The best family-friendly hikes and walks in Florence

Embark on a moderate hike along the Trail of the Weirs, a 5.0-mile (8.0 km) route that guides you through the picturesque Chianti hills. You will gain 703 feet (214 metres) in elevation over approximately 2 hours and 20 minutes, immersing yourself in a classic Tuscan landscape. Expect to see rolling vineyards, ancient olive groves, and tall cypress trees, with a particularly scenic stretch following the Agliena River where you can observe the historic Weirs of the Agliena.

This route begins and ends conveniently near the historic center of Barberino Val d'Elsa, where you can find parking and other amenities. While most paths are easily accessible, some sections require you to be sure-footed, as the trail combines dedicated hiking paths, footpaths, and portions on local roads. Consider starting your hike in the morning to enjoy cooler temperatures and fewer people on the trail.

The Trail of the Weirs offers a unique blend of natural beauty and historical intrigue. The route is notable for its diverse terrain, transitioning from cultivated fields to wilder, rockier, and wooded areas. The highlight is undoubtedly the ancient Weirs of the Agliena, some of which are believed to have been designed by Leonardo da Vinci, adding a fascinating historical layer to your outdoor adventure.

This moderate hike, known as the Landscapes around Greve in Chianti – Ring tour, takes you on a 5.3-mile (8.6 km) journey with an elevation gain of 847 feet (258 metres), typically completed in about 2 hours and 32 minutes. You will traverse rolling hills, expansive vineyards, and ancient olive groves, with picturesque views of the Greve valley and the fortified medieval village of Montefioralle. The trail mixes dirt paths, gravel roads, and quiet cypress-shaded lanes, offering a true taste of the Tuscan countryside.

Starting and ending in the charming town of Greve in Chianti, the route is conveniently accessible, with parking available near the trailhead. While considered moderate, it is suitable for most skill levels and requires good fitness, making it a rewarding option for families and occasional hikers looking for a scenic outing in the Chianti region.

A highlight of this route is the opportunity to explore Montefioralle, a well-preserved medieval village featuring ancient stone houses and narrow streets, offering panoramic views of the surrounding landscape. The trail fully immerses you in the quintessential Chianti environment, famous for its harmonious blend of nature and cultivation. Greve in Chianti itself, often called the “gateway” to the region, provides a vibrant cultural experience with its triangular Piazza Matteotti, artisan shops, and restaurants.

This difficult hike takes you deep into the Casentinesi Forests National Park, offering a true wilderness experience. You'll cover 8.9 miles (14.4 km) with a significant elevation gain of 1788 feet (545 metres), so be prepared for a challenging ascent. The journey, which typically takes around 5 hours and 36 minutes, leads you through dense forest where the sound of rushing water grows louder with every step. Your reward is the impressive Acquacheta waterfall, where the Montone river dramatically plunges 70 meters over a sandstone wall. The trail feels ancient, guiding you along paths that wind through old trees and past vibrant green pools formed by the waterfall.

You can begin this adventure directly from San Benedetto in Alpe, where convenient parking is available near the village center. The route follows path 407, which runs alongside the Acquacheta river for much of its length. Be aware that the trail surface varies, transitioning from natural forest paths to occasional gravel sections. It's wise to start early in the day to allow ample time to complete the 5-hour and 36-minute journey, especially given its difficult rating. Always check local conditions before you go, as weather can impact trail accessibility and safety in the mountains.

This trail is notable for its deep connection to history and literature, particularly its mention in Dante Alighieri's Inferno. In the 16th chapter, Dante compared the powerful rumble of the Acquacheta waters to the Flegetonte, a river of boiling blood. Along the way, you'll also discover the historic stone Molino dei Romiti, an old mill that once served an ancient hermitage. The route connects you to centuries of human history and the timeless beauty of the Apennine wilderness.

Explore Florence's iconic landmarks on this easy 1.9-mile (3.0 km) urban hike, passing the Duomo, Piazza della Signoria, and Ponte Vecchio.