RoadAtlas
Chianti Road — Italy — Food
Europe

Chianti Road

Italy

Point-to-point
Florence Siena

In short: Chianti Road is a About 110 km including eastern extension food road trip in Italy, typically driven over 2 days, best in April – November. Highlights: Florence, Greve in Chianti, Panzano in Chianti.

Distance
About 110 km including eastern extension
Duration
2 days
Best Season
April – November
IconicEasyFoodEV-friendly

Toscana simply doesn't get more bella than the SR222 through Chianti country, linking two great medieval cities through gently rolling countryside striped with cypress trees, olive groves, and vines. Most photogenic during the late springtime eruption of poppies and wildflowers; stop at every enoteca for Chianti Classico, a sangiovese-dominated drop that tastes like the landscape.

Practical notes
Day 1 follows the classic SR222 spine through Greve, Panzano and Castellina; day 2 labels Radda/Gaiole as an eastern extension and gives Siena real endpoint time. Book one winery/cellar visit, appoint a driver who drinks no alcohol (or spit every sample/use a transfer), and reserve meals. Park outside village walls and Siena, obey ZTL cameras/signs and never follow navigation into restricted streets.

Make this route yours

Set your dates, pace, and taste, and RoadAtlas AI rebuilds this trip day by day with real, verified places.

Included with Traveler and Explorer plans.

Explore on the interactive map →

Plan this trip

Self-guided audio toursExplore local stories near city stops Hotels for this tripCompare stays before you go Flights for this tripCompare flight options before you go Car rental for this tripCompare rental options before you drive

Third-party planning links may be affiliate links. RoadAtlas stays independent, and you should verify details with the provider.

Day-by-day itinerary

Day 1Florence via SR222, Greve, Montefioralle and Panzano to Castellina

Greve and Montefioralle · One prebooked Chianti winery · Antica Macelleria Cecchini

Day 2Radda and Gaiole extension to Siena

Radda and Gaiole · Siena evening walk · Osteria Le Logge

Stops along the route

Florence — Departure — Chianti Road — Italy
Departure
Florence
The Uffizi, Brunelleschi's dome, Michelangelo's David, and the Ponte Vecchio before heading south on the SR222 into Chianti wine country.
Hotels
Greve in Chianti — City — Chianti Road — Italy
City
Greve in Chianti
The informal capital of Chianti, centred on a triangular arcaded piazza. The Saturday market and Enoteca Falorni cover every local producer.
Hotels
Radda in Chianti — City — Chianti Road — Italy
City
Radda in Chianti
A walled medieval village with panoramic Chianti views and a 15th-century Palazzo del Podestà covered in coats of arms. Vineyards peak in October colour.
Hotels
Castellina in Chianti — City — Chianti Road — Italy
City
Castellina in Chianti
A Florentine ridge fortress with a Rocca keep and the Via delle Volte, a vaulted medieval lane tunnelled through the rock beneath the town walls.
Hotels
Siena — Arrival — Chianti Road — Italy
Arrival
Siena
The Gothic Duomo and the Piazza del Campo, one of the world's great medieval squares, where the Palio horse race convulses the city twice a year.
Hotels

Things to Do

Greve and Montefioralle — Village stops — Chianti Road — Italy
Village stops
Greve and Montefioralle
Use two compact stops along SR222.
One prebooked Chianti winery — Winery visit — Chianti Road — Italy
Winery visit
One prebooked Chianti winery
Use a single confirmed tasting with a sober driver.
Panzano and Castellina — Wine-road towns — Chianti Road — Italy
Wine-road towns
Panzano and Castellina
Complete the classic spine and overnight near Castellina.
Radda and Gaiole — Eastern extension — Chianti Road — Italy
Eastern extension
Radda and Gaiole
Label these towns as the optional eastern branch rather than the SR222 core.
Siena evening walk — Historic city — Chianti Road — Italy
Historic city
Siena evening walk
Park outside the ZTL and give the endpoint meaningful time.

Where to Eat

Panzano in Chianti — Food & Drink — Chianti Road — Italy
Food & Drink
Panzano in Chianti
Butcher Dario Cecchini has made this hilltop village world-famous. His Officina della Bistecca serves Florentine T-bone at communal tables to devoted pilgrims.
Antica Macelleria Cecchini — Tuscan — Chianti Road — Italy
Tuscan
Antica Macelleria Cecchini
Reserve the chosen Panzano lunch; do not add another full lunch.
Osteria Le Logge — Tuscan — Chianti Road — Italy
Tuscan
Osteria Le Logge
Reserve the Siena dinner and follow ZTL parking guidance.

Nearby and similar drives

Frequently asked questions

How long is the Chianti Road drive?

The Chianti Road covers About 110 km including eastern extension from start to finish.

How long does the Chianti Road take to drive?

Most travellers spend 2 days on the Chianti Road, depending on stops and pace.

When is the best time to drive the Chianti Road?

The recommended season for the Chianti Road is April – November.

Where does the Chianti Road start and end?

The Chianti Road runs from Florence to Siena.

What are the main stops on the Chianti Road?

The Chianti Road passes through Florence, Greve in Chianti, Panzano in Chianti.

How difficult is the Chianti Road to drive?

The Chianti Road is rated easy and is best handled with any vehicle.

Can I drive the Chianti Road in a regular car?

Yes — the Chianti Road is paved end-to-end and a regular car is fine in normal conditions.

Is the Chianti Road EV friendly?

Yes — the Chianti Road has charger coverage along the route and works as an EV road trip.

Is the Chianti Road safe to drive?

Day 1 follows the classic SR222 spine through Greve, Panzano and Castellina; day 2 labels Radda/Gaiole as an eastern extension and gives Siena real endpoint time. Book one winery/cellar visit, appoint a driver who drinks no alcohol (or spit every sample/use a transfer), and reserve meals. Park outside village walls and Siena, obey ZTL cameras/signs and never follow navigation into restricted streets.

What scenic tier is the Chianti Road?

The Chianti Road is a iconic drive — Iconic road trips that anchor a region's reputation — postcard scenery, headline highways, and the routes most travellers want to drive.