A long weekend walking the Via Francigena from San Gimignano to Siena, through the rolling hills of Tuscany. This short self-guided tour is designed for those who want to experience one of Italy’s most iconic routes at a relaxed pace, without giving up comfort.
Starting in San Gimignano, a UNESCO World Heritage Site you will follow well-marked trails across vineyards, olive groves and quiet countryside to Colle di Val d’Elsa, known for its historic centre and crystal production. Just below the town, the Parco Fluviale dell’Elsa offers a refreshing break with clear waters, lush vegetation and shaded paths. Continue to Monteriggioni, a perfectly preserved walled village and one of the highlights of the Via Francigena, before reaching Siena, where you can explore Piazza del Campo and its remarkable Gothic architecture.
Each day combines manageable walking distances with rewarding scenery, making this itinerary ideal even for those approaching their first walking holiday. Along the way, you will also enjoy the region’s food and wine traditions, with plenty of opportunities to taste local specialties and experience authentic Tuscan hospitality. This short walking holiday is an ideal introduction to the Via Francigena.













