Cycling Holidays in Italy

Discover Italy on Two Wheels

From rolling Tuscan hills and peaceful country lanes to dramatic mountain passes, sparkling lakes and Mediterranean coastlines, cycling holidays in Italy offer an incredible way to experience the country at a slower pace.

Travelling by bike lets you discover a side of Italy that’s easy to miss from a car or train. Cycle between historic towns and traditional villages, pass vineyards and olive groves, stop at local cafés and trattorias, and enjoy spectacular landscapes along the way.

And you don’t need to be an experienced cyclist to enjoy it. Italy offers everything from relaxed cycling holidays and gentle routes through the countryside to more challenging rides in the Dolomites and Italian Alps.

Explore the vineyards and medieval towns of Tuscany, ride beside the beautiful Italian Lakes, discover the landscapes of Veneto, or head south for sunshine, coastal scenery and quieter roads in Puglia, Sicily and Sardinia.

Of course, cycling in Italy isn’t only about the bike. It’s also about what happens between the rides — fantastic Italian food, local wines, historic towns and those wonderfully long lunches that make stopping almost as enjoyable as cycling.

Whether you’re looking for a leisurely two-wheeled adventure or something a little more challenging, Italy is made for exploring by bike.

Cycling in Tuscany

8-Day Small Group Cycling Adventure

Discover the timeless beauty of Tuscany on this unforgettable small group cycling holiday. Pedal through rolling vineyards, olive groves, medieval hilltop towns and picturesque countryside as you experience the very best of rural Italy. With an experienced local leader, comfortable accommodation and a support vehicle throughout, this is the perfect way to combine active adventure with authentic Italian culture.  

Tour Highlights

  • Begin your adventure in the magnificent Renaissance city of Florence.
  • Cycle through the beautiful Tuscan countryside to Vinci, the birthplace of Leonardo da Vinci.
  • Ride amongst rolling vineyards, olive groves and iconic cypress-lined roads.
  • Visit the medieval hilltop town of Barga and the legendary Devil’s Bridge.
  • Explore the stunning Garfagnana Valley with its charming villages and spectacular mountain scenery.
  • Spend time in the beautiful walled city of Lucca, cycling along its famous Renaissance walls.
  • Finish your journey in Pisa, where you’ll visit the world-famous Leaning Tower.  

Why You’ll Love It

This well-supported cycling adventure showcases Tuscany beyond the tourist hotspots. Ride quiet country lanes through vineyards and sunflower fields, enjoy authentic regional cuisine, sample local wines, and discover historic villages that have changed little over the centuries. With a support vehicle available throughout the tour, you can simply relax and enjoy one of Italy’s most beautiful regions.  

Perfect For

Travellers with a reasonable level of fitness who want to experience Tuscany at a slower pace. Ideal for cyclists looking for spectacular scenery, fantastic food and wine, rich history, and the camaraderie of a small group adventure.