Mountain bike and road bike trails

The territory of Montaione encloses a historical, artistic and environmental heritage of great interest, that you can explore on foot or on your bike, away from mass tourism and travelling as much as possible on roads with little traffic or unpaved, choosing between gravel roads or trails in the woods.

You can find over 160 km of mountain bike trails and hundreds of miles of scenic roads with little traffic for the racing bike, which crossing the territory of Montaione will take you to visit the nearby towns and Medieval villages of San Gimignano, Volterra, San Miniato , Peccioli, Legoli and Certaldo getting you to know the area of the Tuscan countryside and its morphological differences.

The itineraries proposed by are only a part of those you can travel throughout the territory and offer different levels of difficulty from easy and undemanding, to those characterized by more technical sections for specialists in the single trail and downhill. However it is always a good idea to have a fair degree of fitness and good physical condition, an inclination to ride even in very steep sections in addiction to a good equipment.

If you are more demanding and looking for thrills, take a look at our guided tours. Our specialised guides, who know the territory perfectly, will be able to help you experience the unique and unforgettable adventures that Tuscany has to offer, showing you all the historic and scenic treasures that you will encounter along the way.

It is always a good idea to have a decent level of fitness and be in good physical condition, ready to ride even in very steep sections as well as good equipment. If you can’t or don’t want to bring your own, you can rent equipment through our bike rental service.


Path 1

The Path 1 runs north-east of Montaione. It is in fact the union of the Rings "Gli Orti" and "Gambassi Terme" and will take you to cross the streams Orlo and Rio Pietroso and then go up to Gambassi Terme. From here, after admiring one of the most beautiful scenery that ranges from Valdelsa to the hills above Florence,


Path 2

Start from Piazza Gramsci, turning left go up towards the center of Montaione. At the stop sign, turn right towards San Miniato passing in front of the War Memorial of World War II and the panoramic terrace of Montaione from where you can enjoy a magnificent view stretching to the hills around Florence. Go down Via


Path 3

Start from Montaione (Piazza Gramsci) and go up in the direction of the center. After a few meters, at the stop sign, turn left onto Viale Filicaja starting a slight descent. After about 700 meters to the end of the descent pass next to the


Path 4

Start from Iano towards San Vivaldo, the paved road begins to go up slightly along the woods on the right and on the left you can already admire a wonderful panorama over the Tuscan hills. After


Path 5

This route starts from the center of the small village of Iano. There you will enter in Via Costia. The first stretch of about 700 meters is of gravel road and inside the woods, then starts a nice descent. Here you will admire the beautiful


Path 7

Start from the parking of the Holy Mount of San Vivaldo, turn left and get into Via Ecce Homo: a paved road slightly uphill. After 1.7 km you will reach the village of San Leonardo, leave the paved road and


Path 8

The starting point is in Montaione (Piazza Gramsci). From there go up towards the city canter. After a few meters, at the stop sign, turn left into Viale Filicaja, a slightly downhill road. After about 60 meters,


Path 4 (road)

Leave from Piazza Gramsci in Montaione and turn immediately left onto Viale Filicaja and continue on for approximately 800 meters until you turn right towards San Vivaldo. The first section is slightly downhill and then begins to go up during the last few kilometers to

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