A cycling gem


Go Back in Time


Go Back in Time


Go Back in Time


Go Back in Time

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Central Tuscany Bike Tour Highlights


Our Central Tuscany bike tours feature the iconic area of Chianti as well the fabled towns of Siena, San Gimignano and Volterra. But there are also smaller, less well-known gems such as Radda, Greve and Gaiole.


The eastern side of the area is dominated by the rugged Chianti Hills while the western side has a more agrarian terrain with large rolling hills peppered with hilltop villages.


On the valley floors, you will often see vast swathes of sunflowers; a photographer’s dream background!


This tour can be combined with our Southern Tuscany Bike Tours that take you across the Val d’Orcia to Montalcino and Montepulciano.


Best Time of Year for an Italian Tuscany Bike Tour


The best months to visit Tuscany, Italy are May through October when the temperatures are pleasantly warm and the risk of rainfall lower. In summer, temperatures are never stifling and there is often a pleasant breeze. Spring and fall are great times to ride but the risk of rain rises as you get into October. We do not recommend cycling here in winter.


Bike Touring in Central Tuscany


Our Central Tuscany bike tour focus on an area south of Florence, centered on Siena.  To provide a flavor of this tour below is a description of one of the days bicycle touring in this region: a loop day out of Radda.


Radda Loop Ride

The riding from Radda begins with a long descent followed by a rolling climb up to Panzano. This walled city has a 13th century castle and the most famous butcher’s shop in the country! It is also a great place for a coffee.Heading further north across open countryside you reach the bustling market town of Greve with its colonnaded market piazza. A short climb from Greve takes you to the picture-perfect hamlet of Montefioralle. In this tiny town (pop: 100) you will find two Romanesque churches and two great restaurants.

After lunch you climb through forests and past vineyards into the more rugged part of Le Colline del Chianti (the Chianti Hills). This ride is all on quiet roads with stunning views and few towns. Indeed, as you ride back towards Radda you will enjoy some of the best vistas in the whole of Tuscany.

You stay overnight in Rada where an evening stroll is a delightful mix of narrow medieval streets (some underground!) and expansive views from the path around the 14th century walls.

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Download Sample Itineraries

Tuscany 10-Day

Northern Tuscany

Southern Tuscany