Half day · Medieval Tuscany

San Gimignano Loop

Towers on the horizon, Vernaccia at sunset.

Request this tour
Duration
5 hours
Level
Easy
Distance
≈ 110 km
Departure
Florence & Tuscany
About this tour

Towers on the horizon, Vernaccia at sunset.

A short loop with a long memory. We leave Florence in the early afternoon, ride into the hills west of the city and aim for the iconic silhouette of San Gimignano — the medieval Manhattan, fifteen towers still standing.

Designed as the perfect first ride or afternoon escape. Back in Florence in time for dinner.

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

    Briefing and coffee at our base. Engines on by 2:00 PM.

  2. 02

    Strada Regionale 2 toward Poggibonsi

    An easy warm-up along a road that climbs gently into the hills of the Valdelsa.

  3. 03

    Certaldo Alto

    A short stop in the upper village of Certaldo — home of Boccaccio. We park outside the walls and ride the funicolare up for a quick walk.

  4. 04

    San Gimignano

    Arrival at the towers. We park near Porta San Giovanni and explore Piazza della Cisterna, the duomo and the cellars of a local producer for a tasting of Vernaccia di San Gimignano.

  5. 05

    Sunset ride back

    We return via a different route — the white roads east of Poggibonsi, with a brief panorama stop above the Elsa valley.

  6. 06

    Return to Florence

    Back at base before dinner.

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
  • Vernaccia tasting in San Gimignano
  • Fuel for the ride

Not included

  • Lunch and personal meals
  • Personal expenses
  • Optional extra insurance coverage
  • Any potential traffic fines
Request this tour

Let's plan your San Gimignano Loop.

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

By clicking “Send request” I declare that I have read the privacy policy.