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Italy
Tuscany
Siena

San Gimignano

The best traffic-free bike rides around San Gimignano

4.3

(319)

2,683

riders

44

rides

Gravel biking around San Gimignano offers routes through the iconic Tuscan landscape, characterized by rolling hills, expansive vineyards, and ancient olive groves. The region features a network of "strade bianche" (white roads) that wind through the countryside, often lined with cypress trees. Cyclists can explore the biodiverse Val d'Elsa, with its oak forests and Mediterranean scrubland, providing varied terrain for off-road adventures. The area's natural features, including the distinctive landscapes of the Crete Senesi, contribute to a diverse gravel biking…

Last updated: May 2, 2026

4.6

(20)

84

riders

#1.

Via Cortennano Gravel Road – Colle Val d'Elsa Cycle Path loop from San Gimignano

44.5km

02:57

740m

740m

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around San Gimignano

A cycling pilgrimage — history and nature on Italy’s Via Francigena

Traffic-free bike rides around San Gimignano

Traffic-free bike rides around San Gimignano

Other adventures around San Gimignano

A cycling pilgrimage — history and nature on Italy’s Via Francigena

Cycling Collection by

Nicola Amadini

Tips from the Community

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October 12, 2025, Cypress Trees and Vineyards of Tuscany

Cypresses, Cypresses, Cypresses, Cypresses, Cypresses, Cypresses, Cypresses,

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Full speed ahead!!! Push the pedals while you immerse yourself in the thrill!

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PURE EMOTIONS!!!

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One of the most beautiful places in Italy.

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A beautiful stretch of the Via Francigena where you can admire the Tuscan countryside and its vineyards.

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After enjoying the view from various angles, I didn't miss anything during this tour, climbs and descents. When you navigate with your mind and pedal without a care in the world, you can also enjoy what's around you. It's important, however, as I often tell those who come pedaling with me, to preserve the environment that we trample on because it's part of the heritage that others have sweated to create. Why should we, spectators, ruin it? Let's give others the same opportunity to enjoy what nature has to offer.

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dirt road that runs along San Gimignano with beautiful views of the Valdelsa.

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Beautiful view of vineyards and cypress trees

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Frequently Asked Questions

How many no-traffic gravel bike trails are available around San Gimignano?

There are over 40 dedicated no-traffic gravel bike trails around San Gimignano listed on komoot. These routes cater to various skill levels, with a good mix of moderate and challenging options for exploring the Tuscan countryside.

What kind of landscapes can I expect on these gravel bike trails?

The no-traffic gravel bike trails around San Gimignano wind through quintessential Tuscan landscapes. You'll traverse rolling hills, expansive vineyards producing Chianti and Vernaccia wines, ancient olive groves, and lines of cypress trees. The Val d'Elsa offers biodiverse countryside and lush oak forests, while some routes might even touch upon the distinctive undulating terrain of the Crete Senesi.

Are there any easy no-traffic gravel routes suitable for beginners or families?

While many routes are moderate to difficult, there are a few easier options. For instance, the View of San Gimignano – Via Cortennano Gravel Road loop from Tuscany is a moderate 18 km route that offers a taste of the gravel experience without extreme difficulty. Always check the route details for elevation and distance to ensure it matches your group's fitness level.

What are some notable natural attractions I can see along the gravel routes?

Many routes offer access to beautiful natural features. You might encounter the Diborrato Waterfall with its pools, or the Agliena River Waterfalls and Path. The Cypress Path in Parco Canonica is also a highlight, offering panoramic views.

Can I find circular gravel bike routes around San Gimignano?

Yes, many of the no-traffic gravel bike trails are designed as circular routes, allowing you to start and end in the same location. An example is the View of San Gimignano – Tenuta Macinella loop from Certaldo, which provides a comprehensive tour of the area's scenic beauty.

What do other gravel bikers enjoy most about the trails in San Gimignano?

The area is highly rated by the komoot community, with an average score of 4.4 stars from 93 ratings. Reviewers often praise the immersive experience of riding on 'strade bianche' through vineyards and olive groves, the stunning views of San Gimignano's medieval towers, and the overall tranquility of the no-traffic routes.

Are there any routes that offer views of San Gimignano's famous towers?

Absolutely! Many routes are specifically designed to showcase the iconic skyline of San Gimignano. The Via Cortennano Gravel Road – View of San Gimignano loop from San Gimignano is a great example, offering captivating vistas of the town's medieval towers as you ride through the surrounding countryside.

What is the best time of year for gravel biking in San Gimignano?

Spring (April-May) and Autumn (September-October) are generally considered the best times for gravel biking in San Gimignano. The weather is pleasant, temperatures are moderate, and the landscapes are particularly vibrant with blooming flowers or autumn colors. Summer can be very hot, and winter can bring colder, wetter conditions, though riding is possible year-round with appropriate gear.

Are there any challenging no-traffic gravel routes for experienced riders?

Yes, San Gimignano offers plenty of challenging gravel routes for experienced riders. With 31 out of 44 routes rated as 'difficult', you can expect significant elevation gains and longer distances. Routes like the Scenic view over Certaldo – Certaldo (Tuscany) loop from Certaldo Alto, spanning over 50 km with nearly 1000m of ascent, provide a demanding and rewarding experience.

Can I combine gravel biking with exploring other medieval towns nearby?

Yes, the network of 'strade bianche' allows for rides that connect San Gimignano with other charming medieval towns. While specific routes in this guide focus on no-traffic trails around San Gimignano, longer rides in the region often incorporate visits to places like Monteriggioni or Volterra, allowing you to experience a broader historical and cultural tapestry of Tuscany.

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