One day guided rides, multi-day bike tours, cycling adventures & expeditions.

Rolling Dreamers offers a variety of bike tours: ride a half or full day in Chianti from our base in Tuscany, make a pilgrimage along the Via Francigena to Rome, explore further afield on a bike packing expedition, or create a fully customised cycling adventure.


Four days, 395km of cycling, over half of which is off road and 7250m elevation gain on 3T Exploro gravel bikes. From Tuscany’s famous strade bianche, to the wide open vistas of the Val D’Orcia, the rural and undiscovered landscape of Northern Lazio and finally to the magnificent Eternal City of Rome.

Cycling through central Rome