Italy’s most beautiful dirt roads
TuscanyBike touring & E-Bike

Trekking bike holidays along some of Italy’s most beautiful dirt roads

Modern and vintage have never been so in vogue with cyclists, as cycling along some of Italy’s most beautiful dirt roads, rediscovering the beauty of effort and fatigue.


A trekking bike, a landscape out of a postcard, a dirt road (in Italian known as a “strada bianca” or “white road”) and a great desire to ride. A journey through time to find yourself face to face with history (not only the history of cycling, but also many chapter from Italy’s rich history). Such as the Via Appia Antica, considered by the Romans as the “Regina Viarium” (“the Queen of Roads”), which connected Rome to Brindisi, one of the most important trading ports of ancient Italy.

This and much more are the experiences that you can enjoy if you decide to embark on a holiday along our dirt roads. Italy boasts countless such routes, recently rediscovered and enriched with numerous “ciclostoric” events where strictly vintage bikes and clothing are the rule and where everyone wins: the only reason to take part is to say “I was there”.

In the famous Chianti region in Tuscany, the local dirt roads cross through hills and small villages of incredible charm, perfectly embodying the spirit of this area: genuine lands that still maintain the old traditions and customs of the past, without giving into the temptation of allowing mass tourism to take over.

And let’s not forget the dense roads crossing through Trento, today brought into the spotlight by Francesco Moser to satisfy lovers of the two-wheels who every year take part in the popular “La Moserissima” event. Or the roads where Fausto Coppi trained in Piedmont. From North to South, you will certainly be spoilt by the selection available.

6 hotels on the route Italy’s most beautiful dirt roads

All prices are per person, per night, in B&B
Borgo Hotel Pieve a Salti Montalcino

Montalcino, Tuscany

Open from 23.03.24 to 02.11.24

from € 67,98

Agriturismo Il Molinello

Asciano, Tuscany

Open from 01.03.24 to 30.10.24 and December 2024

from € 80,00

Ideal for Hotel Residence Esplanade

Viareggio, Tuscany

Open all year round

5 offers available

from € 58,00

Borgo Capitano Collection

San Quirico d’Orcia, Tuscany

Open all year round

from € 120,00

Salvapiano Holiday Ranch

Riotorto, Tuscany

Open from 22.03.24 to 21.10.24

from € 69,00

Ideal for Hotel Casolare Le Terre RosseS

San Gimignano, Tuscany

Open from 21.03.24 to 03.11.24

from € 85,00