Mountain Biking in Tuscany with Smile & Ride

Centered in the heart of Italy’s rolling hills, Pisa is best known for its iconic Leaning Tower, but adventure seekers will find even more excitement beyond the historic squares. Smile & Ride offers a 7-day mountain bike journey through Tuscany's rugged yet scenic terrain—perfect for riders eager to combine physical challenge with breathtaking landscapes. Over the course of a week, participants can traverse a variety of dirt roads and scenic trails, including segments of the historic Via Francigena and the renowned Tuscany Trail. These routes wind through vineyards, olive groves, and sun-dappled woodlands, offering glimpses of Tuscany’s timeless rural beauty coupled with exhilarating climbs and thrilling descents.

What makes this experience stand out is the flexibility to customize your trip with bikepacking gear, turning a simple ride into an independent, multi-day adventure. Whether you're tackling technical singletrack or soaking in panoramic vistas from hilltop viewpoints, this trip can be tailored to different skill and fitness levels. The terrain varies from gentle rolling hills to challenging ascents, making it ideal for intermediate to advanced riders craving authentic mountain biking as opposed to ordinary cycling tours.

The region’s rich history, combined with its unique geological features—like the limestone formations and lush cypress-lined roads—adds an extra layer of intrigue. Plus, the small, welcoming towns along the routes offer opportunities for rest, local cuisine, and cultural immersion. Sustainability practices are woven into the experience, promoting respect for the environment and local communities.

Perfect for adventure junkies and nature lovers alike, this week-long trip delivers a raw, genuine taste of Tuscany well beyond its famous landmarks. Guided or self-guided options ensure it’s accessible regardless of your experience level. Pack your gear, fuel your curiosity, and prepare for an unforgettable ride through one of Italy’s most beautiful regions.