This walking tour of San Leo is special because it condenses centuries of history, faith, and power into a thrilling four-hour adventure across a compact medieval town perched on a cliff. You’ll storm the mighty Fortress of San Leo, wander through the solemn Cathedral of San Leone and the ancient Pieve di Santa Maria Assunta, stand beneath the watchful Civic Tower, and step into Renaissance intrigue at the Palazzo Mediceo. Along the way, you’ll pass the noble Palazzo della Rovere and end at Palazzo Nardini, where Saint Francis of Assisi once met Count Orlando Cattani. What makes this tour unique is the seamless blend of dramatic landscapes, sacred spaces, and noble palaces—all within walking distance—offering the feeling of a quest through time where every stone tells a story and every step reveals a new layer of San Leo’s legendary past.