Cycling between Empolese Valdelsa and Montalbano

This 30-mile or 50-kilometer route for MTB and gravel bikes starts from the central piazza in Montelupo Fiorentino and follows the bike path along the Pesa River to the Villa Romana del Vergigno, an ancient mansion dating back to the 1ˢᵗ century BC.
From here, continue to Castiglioni, passing by the farm of Castiglioni dei Frescobaldi to then reach the village of Montagniana, where you encounter the Montegufoni Castle.
The ride continues to one of the most characteristic sections of the route: a nature trail of about 5.6 miles (9 kilometers), all slightly downhill to follow the valley of the Turbone Stream from ‘head to tail’ in the Pesa River, before returning along the river and back to the starting point.

A 29-mile/46-kilometer route for road bikes through some of Valdelsa’s most iconic landscapes, alternating between steady climbs, smooth descents and long stretches folded between vineyards and cultivated hillsides.
Depart from Montaione and head toward San Gimignano along the Filicaja road, skirting the archaeological site of the Roman Cistern and climbing up to the locality of Poggio all’Aglione.
Continuing through olive groves and vineyards, enter the Vernaccia territory, until reaching San Gimignano, where you can stop to stroll through the historic center embraced by walls and towers.
Leaving the village, pedal in the direction of Ulignano and Cusona, descending to the Elsa valley floor then arriving in Certaldo, the town of Giovanni Boccaccio. 
From here, it is possible to ascend to the hilltop area of the village by funicular or bicycle, then pass through Gambassi Terme before returning to Montaione via a long and pleasant descent.

Alternating between historic villages, country roads and more open stretches, the gaze sweeps over cultivated fields and rural architecture on this 56-mile/90-kilometer MTB or gravel route starting in Montelupo Fiorentino. 
Heading in the direction of Sammontana, go past Romanesque churches and ancient farms, continuing toward Pozzale along back roads nestled in the landscape. 
After a short passage on main roads, the route descends into Pian Grande and offers the possibility of a detour to the Oliveto Castle.
The ride then enters a more hilly, unpaved section between Montespertoli and Certaldo.
The return trip is through the hamlets of Marcialla and Fiano, going up to Poppiano Castle then back to Montelupo Fiorentino following the Val di Pesa bike path.

This 61-mile or 98-kilometer route connects villages, hills and places linked to the history of the Medici.
Departure is from Montelupo Fiorentino, from where you reach Limite sull’Arno then climb toward Montalbano via the hamlet of Castra.
The route continues toward Vitolini and Vinci, Leonardo’s village, passing through the historic center near the Leonardo Museum, then tackling the ascent of San Baronto then the descent in the direction of Cerreto Guidi, passing in front of the Medici Villa.
Continue toward Fucecchio, crossing the Arno River, and up to San Miniato with the possibility of taking a detour to the fortress.
The return trip is via Castelfiorentino and Montespertoli, along the ridge between the Val di Pesa and Empolese. 
You thus return to Montelupo Fiorentino passing the Villa Medicea dell’Ambrogiana.