A day in Chianti from Florence

1 day · ~1 h 40 driving ·Wine, Hill towns

Day by day

Driving times are approximate, from OpenStreetMap roads without traffic; long legs are rougher estimates. The Google Maps links give up-to-date times.

Day 1
~1 h 40 driving · 4 h visiting
Two walled villages in the Chianti hills
1. Leaving from Florence
2. ~35 min driving · 33 km
  Montefioralle Tuscany
  Leave Florence behind and arrive at Montefioralle, where a single ring of a street circles the old keep. Wander the stone lanes, look for the Vespucci wasp on one doorway, and step into Santo Stefano. Stop for lunch with the region's ribollita, then on to San Donato in Poggio.
3. ~30 min driving · 21 km
  San Donato in Poggio Tuscany
  San Donato in Poggio was once a border village between Florence and Siena. Enter through Porta Fiorentina, stroll to the octagonal well in Piazza Malaspina, then visit the Romanesque pieve just outside for Giovanni della Robbia's font. It is a quiet place to end the day before the road back to Florence.
4. ~35 min driving · 34 km
  Returning to Florence

Create a trip from this itinerary

What you'll eat

What each stop is known for, and the dishes its region is famous for.

Also typical of Tuscany

mike packardBistecca alla fiorentina-01 CC BY-SA 2.0Typical of Tuscany
Bistecca alla fiorentinaDishSteak from Chianina cattle of the Chiana Valley or Maremmana
Ta4e NegodueRibollita Siena CC BY-SA 4.0Typical of Tuscany
RibollitaDishReboiled soup of bread, cannellini beans and black cabbage
Heather KatsoulisItalian Panzanella CC BY-SA 2.0Typical of Tuscany
PanzanellaDish
fugzuRaw pici CC BY 2.0Typical of Tuscany
PiciBread and pasta
OneArmedManLardo di ColonnataPublic domainTypical of Tuscany
Lardo di Colonnata (IT)Cured meat
Helge HøifødtFinocchiona from Tuscany CC BY-SA 3.0Typical of Tuscany
FinocchionaCured meat
Ellen ForsythPanforte, Firenze CC BY-SA 2.0Typical of Tuscany
PanforteSweet
Megan Cole from Vancouver, CanadaBrunello di Montalcino, Tuscany, Italy (5867744955)CC BY 2.0Typical of Tuscany
Brunello di MontalcinoWine

Adapted from Wikipedia (Tuscan cuisine, Cucina toscana). Available under CC BY-SA 4.0.

Thermal baths along the way

Spas and hot springs near your stops, the closest by road first.

Thermal spa: Le Caldane (IT) · ~27 min by car from San Donato in Poggio
Thermal spa: Terme di Gambassi · ~40 min by car from San Donato in Poggio
Thermal spa: Terme Libere, Acqua Borra · ~50 min by car from San Donato in Poggio
Thermal spa: Sorgente Termale · ~50 min by car from San Donato in Poggio
Hot spring: Sorgente il Palagio · ~58 min by car from San Donato in Poggio

Soundtrack for this trip

Tuscan music across seven centuries: early Florentine composers, opera from Lucca and Livorno, then rock and pop.

Music of TuscanyTradition
An overview of the music of Tuscany.
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Squarcialupi CodexFrancesco Landini, Squarcialupi Codex, page 246Public domain
Francesco LandiniArtist
1335–1397 · classical music
Composer born in Fiesole, active in the fourteenth century.
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Francesca CacciniArtist
1587–1640 · opera
Composer born in Florence in 1587, who wrote opera.
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UnknownGiacomoPucciniPublic domain
Giacomo PucciniArtist
1858–1924 · opera, classical music, verismo
Opera composer from Lucca, in the verismo tradition.
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Gavo Studio; copyright expirePietro Mascagni 1Public domain
Pietro MascagniArtist
1863–1945 · opera
Opera composer born in Livorno in 1863.
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The White House2025 Andrea Bocelli in the White House Oval Office on October 17 (cropped)Public domain
Andrea BocelliArtist
1958– · opera
Tenor and singer-songwriter born in Lajatico, in opera.
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Toto CutugnoArtist
1943–2023 · pop music
Pop singer-songwriter and producer born in Fosdinovo in 1943.
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Stefan Brending (2eight)2017 Gianna Nannini - by 2eight - DSC3677 CC BY-SA 3.0 de
Gianna NanniniArtist
1954– · rock music
Rock singer and songwriter from Siena, born 1954.
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Francesco GabbaniArtist
1982– · indie pop, synth-pop
Singer-songwriter born in Carrara in 1982, between indie pop and synth-pop.
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