Tuscany · Wine routes
Tuscany's wine roads
4 drives, each one a different Tuscany. Pick by the wine you want at the end of the day.
Every road here has a drivable guide behind it: real stops, the time between each one, the estates you can taste at, and a sheet you can print.
The linkable asset
All the roads, one map
Hover a road on the map, or pick a row beside it, to see what it is. Tap a road on the map to see what it is.
Wine route
Strada Chiantigiana SR 222
1 day · 72 km · 5 stops
Florence to Siena
Wine route
Strada del Vino Nobile
2 days · 73 km · 7 stops
Sinalunga to San Casciano dei Bagni
Wine route
Strada del Vino Costa degli Etruschi
1 day · 63 km · 4 stops
Bolgheri to Populonia
Wine route
Brunello and Rosso loop
1 day · 30 km · 4 stops
Montalcino to Sant'Angelo in Colle
The decision table
The drives, compared
One row per road. If you only read one cell, read the driving character.
Swipe the table sideways for what you taste, the driving character and tasting prices.
| Route | Days | Km | Stops | What you taste | Driving character | Guided | Tastings |
|---|---|---|---|---|---|---|---|
| Strada Chiantigiana SR 222 Florence to Siena | 1 | 72 | 5 | A proper ridge road: second and third gear through the hairpins above Greve, open sweepers on the Castellina stretch, slow coach traffic in July and August. | 12 | from €35 | |
| Strada del Vino Nobile Sinalunga to San Casciano dei Bagni | 2 | 73 | 7 |
Valdichiana ToscanaDOC
Vino Nobile di MontepulcianoDOCG
|
Open ridge running above the Valdichiana: long sightlines, gentle gradients, and the only slow kilometres are the cypress switchbacks up to each town gate. | 8 | by request |
| Strada del Vino Costa degli Etruschi Bolgheri to Populonia | 1 | 63 | 4 | Mostly flat and fast between the cypress rows, with quick dual-carriageway hops on the SS1; the only real climbing is the last kilometre up to each hilltop village. | 2 | from €60 | |
| Brunello and Rosso loop Montalcino to Sant'Angelo in Colle | 1 | 30 | 4 |
Brunello di MontalcinoDOCG
Sant'AntimoDOC
|
Short, steep and slow: single-lane hill roads in second gear, a white-gravel shortcut if you dare, and more tractors than coaches once you leave the fortress car parks. | 6 | from €60 |
Tastings show the lowest listed estate price on each road. Guided tours match to routes automatically as partners list them.
Route by route
Pick your road
Visit prices are set by the winery and availability should be checked before travelling. Bookings open on the estate page or the provider's site.
Full day, longer with tastings
Strada Chiantigiana SR 222
The 69 km hillside road from Florence to Siena that threads through the heart of Chianti Classico.
- Florence
- Greve in Chianti
- Panzano in Chianti
- Castellina in Chianti
- Siena
Estates on this route
2 days
Strada del Vino Nobile
The signposted Valdichiana Senese trail, from the valley floor at Sinalunga over the Vino Nobile hill at Montepulciano and down to the hot springs at San Casciano dei Bagni.
- Sinalunga
- Trequanda
- Montepulciano
- Chianciano Terme
- Sarteano
- Cetona
- San Casciano dei Bagni
1-2 days
Strada del Vino Costa degli Etruschi
The Tyrrhenian coast itinerary linking Bolgheri, Castagneto Carducci, Suvereto and Val di Cornia.
- Bolgheri
- Castagneto Carducci
- Suvereto
- Populonia
Estates on this route
Half a day to a full day
Brunello and Rosso loop
A compact loop around the Montalcino hill, taking in Sant'Antimo, the Val d'Orcia and the producer cellars below the village.
- Montalcino
- Sant'Antimo
- Castelnuovo dell'Abate
- Sant'Angelo in Colle
Estates on this route
Beyond the roads
Tuscany, the bigger picture
Tuscany
From galestro hills in Chianti Classico to the single Brunello rise of Montalcino and the sea-facing Cabernets of Bolgheri, Tuscany is Italian wine's stage in full Renaissance light.