Cycling Holidays in Tuscany
Join us on two wheels in Tuscany and experience one of the true cycling classics! Cyclists can expect cypress-lined horizons, world-renowned historical treasures and the best Italian food in all the land when they embark on a cycling tour of Tuscany. This really is one of those must-visit destinations that is best explored by bike. You can enjoy this region by either one of our guided or self-guided tours, allowing you to enjoy Tuscany your way.
Found holidays
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
5% Off - Book this January to make savings on this holiday! To redeem, simply quote RIDE19 when booking. *Terms and conditions apply, contact our team for more details.
An easy paced road cycling holiday in Italy that explores one of the country's premier cycling destinations. Tuscany - the word itself is evocative, conjuring images of classic Italian landscapes, rolling hills, cypress trees and medieval hilltop towns. The region also offers superb cycling and is an international training ground, attracting riders from all over the world. Cycling is a way of life here and is taken seriously. We spend our first evening in the charming medieval town of Casciana Terme, a spa town retreat s...
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
5% Off - Book this January to make savings on this holiday! To redeem, simply quote RIDE19 when booking. NB: only available on departures after 01 April. *Terms and conditions apply, contact us for more details.
An easy paced road cycling holiday that explores one of the country's premier destinations. Tuscany - the word itself is evocative, conjuring images of classic landscapes, rolling hills, cypress trees and medieval hilltop towns. The region also offers superb cycling attracting riders from all over the world. You will spend your first evening in the charming medieval town of Casciana Terme, a spa town retreat scattered with great restaurants and superb gelateria. The following morning you will head south through the o...
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
27 Apr to 03 May - On this journey you will explore some of the best towns of the regions, including: Volterra, San Gimignano, Monteriggioni and Siena.
5% Off - Book this January to make savings on this holiday! To redeem, simply quote RIDE19 when booking. *Terms and conditions apply, contact our team for more details.
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...
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
DON’T MISS OUT ON AN EARLY SEASON DISCOUNT IN 2019, FROM 01 APRIL TO 30 JUNE! Also get 5% off when you book this January to make savings on this holiday! To redeem, simply quote RIDE19 when booking. NB: only available on departures after 01 April. *Terms and conditions apply, contact us for more details.
A fantastic cycling holiday in Italy that 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, delicious wine and authentic Italian food. Rolling green countryside will be the backdrop for most of your ride and you'll have the chance to explore the Chianti region and the Crete Senesi which are among the most classic and beautiful areas in the whole of Tuscany. As you cyc...
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
5% Off - Book this January to make savings on this holiday! To redeem, simply quote RIDE19 when booking. *Terms and conditions apply, contact our team for more details.
The Tuscan landscape hosts a fantastic mountain bike holiday in Italy. The famous sights of Tuscany are combined with great biking exploring woodlands, hills and valleys with some great tracks and routes that link famous hilltop towns such as San Gimignano, Siena, Pienza. This biking holiday in classic tuscany will enchant with its natural beauty as well as reward with the quality of the riding. While perhaps more well know for the rolling hills and quiet roads, Tuscany's long history of trade and agriculture has resulted in...
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
5% Off - Book this January to make savings on this holiday! To redeem, simply quote RIDE19 when booking. NB: only available on departures after 01 April. *Terms and conditions apply, contact us for more details.
The Tuscan landscape hosts this fantastic self guided mountain bike holiday. The famous sights of Tuscany are combined with great biking exploring woodlands, hills and valleys with some great tracks and routes that link famous hilltop towns such as San Gimignano, Siena, Pienza. This holiday will enchant with its natural beauty as well as reward with the quality of the riding. While perhaps more well know for the rolling hills and quiet roads, Tuscany's long history of trade and agriculture has resulted in an extensive networ...
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
5% Off - Book this January to make savings on this holiday! To redeem, simply quote RIDE19 when booking. NB: only available on departures after 01 April. *Terms and conditions apply, contact us for more details.
A beautiful journey between two of Italy's most iconic cities. Beginning in Pisa, the home of the famous Leaning Tower, your journey starts much like it will continue, by taking in some of the most classic historic sights in the country. From Pisa, your journey will follow the course of the Serchio River as you pedal across beautiful Pisan countryside to the medieval city of Lucca. Well known for its pristinely preserved Renaissance walls encircling its historic, shady city centre, Lucca is the perfect spot for a stroll ...
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
5% Off - Book this January to make savings on this holiday! To redeem, simply quote RIDE19 when booking. *Terms and conditions apply, contact our team for more details.
Join us on this guided cycling holiday in Italy where we'll be tracing the steps of the Via Francigena, 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 enth...
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
5% Off - Book this January to make savings on this holiday! To redeem, simply quote RIDE19 when booking. *Terms and conditions apply, contact our team for more details.
Join us on this thrilling mountain biking holiday through the trails of central Italy. We trace the steps of the Via Francigena, an ancient route between the northern regions of Europe and the south, carrying merchants, armies and pilgrims from as far as Canterbury to Rome and on to Jerusalem. Now the Via Francigena is a network of trails, roads and tracks that are followed not only by faithful pilgrims on their way to Rome, but also walkers and bikers who are looking for an exciting journey. We have chosen to start ...