4.5
(14136)
391,504
riders
7,160
rides
Road cycling in Tuscany offers diverse landscapes, from undulating hills adorned with vineyards and olive groves to dramatic coastlines and mountainous terrain. The region is characterized by its iconic rolling hills, such as those in Chianti and Val d'Orcia, alongside the unique "moon-like" clay hills of Crete Senesi. Coastal areas like the Maremma Regional Park provide routes with sea views, while the Apuan Alps and Monte Amiata present more challenging climbs. A network of well-maintained roads, including distinctive "Strade Bianche"…
Last updated: May 10, 2026
4.8
(8)
5,415
riders
144km
09:55
2,220m
2,220m
The "GF White Roads — Ring tour" offers a challenging racebike experience through the iconic Tuscan landscape. You will cycle 89.5 miles (144.0 km) with a significant 7285 feet (2220…
4.8
(72)
2,027
riders
72.9km
04:00
1,490m
1,490m
This difficult 45.3-mile road cycling loop from Marina di Campo offers continuous coastal views and challenging climbs through Elba's west.

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4.8
(94)
1,787
riders
81.0km
03:55
1,130m
1,130m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
4.3
(40)
1,477
riders
89.1km
04:52
1,610m
1,610m
Embark on a challenging road cycling adventure with the Passo del Vestito and Versilia Loop, a difficult route spanning 55.3 miles (89.1 km). You will climb 5273 feet (1607 metres)…
4.7
(35)
1,110
riders
58.0km
03:11
1,160m
1,160m
This difficult 36.0-mile (58.0 km) road cycling loop from Porto Azzurro offers challenging climbs and panoramic views of Elba's eastern coas
4.9
(32)
833
riders
64.4km
03:07
960m
960m
Embark on the Chianti Classico Loop from Siena, a challenging racebike route that takes you through the heart of Tuscany. This difficult 40.0-mile (64.4 km) journey involves a significant climb…
4.9
(52)
941
riders
74.8km
03:23
760m
760m
This moderate 46.5-mile road cycling loop from Campiglia Marittima explores Tuscan villages and wild nature with 2479 feet of elevation gain
4.4
(27)
611
riders
63.1km
03:27
980m
980m
Embark on a difficult racebike journey along the Strade Bianche di Siena e Asciano — Round trip, covering 39.2 miles (63.1 km) with 3200 feet (975 metres) of elevation gain…
4.3
(21)
577
riders
83.8km
03:47
910m
910m
Prepare for a challenging road cycling adventure on the Fiesole and Vetta le Croci – loop. This difficult route covers 52.1 miles (83.8 km) with a significant 2993 feet (912…
4.5
(22)
488
riders
85.3km
04:06
1,190m
1,190m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Tuscany
Road Cycling Routes in Siena
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#transit: My farewell to pro-cycling – from Como to Lecchi in two days
Watering place with a beautiful sign
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The Cippo is located at the entrance of the Strada Bianca on the SP99 side
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The Strada Provinciale 19 (SP19) is about 10 km long. The route is direct and scenic, immersed in the Tuscan countryside and easily passable by car or bus. Beware 🚫 though, the road is narrow, winding and busy, therefore dangerous for us cyclists.
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Incredibly beautiful. It's definitely worth extending your stay to Suvereto.
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I had a fatal accident on a downhill ski run back in the 90s. After that, helmets became mandatory, if I remember correctly.
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As a cyclist or cycling fan, you can stop for a while.
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Starting from Florence, the climb presents few difficulties and is pleasant. The climb to Fiesole is the toughest part, but it's less than four kilometers with an average gradient of 5% and a peak of 8%. After passing the Fiesole square, there are about 10 kilometers of road, mostly uphill but with a fairly easy gradient, and the view that opens up over the valley makes the effort worthwhile. At the intersection of roads that we Florentines call the "four roads," you can turn right, take the final ramp and descend into the beautiful Mugello valley, but in this case I continued straight to the village of Bivigliano. The road isn't long but includes a short 11% climb, fortunately very brief. In Bivigliano, there are refreshments and a public fountain in the square.
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Tuscany offers a vast network for road cyclists, with over 7,000 routes available on komoot. This includes a wide range of options, from easier rides to very challenging ascents, catering to all skill levels.
The road cycling routes in Tuscany are highly rated by the komoot community, with an average score of 4.5 stars from over 13,500 reviews. Cyclists often praise the region's diverse landscapes, from rolling hills and vineyards to coastal roads and the unique 'Strade Bianche' gravel paths, as well as the charming historic towns along the way.
Tuscany is generally excellent for road cycling from spring through autumn. Spring (April-May) and early autumn (September-October) offer pleasant temperatures and beautiful scenery, making them ideal. Summers can be hot, especially in July and August, but coastal routes or rides in higher elevations like the Apuan Alps or Monte Amiata can provide cooler alternatives.
Yes, Tuscany offers routes for all abilities. While many routes feature challenging climbs, there are over 1,100 easier routes available. Look for paths in flatter coastal areas or those that stick to the valleys between the iconic rolling hills for a more relaxed experience.
For challenging rides, Tuscany's mountainous terrain and iconic 'Strade Bianche' are excellent choices. The Apuan Alps and Monte Amiata offer significant climbs. Routes like the GF White Roads — Ring tour or the Western Elba Ring Road Loop provide demanding ascents and descents, often featuring the region's distinctive gravel roads.
Absolutely. Tuscany is renowned for its 'Strade Bianche' (white roads), which are unpaved gravel roads offering a unique and challenging cycling experience. Routes such as the Strade Bianche di Siena e Asciano — Round trip are specifically designed to incorporate these iconic paths, particularly prevalent in areas like Crete Senesi and Chianti.
Yes, many road cycling routes in Tuscany are designed as loops, allowing you to start and finish in the same location. Examples include the Monteverdi Marittimo, Sassa e Bibbona – loop from Donoratico and the Chianti Classico Loop from Siena, which are popular choices for exploring the region's diverse landscapes.
Yes, Tuscany's Tyrrhenian coast offers beautiful routes with sea views. The island of Elba, for instance, features stunning coastal rides like the Eastern Elba Loop from Porto Azzurro. The Maremma Regional Park and the Argentario promontory also provide scenic coastal cycling opportunities.
Tuscany is full of scenic viewpoints. The Val d'Orcia, a UNESCO World Heritage site, is famous for its 'picture-perfect postcard' views of rolling hills and cypress-lined avenues. The Apuan Alps offer breathtaking views of the Mediterranean, while Monte Amiata provides unique volcanic landscapes. Hilltop towns like Pienza, San Gimignano, and Volterra also offer panoramic vistas.
Tuscany's cycling routes often pass through or near charming villages and towns, providing ample opportunities for amenities. You can find cafes, restaurants, and accommodation in places like Siena, Pienza, and Lucca. Many routes in regions like Chianti also offer chances for wine tasting at local vineyards, allowing you to experience the renowned Tuscan food and wine culture.
Yes, Tuscany's natural beauty includes several waterfalls that can be a refreshing stop on your ride. Notable examples include the Diborrato Waterfall and the Candalla Waterfalls, which offer picturesque natural attractions to explore.
Absolutely. Tuscany is rich in history and culture, and many road cycling routes pass through or near significant historical sites. You can cycle through medieval villages like Monteriggioni, explore Renaissance towns such as Siena and Pienza, or visit castles like Castello di Brolio. The ancient pilgrim trail, Via Francigena, also offers routes connecting historic cities with stunning countryside.


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