4.7
192 reviews
Chianti Classico with its famous hills and cypress avenues
Suggested starting point: Florence
This itinerary was developed based on advice from locals, allowing you to explore one of the most beautiful regions of Tuscany. Nestled between Florence and Siena, this area is renowned for its stunning landscapes and exquisite Chianti wine, primarily made from Sangiovese grapes. Its rolling hills are dotted with vineyards, olive groves, and charming medieval villages. The Chianti Classico, distinguished by the Black Rooster symbol, is celebrated among its denominations. The region boasts a rich food and wine culture, featuring dishes like ribollita and Florentine steak. This itinerary will take you along one of Tuscany's most picturesque routes, the Chiantigiana, showcasing the most iconic and breathtaking hilly landscapes.
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: 10h
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?
Other itineraries
The moonscape of the Val d'Orcia
Don’t miss Tuscany's most famous valley, known for its scenic rolling hills and enchanting historic villages. This stunning area is also remembered by many as the backdrop for the film 'Gladiator.'
Starting point: Florence
Total driving time: from 4.40 to 6.45h
Ideal for: 1 or 2 day
4.7
(49)
The Roman Castles: discovering the places of the Pope
Travel back through the gates of Rome, past ancient aqueducts, and into the Roman hills, home to the Pope’s summer palace and rich in wine and food traditions.
Starting point: Rome
Total driving time: 2.40 h
Ideal for: 1 day
4.9
(96)
Through the glorious Roman Villas to the Monastery of Subiaco
Follow this route to the more mountainous region of Lazio, passing through the villages of Tivoli, renowned for its breathtaking royal villas, and Subiaco, home to its magnificent perched monastery.
Starting point: Rome
Total driving time: 3.50 h
Ideal for: 1 day
4.8
(108)
Sylvia J
18/04/2024
The beautiful views in Tuscany are undeniable, but some places were far too crowded with tourists. The vehicle was smooth and made our trip enjoyable.
Rachel D
04/02/2025
Fantastic experience exploring Tuscany! Each stop revealed its unique charm, and the service from ItaliaDrive was seamless!
Matthew L
28/12/2024
Driving through San Gimignano was lovely, but we dealt with some overcrowding in tourist spots. The car was great and made our journey enjoyable.
Joe N
06/01/2025
The picturesque countryside of Tuscany was a sight to behold! The auto we rented was easy to maneuver, and ItaliaDrive made every aspect of the rental seamless!
Leanne W
14/04/2024
The atmosphere in the Chianti region was incredible! We had a few small bumps due to roadworks, but the overall quality of the vehicle kept everything running smoothly.
Priscilla R
27/01/2025
Our journey in the Chianti region was fantastic, featuring beautiful landscapes and a variety of delicious foods. Unfortunately, we encountered unexpected road closures, which delayed us a bit. However, the scenic routes made the drive worthwhile, and the auto handled well on the winding roads.
Ella H
08/11/2024
We enjoyed the Sienese hills, though some of the roads were a bit winding. The car was perfect, and we appreciated the detailed roadbook.
Lloyd M
03/03/2024
Our adventure in the Sienese hills was spectacular! Every view was a postcard. The service from ItaliaDrive was exceptional, making everything easy!
Leon K
20/12/2024
Tuscany is simply enchanting! Each village had its charm, and the restaurants recommended by ItaliaDrive were delicious. Highly recommend this trip!
Monique D
01/08/2024
The scenery in the Sienese hills was beautiful, but the tourist crowds were overwhelming at times, especially on weekends. The car was excellent, and we managed to find some quieter spots despite the bustle.
Laura F
21/08/2024
Loved our time exploring the Chianti region. Some roads were narrow and winding, which was challenging. Overall, a wonderful trip with a reliable car!
Felicia T
11/12/2024
Exploring Tuscany was a dream come true! Every village had its charm, and the auto from ItaliaDrive was reliable and easy to navigate.
Mason T
07/09/2024
Amazing time in the Chianti region! From wine tastings to beautiful views, everything was perfect. Highly recommend ItaliaDrive for a Tuscan adventure!
Natalie W
04/09/2024
Enjoyed the countryside, but it was quite crowded during the weekend. The car was convenient, and the roadbook provided helpful tips for busy areas.
Alton S
25/02/2024
What a wonderful experience in Chianti! Every village we visited had its charm. The car was great, and we loved every recommendation provided!
Do you need support?
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)
© Copyright 2024 ItaliaDrive