Full day · South Tuscany

Val d'Orcia & Pienza

Cypress avenues, hilltop villages and pecorino at the source.

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Duration
9 hours
Level
Intermediate
Distance
≈ 240 km
Departure
Florence & Tuscany
About this tour

Cypress avenues, hilltop villages and pecorino at the source.

Val d'Orcia is the Tuscany of the imagination — the rolling hills, the lone cypress on the horizon, the small towns built from honey-coloured stone. A UNESCO World Heritage landscape that you ride through, not past.

We start early so we can take our time. By midday we are tasting pecorino in Pienza, by sunset we are climbing back through Siena. A long, complete day.

Itinerary

From Florence and back, passing through…

A suggested route. Every itinerary can be adapted to your pace, your appetite and the weather of the day.

  1. 01

    Florence

    Morning briefing, coffee and route check. Helmets fitted, engines warmed.

  2. 02

    Siena

    We skirt Siena on the way south, with a short stop for a glance at the Piazza del Campo from above the city walls.

  3. 03

    San Quirico d'Orcia

    Entering Val d'Orcia proper. The little garden of Horti Leonini, a coffee under the porticoes, photos of the famous cypress hill.

  4. 04

    Pienza

    The Renaissance town of Pope Pius II. We park outside the walls and walk the main street. Pecorino tasting at one of the historic cheese-makers — five aged varieties, a glass of Vino Nobile.

  5. 05

    Lunch with a view

    A small restaurant just outside the walls. Pici cacio e pepe, slow-cooked beef, panna cotta with figs.

  6. 06

    Montalcino

    A short ride to the home of Brunello. We stop at a producer outside town for a tasting of three vintages.

  7. 07

    Return via Cassia & Siena

    We take the historic Via Cassia north, passing Buonconvento and dropping into Florence with the sun behind us.

What's in & what's out

The fine print, simply.

Included

  • Helmet and full safety gear
  • Expert local guide riding with the group
  • Comprehensive insurance and roadside assistance
  • Pecorino tasting in Pienza
  • Brunello tasting in Montalcino
  • Lunch with a view
  • Fuel for the day

Not included

  • Personal expenses
  • Optional extra insurance coverage
  • Any potential traffic fines
  • Additional bottles and souvenirs
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Let's plan your Val d'Orcia & Pienza.

Send us your preferred date and we'll come back within 24 hours with availability, the meeting point and everything you need to know.

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