Cycling Holidays in Tuscany
Join us on two wheels in Tuscany and experience a true cycling classic! Cyclists can expect cypress-lined horizons, world-renowned historical treasures and the best Italian food in all the land - this really is one of those must-visit destinations, best explored at the speed of the bike.
Found 2 holidays
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
29 Sep to 10 Oct - On this journey you will explore some of the best towns of the regions, including: Volterra, San Gimignano, Monteriggioni and Siena.
This fantastic cycling holiday in Italy really showcases the beautiful Tuscan countryside. Rural Tuscany is synonymous with undulating green hills capped by medieval tile-roofed towns punctuated by cypresses, churches and stone farmhouses. The rolling green countryside will be the backdrop for most of our ride and we'll have the chance to explore the Crete Senesi and the Val d'Orcia which are among the most classic and beautiful areas in the whole of Tuscany. As we cycle through Tuscany's natural beauty, we'll experience...
Join us on this guided cycling holiday in Italy where we'll be tracing the steps of the ViaFrancigena, an ancient route packed full of historical gems and idyllic Italian countryside. Once the favoured route for merchants, armies and pilgrims travelling from Canterbury to Rome (and all the way through to Jerusalem), our version of the Via Francigena picks up the trail in Tuscany and offers an inspiring journey through the heart of Italy, right up to the mighty St Peter's Square in Rome. Starting just outside of the enthr...