10 Days of Cycling Through the Tuscan Countryside
Embark on a cycling adventure through Tuscany's stunning landscapes and rich history. Experience the charm of Italy's countryside.

Discovering Tuscany on two wheels offers an intimate view of one of Italy's most beautiful regions. Spanning ten days, this cycling adventure takes you through rolling hills, vineyards, and picturesque villages that make Tuscany a dream destination for travelers and cyclists alike. This article outlines a suggested itinerary, highlights key locations, and shares tips for anyone looking to explore the Tuscan countryside by bike.
Day 1: Arrival in Florence
Your journey begins in Florence, the capital of Tuscany and a city rich in artistic heritage. Upon arrival, set up your base and take some time to familiarize yourself with its breathtaking architecture. Visit the iconic Duomo, stroll across the Ponte Vecchio, and indulge in some genuine Tuscan cuisine. Consider renting your bike for the next ten days here, as many shops offer rental and gear services. Get a good night's rest; your cycling adventure begins tomorrow!
Day 2: Florence to Chianti Region
Kick off your cycling with a ride from Florence to the Chianti region, which is famous for its wine. The distance is around 30 kilometers, featuring gentle hills and stunning landscapes that change as you travel. Visit some local wineries along the way where you can taste Chianti Classico and learn about winemaking traditions. Stop for lunch in Greve in Chianti and take in the charming piazzas before continuing your journey. After a day of cycling, check into a local agriturismo to unwind.
Day 3: Chianti to Siena
On your third day, take a scenic route to Siena, approximately 40 kilometers away. Be prepared for some moderate hills as you ride through olive groves and vineyards. Siena is famed for its medieval architecture, particularly the Piazza del Campo, where the Palio horse race occurs. Spend the afternoon exploring the city's narrow streets, the famous cathedral, and enjoying a traditional Sienese dinner in one of the local trattorias. Don't forget to sample the panforte, a local dessert!
Day 4: Siena to San Gimignano
After breakfast, set your sights on San Gimignano, a UNESCO World Heritage Site noted for its medieval towers and charming old town. The ride is about 30 kilometers, and the landscape is beautifully dotted with vineyards and cypress trees. Upon arrival, take a break to climb the Torre Grossa for a panoramic view and visit local shops selling saffron and Vin Santo. Spend the night in one of the quaint hotels or bed and breakfasts in the heart of the town.
Day 5: San Gimignano to Volterra
Departing San Gimignano, head toward Volterra, known for its Etruscan ruins and alabaster craftsmanship, a distance of roughly 30 kilometers. This route is a bit more demanding, with some climbs, but the views are well worth the effort. Upon reaching Volterra, explore its ancient sites, including the Roman Theatre and the Etruscan Museum. Spend the afternoon wandering the town before resting overnight.
Day 6: Volterra to Pisa
On day six, cycle from Volterra to Pisa, which is about 60 kilometers away. Although longer, the route is relatively flat, making for a more leisurely ride. As you near Pisa, excitement builds for its iconic Leaning Tower. Once you arrive, take the afternoon to explore the Piazza dei Miracoli, visit the cathedral and see the famous tower up close. Spend the night relaxing in a nearby hotel, reflecting on your journey so far.
Day 7: Pisa to Lucca
After leaving Pisa, your next destination is Lucca, a charming town encircled by well-preserved Renaissance walls, only about 20 kilometers away. Cycling along the flat terrain, you'll have a pleasant ride. Upon arrival in Lucca, rent a bike to ride atop the walls for spectacular views of the city. Spend your day wandering through the cobblestone streets, visiting churches and Piazza dell'Anfiteatro, and savoring local dishes, perhaps a torta di patate. Overnight in Lucca gives you time to enjoy the town’s nightlife.
Day 8: Lucca to Barga and Castelnuovo di Garfagnana
From Lucca, take the scenic route towards Barga, known for its beautiful medieval old town. This leg of the journey is about 30 kilometers and includes more challenging hills. Appreciate the views as you climb toward the mountains. Once you reach Barga, visit its stunning cathedral and enjoy lunch. From there, continue on to Castelnuovo di Garfagnana, giving you a total of around 50 kilometers for the day. This town is a great base for exploring the Apuan Alps. Overnight at a cozy lodge.
Day 9: Explore Garfagnana Region
Take a rest day to explore the Garfagnana region, known for its natural beauty and outdoor activities. If you’re feeling adventurous, consider renting a mountain bike or going hiking in the nearby Apuan Alps. Explore local farms, taste the Garfagnana torta and other regional specialties, or simply unwind in this picturesque environment. Take time to mingle with locals and perhaps learn about artisanal cheese-making!
Day 10: Return to Florence
On your final day, cycle back to Florence, wrapping up an exhilarating ten-day journey through Tuscany. The ride is roughly 70 kilometers; therefore, please start early to have ample time to enjoy your ride and fit in some last-minute sightseeing. As you approach Florence, reflect on your journey and the memories created through the towns and villages explored. Upon arriving back in Florence, return your bike and take the afternoon to visit any favorite spots or new attractions you may have missed on your first day.
This cycling adventure through Tuscany, with its incredible landscapes, rich history, and gourmet food, is an experience that will linger in your memory long after the journey ends. Whether you're a seasoned cyclist or a casual biking enthusiast, Tuscany's charm and beauty offers an unforgettable exploration of Italy's countryside.