Tuscany Cycling


Discover a land that feels a million miles away from
the established centres of Florence and Siena and
explore somewhere bursting with medieval citadels,
rich forests and wonderful wine and home cooking.



Tuscany is known as one of Italy’s, and the world’s, most beautiful and engaging travel destinations. The cities of Florence, Siena and Pisa and the towns of San Gimignano and Lucca have attracted visitors for centuries. Yet there are parts of the region that feel a million miles away from these tourist centres, and during your time with us you will go on a journey to explore some of our favorite corners: medieval citadels, rich forests, meadows and wonderful home cooked food, but also farmers, artisans and winemakers maintaining age-old customs. Enjoy wonderful hospitality in local homes, visit beautiful hilltop villages and lose yourself in vast nature reserves. As with all our destinations, we invite you to move at your own pace through a land of staggering cultural and natural beauty.

Tuscany Map


Tuscany was the homeland of the Etruscans, annexed by Rome in 351 BC. Following the fall of the Roman Empire, it came under a succession of rulers based around several city states including Pisa, Siena, Arezzo, Pistoia, Lucca and Florence. Over time, Florence rose in importance, with the Medici family providing huge wealth for the flourishing art and culture of the Renaissance. In the 18th century, the Medici dynasty came to an end and, after a succession of Austrian Dukes of Lorraine, Tuscany joined the kingdom of Italy in 1861. Florence was then capital of Italy from 1865 to 1871. The region’s incredible history means that today it’s a wonderful place to spend time slowly exploring. And very much part of Tuscany’s story are its food and wine, both particularly enjoyable after a day on the move in the outdoors. Local food is essentially simple fare, with the best fresh ingredients bringing out local flavours. Tuscan wine is world renowned, home to Chianti, Brunello di Montalcino and the ‘Super Tuscans.’ The region also has an amazing and flourishing array of wildlife in national parks, wildlife reserves, mountains and vast woodland areas. Deep in the Tuscan countryside you may come across hare, deer, porcupines, badgers, red foxes, pheasants, wolves, wild boar, eagles, hawks and tawny owls. So keep your eyes peeled as you pedal along!