Tuscany Bike Tours

Highlights of Tuscany Bike Tours

Bike tours in Tuscany is a feast for the senses – think rolling hills draped in vineyards, sun-dappled olive groves, and medieval towns perched like crown jewels on hilltops. You can ride quiet Tuscan roads or even venture out on to the legendary strade bianche, white gravel roads that wind through postcard-perfect landscapes. Enjoy stops in iconic spots in Chianti and medieval towns like Siena and San Gimignano. Each ride rewards you with sweeping views and each descent leads to a rustic trattoria serving fresh pasta and world famous wine. Enjoy the very best of cycling in Italy with a Tuscan cycling adventure.

Types of Tuscany Bike Tours We Offer

Whether you want the freedom to explore at your own pace or the comfort of riding with a guide, Tuscany serves up the perfect cycling escape for every kind of rider. Choose a self-guided cycling trip in Tuscany and you’ll chart your own course through rolling vineyards, olive groves, and timeless hilltop towns, with our hand-picked Tuscan routes and local know-how guiding your way.

Cycling in North Tuscany & Liguria

Cycling through northern Tuscany from Pisa into Liguria and the stunning Cinque Terre is an unforgettable way to explore Italy’s dramatic coastline and rolling hills. Starting in the historic city of Pisa, you can ride through charming Tuscan villages, vineyards and olive groves before reaching the colourful cliffside towns of Cinque Terre. This route combines coastal beauty with classic Tuscan scenery, making it one of the highlights of Italy bike tours Tuscany, perfect for riders who want breathtaking views, incredible food and a true taste of la dolce vita on two wheels.

Cycling in South Tuscany & Umbria

Cycling through southern Tuscany and into Umbria takes you on a journey through some of Italy’s most picturesque landscapes, from rolling hills and cypress-lined roads to medieval hilltop towns and vineyards as far as the eye can see. This region is perfect for riders who want to immerse themselves in authentic Italian culture, enjoying world-class wine, incredible food and breathtaking scenery at every turn. Many bike tours in Tuscany include routes through this area, offering the chance to explore both regions in one unforgettable trip. If you’re looking for the perfect blend of history, charm and stunning rides, southern Tuscany and Umbria are hard to beat for unforgettable bike tours of Tuscany.

Ride Amongst Olive Groves and Vineyards in Tuscany

The Chianti region is legendary and willed with world famous vineyards. Pedal the gentle, rolling lanes between Greve, Radda, Gaiole and Castellina, framed by centuries-old olive trees and vineyards. Pop into iconic estates like Castello di Brolio or Volpaia for tastings – this terrain offers a perfect blend of cultural charm and scenic riding.

Italy Bike Tours Tuscany - Hilltop Villages

Bike tours of Tuscany are scattered with hilltop villages that look like they’ve leapt straight from a Renaissance painting and riding between them is like cycling through history itself. Take San Gimignano, the “medieval Manhattan” with its skyline of ancient towers and cobbled streets. The climb up is always worth it, especially with a gelato from the piazza waiting at the top. This is the heart and soul of bike tours in Tuscany.

Then there’s Siena, a true Tuscan bike tours treasure. Ride through its historic gates and into the heart of the city where the Piazza del Campo, home to the legendary Palio horse race, spills out like a stone amphitheatre. Nearby, you’ve got Pienza, Montepulciano and Montalcino, each perched above rolling vineyards and serving up jaw-dropping views, delicious local fare and a serious sense of place. These villages aren’t just pretty stops, they’re the soul of Tuscany cycling holidays.

Family Cycling Holidays in Tuscany

Enjoy a family cycling holiday in Tuscany by riding from Pisa to Florence. Set off from the iconic Leaning Tower in Pisa and follow gentle, well maintained paths through rolling Tuscan countryside, passing fields of sunflowers and vineyards with charming rural villages along the way. Enjoy comfortable family friendly accommodations, seamless luggage transfers and a choice of bikes including hybrids, e-bikes and children's models. Pedal at your own pace, soak up the ever changing landscapes and finish in Florence where you can explore world famous art, architecture and gelato filled streets. It’s all designed to make cycling fun, accessible and unforgettable for every generation.