Visit Tuscany, the official website for tourism in Tuscany, offers useful suggestions for your holidays.
Follow this link to find a selection of cyling itineraries in Florence and its surroundings.
Below our suggested itineraries on Strava, tested and beloved by local cyclists and by customers from all over the world.
1.DISCOVERING FIESOLE AND MONTE SENARIO: A JOURNEY THROUGH NATURE AND HISTORY
The route from Fiesole to Monte Senario is an adventure for those who love to challenge themselves. The climb is demanding but rewarding. Starting from Fiesole, you follow a scenic road that climbs steeply up to the Monte Senario Sanctuary, where a terrace offers breathtaking views of the gentle hills surrounding Florence.
On the return journey, you pass through Vaglia and Pratolino, ideal stops to visit the enchanting Villa Demidoff and the Medici Park of Pratolino, a perfect blend of art and nature.
2. THE SCENIC ROUTE OF SANTA MARGHERITA A MONTICI: VIEWS AND RELAXATION IN 14 KM
This short route is ideal for those looking for an easy and scenic outing. The ascent to Piazzale Michelangiolo is gentle, leading to a splendid panoramic viewpoint offering breathtaking views over Florence in all its beauty. A stop at the nearby Church of San Miniato al Monte is highly recommended, it’s full of history and charm. Despite its proximity to the city, the route offers evocative views without requiring long stretches through the countryside, making it perfect for a refreshing break.
3. ONE OF THE MOST POPULAR ROUTES: THE IMPRUNETA LOOP
South of Florence, the Impruneta Loop offers a challenging experience for cyclists, with demanding climbs that test endurance. The route rewards with stunning views of the rolling hills covered in olive groves, an iconic feature of the area. Impruneta is renowned for its historic terracotta production and extra virgin olive oil, two local excellences worth discovering. This ride combines the effort of climbing with the pleasure of immersing oneself in a landscape rich in tradition, nature, and culture, perfect for those who love to blend sport with authentic beauty.
4. FLORENCE TO STRADA IN CHIANTI: THROUGH VILLAGES AND ENCHANTED HILLS
This route connects Florence to Strada in Chianti, the first town in the vast Chianti region. You’ll ride along quiet roads, passing through picturesque landscapes and green hills. Along the way, a stop in Impruneta is well worth it, a village renowned for its exceptional extra virgin olive oil and its ancient terracotta tradition. This experience blends the peacefulness of the Florentine countryside with charming views, offering an authentic journey through the nature, culture, and flavors of Tuscany.
5. IL GIRO DI SAN CASCIANO: TRA VIGNETI E SALITE PANORAMICHE
Il Giro di San Casciano parte dalla città, dove si può incontrare un po’ di traffico prima di immergersi nella natura. La salita verso San Casciano regala viste spettacolari sui famosi vigneti del Chianti, che si estendono a perdita d’occhio. Questo percorso combina l’impegno fisico delle salite con la bellezza dei paesaggi toscani, offrendo scorci incantevoli e un’esperienza autentica tra colline, vino e tradizione. Perfetto per chi ama pedalare tra natura e cultura, scoprendo uno dei territori più affascinanti della regione.
6. EXCURSION TO FATTORIA DI MAIANO: NATURE, RELAXATION, AND TUSCAN FLAVORS
This loop route, ideal for a moderately challenging ride, starts from Florence by Bike and follows mostly bike paths and low-traffic roads. You’ll pass through green and peaceful areas of Florence before reaching Fattoria di Maiano, a perfect spot for a relaxing break. Here, you can visit the botanical garden and educational farm, enjoy traditional dishes at the restaurant, and purchase local, zero-kilometer products. On the way back, the route passes by the Artemio Franchi Stadium, an iconic local sports landmark, ending the ride on a high note.
Contacts: 📞 (+39) 055 599600 – 📧 maiano@contemiarifulcis.it – 🌐 www.fattoriadimaiano.com
7. FIESOLE AND SETTIGNANO: BETWEEN HILLS AND HISTORY
This route offers the chance to discover Settignano, a small gem near Florence, known since ancient times as an ideal location for summer residences for rest and meditation. Along the way, you can admire castles and medieval villas, including the magnificent Villa Gamberaia with its enchanting gardens. This itinerary combines nature, history, and art—perfect for those wanting to immerse themselves in the peaceful and evocative atmosphere of the Florentine hills, far from the city’s hustle and bustle.
8. BETWEEN BREATHTAKING VIEWS AND CYCLING HISTORY
This adventure leads you to the famous Piazzale Michelangelo, one of the most stunning panoramic viewpoints over Florence, where the view is truly breathtaking. The route is simple and safe, with long stretches on bike paths, ideal for a relaxing ride. The next stop is the Gino Bartali Cycling Museum, a unique place to discover the life and achievements of one of Italy’s greatest champions through memorabilia and captivating stories. Some short sections may have traffic, so caution is advised. Booking at the museum is recommended.
Contacts: 📞 +39 392 6277248 – 📧 info@ciclomuseo-bartali.it
9. FROM FIESOLE TO SANTA BRIGIDA: THROUGH COUNTRYSIDE AND SPIRITUALITY
This route winds through climbs and descents immersed in the Tuscan countryside, offering an authentic experience of nature and tranquility. Starting from Fiesole, you can choose to make a detour to visit the evocative Sanctuary of Madonna delle Grazie al Sasso, a place of spirituality and peace. The route is ideal for those who enjoy cycling through rural landscapes, appreciating relaxing views and moments of contemplation. A journey that combines effort and beauty, discovering hidden corners off the usual tourist itineraries.
10. MONTELORO AND TENUTA ANTINORI: AMONG VINEYARDS AND TUSCAN EXCELLENCES
After passing Fiesole, the route gently descends into the valley, crossing the splendid countryside of Monteloro, famous for its lush vineyards. Nearby is the renowned Monteloro estate by Antinori, a symbol of quality and Tuscan winemaking tradition. This ride combines the natural beauty of the rolling landscapes with an encounter with one of the region’s most celebrated wineries, offering an authentic experience of nature, culture, and typical Tuscan flavors.
11. THE PONTASSIEVE LOOP: AN EASY ROUTE AMONG NATURE AND RELAX
This itinerary is ideal for those seeking a simple and relaxing ride, with mild elevation gain making it accessible to everyone. The route runs along both banks of the Arno River, crossing pleasant and peaceful landscapes. It is especially recommended on weekends when traffic is lighter than on weekdays, ensuring a safer and more enjoyable experience. Perfect for a day trip by bike, the Pontassieve Loop combines nature and comfort, offering a refreshing break away from the city bustle.
12. FLORENCE–FIESOLE–OLMO: BETWEEN HILLS, COUNTRYSIDE, AND URBAN WAY BACK
>
A medium-long route starting from Florence and climbing toward Fiesole, offering splendid views of the city and hills. The ride continues to L’Olmo, where you’ll find the Orto dell’Olmo, surrounded by greenery and open landscapes. The return passes again through Fiesole and goes by the suggestive Fattoria di Maiano, where you can stop to visit the botanical garden, the educational farm, or enjoy typical dishes at the restaurant. The route heads back into the city, passing in front of the Artemio Franchi Stadium—Florence’s iconic sports landmark—and finally returns to the starting point. An itinerary that combines nature, culture, and the livability of an increasingly bike-friendly city.