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Val d'Orcia and the Crete Senesi

A loop south of Siena through cypress-lined hills: Buonconvento, up to Montalcino, across the Val d'Orcia to San Quirico, Pienza and Montepulciano, then back through the bare clay hills of the Crete Senesi by Asciano.

Distance
100 miles (160 km)
Type
Loop
Where
Tuscany

Plotted by us, not yet ridden

Download GPX Plan this tripBook this trip
Book this tripCrossing ferries and the tunnelBeds from SienaCover insurance and breakdownSee it all

Click a dot for details. White dots are the stops, each with a bed search. Yellow dots are places to see.

Main roads

SS2SP45SP14SS146SP18SP17SP135SP15SP11SP13SS715SP438SP26SS223

From the map

Longest gap between fuel
7 miles
Fuel stations near the line
42
Curvature
187 ° a mile
Campsites within 2 km
16
  • The longest stretch with no fuel station within 1 km of the line runs from mile 41 to mile 49. Check it against your range with the fuel range calculator.
  • The twistiest 20 miles run from mile 21 to mile 41, at 292 degrees of turning a mile.
  • Countries: Italy.
  • 8 motorcycle shops are within 3 km of the line.

Measured on the route line from OpenStreetMap data, which can be missing or out of date. Curvature is degrees of turning a mile, measured every 100 metres. On our routes they run from 6 on the E19 to 701 on the SP638.

Before you go

  • Many historic town centres are limited traffic zones (ZTL) with camera fines. Park outside the walls.
  • Some of the prettiest lanes here are white gravel roads. This line keeps to tarmac.

On the way

  1. Siena
  2. Buonconvento
  3. Montalcino
  4. San Quirico d'Orcia
  5. Pienza
  6. Montepulciano
  7. Asciano
  8. Siena
Ready to ride it?

Book this trip

Plan it with dates in the tour planner

1Getting there

Most riders cross to Calais by Le Shuttle or a Dover ferry, or take a longer ferry nearer the route.

Compare every crossing

2Places to stay

Search beds in Siena

3Cover

Check your bike insurance covers riding abroad, get travel insurance that covers motorcycling at your engine size, and breakdown cover that recovers a motorcycle in every country on the route.

What to check before you buy cover

The country on this route

What GOV.UK says riders need for it, checked 05/11/2026. Rules change, so read the official page before you go.

Italy

Money
Euro
Ride on the
Right
  • Riding into Milan or Rome? Milan has a congestion charge and Rome sometimes restricts traffic in its green band

On every trip abroad: your licence, insurance that covers riding abroad, the V5C and travel insurance with medical cover. The tour planner turns all of this into a checklist each rider in your group can tick off.

Places to see on the way

Castles, passes, viewpoints and more within easy reach of the line, in the order you reach them. Yellow dots on the map.

Porta Burelli
Castle · 0.4 km off the route

Porta Burelli

Defensive gate in Montalcino.

Photo: LigaDue, CC BY-SA 4.0
San Francesco
Monastery · On the route

San Francesco

Monastery building in Montepulciano, Italy.

Photo: Geobia, CC BY-SA 3.0

Place details from Wikidata. Photos from Wikimedia Commons, credited on each card.

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