TUSCANY
Iconic gravel and endless hills with pure Italian soul
Tuscany is more than postcard views—it’s a haven for gravel riders seeking the perfect mix of beauty and flow. From the rolling landscapes of Val d’Orcia to the sun-drenched lanes of Chianti, expect smooth, light gravel that winds through vineyards, olive groves, and historic hilltop towns. This is where classic Italian charm meets pure cycling pleasure, offering unforgettable rides in a land shaped by nature, culture, and tradition.
Val d’Orcia’s Timeless Gravel Trails
Pedal through the heart of Tuscany’s most iconic landscape, where gravel roads stretch across rolling hills and lead you through vineyards, olive groves, and ancient medieval towns. The quiet gravel lanes of Val d’Orcia offer an unparalleled sense of freedom, allowing you to immerse yourself in the beauty of the land as you ride between historic gems like Montalcino, renowned for its Brunello wines, and Pienza, known for its stunning Renaissance architecture. As you climb toward San Quirico d’Orcia, you’ll find yourself surrounded by incredible vistas of lush valleys and towering cypress trees, where each turn uncovers a new, breathtaking scene.

The Soul of Tuscany on Two Wheels
Tuscany’s roads are more than just routes—they are a journey through centuries of history and culture. Pedal through rolling hills that lead you to picturesque stone villages, each with its own unique charm. The cobblestone streets of Montepulciano, the tranquil squares of Buonconvento, and the timeless beauty of Castiglione d’Orcia offer glimpses into the essence of Tuscan life. Every corner reveals sweeping vistas and the warmth of golden sunlight, creating an atmosphere of serenity and wonder. Here, the connection to nature, history, and tradition is felt with every turn, making Tuscany the ultimate place to immerse yourself in both cycling and culture.
Tuscany’s roads are waiting for you to explore, offering a cycling experience like no other. If this captivating region inspires you, discover more about our bespoke tours on our dedicated page.
You want something already planned? Explore our self-adventure tours along the Via Francigena or our scenic Tuscany road tour — designed to let you experience Tuscany at your own pace. Get in touch to start crafting your personalized cycling journey today.