- Great St Bernard Pass — The dramatic high-alpine gateway where the Francigena drops into Italy. Snow-topped peaks, a centuries-old hospice (and yes, the famous St. Bernard dogs), and the sense of having crossed a real border make this feel more like an adventure than a walk. You’ll get marmots and ibex in the summer and one of the clearest, widest panoramic dawn views you’ll ever earn on foot.
- Lucca’s City Walls — A quirky, flat contrast to the mountains: a fully intact Renaissance wall you can stroll or bike along for views over red roofs, cypress avenues, and tidy orchards. It’s an ideal rest day stop on the route and stands out because few long-distance trails reward you with a walkable city rampart to stretch tired legs on.
- San Gimignano — That skyline of medieval towers rising out
- Great St Bernard Pass — The dramatic high-alpine gateway where the Francigena drops into Italy. Snow-topped peaks, a centuries-old hospice (and yes, the famous St. Bernard dogs), and the sense of having crossed a real border make this feel more like an adventure than a walk. You’ll get marmots and ibex in the summer and one of the clearest, widest panoramic dawn views you’ll ever earn on foot.
- Lucca’s City Walls — A quirky, flat contrast to the mountains: a fully intact Renaissance wall you can stroll or bike along for views over red roofs, cypress avenues, and tidy orchards. It’s an ideal rest day stop on the route and stands out because few long-distance trails reward you with a walkable city rampart to stretch tired legs on.
- San Gimignano — That skyline of medieval towers rising out of the Tuscan hills is pure postcard material. Up close, narrow streets, frescoed chapels and tiny trattorie make it a living piece of history. On a trail of fields and farm lanes, these towers are a dramatic human silhouette you won’t see on most other paths.
- Val d’Orcia — Rolling golden hills, cypress-lined lanes and slow, cinematic light at sunrise and sunset. This stretch feels like someone turned the volume down: long views, scattered farmhouses, and classic Tuscan scenery that photographers and painters keep stealing. (Personal favorite — it’s the place I’d detour for a full day just to sit on a ridge and not move.)
- Siena — A living medieval city where the Francigena threads through narrow lanes into the shell-shaped Piazza del Campo. The city’s history as a pilgrim stop, its hospitable osterie, and the intense medieval atmosphere—especially if you time it near the Palio—make Siena a cultural high point that feels far more immersive than the typical trail village.
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Hi, I’m Johan (Netherlands 🇳🇱), the creator of TakeYourBackpack. Over the past decade, I’ve backpacked through 80+ countries across six continents, gaining extensive experience with independent travel, long-term trips, and overland routes.