded, we managed to find quiet spots to enjoy the views. The car provided by ItaliaDrive was dependable and added to the comfort of our journey.

Aria L

14/03/2024

Tuscany is truly breathtaking! Every vineyard and village held its own story. The local cuisine we discovered was a highlight, and ItaliaDrive made the car rental process seamless. Great experience!

Curtis T

19/07/2024

An unforgettable experience in Tuscany! Each village we visited felt like stepping back in time. We soaked up the history while tasting delicious local dishes and wines. Thanks to ItaliaDrive, our car was comfortable and reliable!

Do you need support?

Name

Surname

E-mail

Phone

Booking code

Request

logo ItaliaDrive

ItaliaDrive & Gigiro Partnership

ItaliaDrive LLC is a privately held company headquartered in Boston (USA) and Gigiro Srl is a company based in Italy and responsible for the complete management of the service. The companies specialize in renting cars and offering tourist itineraries throughout Italy.

support@italiadrive.com 1 (877) 375-7245 (from USA) (+39) 06 9763 2451 (from Italy) 803 116 (roadside assistance)