Marathon races near San Casciano in Val di Pesa

The Ecomaratona del Chianti Classico is a running event held in October in Castelnuovo Berardenga, located in Tuscany's Chianti Classico region. Participants can select from three competitive races and a relay, offering multiple distance options beyond a single set format. The weekend also highlights local food, wine, and the Tuscan countryside, extending beyond just the race finish. The courses traverse dirt roads and trails within the Castelnuovo Berardenga area, with the characteristic white roads and country paths contributing to the race's Chianti identity. Non-competitive Ecopasseggiate allow walkers to discover the same landscape at a relaxed pace, and tours of villas, castles, and local sites provide a cultural dimension. This combination of race choices, walks, and local exploration accommodates serious runners, casual participants, and visitors alike, while also benefiting charitable causes.

The Florence Marathon, a 42 km race held annually in late November since 1984, winds through Florence, Italy. It began with 462 participants and evolved into Italy's second-largest marathon, trailing only Rome. The field is primarily Italian, with significant contingents from France, Germany, and the United Kingdom. Orlando Pizzolato, a two-time New York Marathon champion, was present at the inaugural event. The marathon subsequently gained enough national recognition to host Italy's championship race. The present course commences at Lungarno Pecori Giraldi and concludes in Piazza Santa Croce. Runners pass through the historic center, including Piazza della Signoria, Ponte Vecchio, and the Basilica of Santa Maria del Fiore. A substantial portion of the race follows the Arno River, featuring bridge crossings and extended sections on the river's north bank. The route also extends to Cascine Park, the city's most extensive public park. Earlier iterations presented greater challenges, incorporating more turns, cobblestones, and one instance of a course approximately a kilometer short. However, the contemporary course is designed for a faster, record-eligible marathon.

The Estra Firenze Marathon begins in Piazza del Duomo, Florence, at 08:30 for the 42.195 km race. This road race, held annually in late November, is the 42nd edition, placing it among the established Italian city marathons. The race's notable start is in Piazza del Duomo, beside Florence's cathedral, before proceeding onto city streets. FI496 organizes the event, with Fabio Burchi listed as the contact.

The Maratona di Pisa is a winter road race held in Pisa, Tuscany. Its main event is the full 42.195 km marathon, accompanied by a half marathon, the Pisanina, on the same program. It takes place on the third Sunday of December, beginning in front of Piazza Daniele Manin, near the race village and a short distance from Piazza del Duomo. The marathon is a FIDAL-sanctioned event, with its course measured to AIMS-World Athletics and FIDAL standards, suitable for runners seeking an official road-marathon mark. The route is characterized as flat and fast, offering more than just a time trial on open roads. It winds through Pisa, showcasing its blend of art, history, riverfront, and surrounding natural areas. The marathon route extends towards the sea, then returns along the Arno River, concluding beneath the Leaning Tower. The Pisanina follows the marathon course before its turnaround point at 13 km, also finishing at the tower. Additional shorter, Christmas-themed runs are also part of the weekend, including a city run along the Arno and a 4-mile Family Run, broadening the event beyond just the marathon.

The Maratona di Pisa is a 42.195 km road marathon held in Pisa, Tuscany. Runners convene in the city for the full marathon, which crosses its central districts. The listed start time is midnight. PI427 organizes the race, with Sergio Costanzo as the responsible contact. The course winds through Pisa's most scenic areas, offering participants a city-focused marathon experience instead of a rural route. The event attracts an international field, drawing participants from outside Italy alongside local runners.