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San Leo Walking Tour including visit to Fortress

By BlackBuck Travels
Price is S$721 per adult* *Get lower prices by selecting more than 2 adults
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Features
  • 4h
  • Mobile voucher
  • Instant confirmation
  • Multiple languages
Overview

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 storey and every step reveals a new layer of San Leo’s legendary past.

Activity location
  • Forte di San Leo
    • Via dei Cacciatori
    • 47865, San Leo, Italy
Meeting/Redemption Point
  • Piazza Dante Alighieri
    • Piazza Dante Alighieri
    • 47865, San Leo, Emilia-Romagna, Italy

Check availability

San Leo Walking Tour including visit to Fortress
  • Activity duration is 4 hours4h
    4h
  • English
Price details
S$720.61 x 1 AdultS$720.61
Total
Price is S$720.61

What's included, what's not

  • What's includedWhat's included
    Private guided tour
  • What's excludedWhat's excluded
    Service charge and Refreshments

Know before you book

  • Public transport options are available nearby
  • Not recommended for travellers with spinal injuries
  • Not recommended for pregnant travellers
  • Not recommended for travellers with poor cardiovascular health
  • Travellers should have a high level of physical fitness

Activity itinerary

Forte di San Leo
  • 1h 30m
  • Admission ticket not included
Your journey begins with a climb up the winding path to the Forte di San Leo, the mighty fortress perched on its cliff like a guardian of the ages. Each step feels like you’re marching into battle, the walls looming higher until you finally breach the gates. Inside, you explore echoing chambers and prison cells, imagining the fate of Count Cagliostro, the alchemist who once languished here. From the ramparts, the land stretches endlessly below—your kingdom for the day.
Cathedral of St. Leo
  • 20m
Descending into the town, you stride into the Cattedrale di San Leone, its Romanesque stone walls rising like a spiritual fortress. The silence inside is heavy, broken only by your footsteps echoing across centuries. Relics of Saint Leo rest here, and standing at the cliff’s edge beside the cathedral, you feel the blend of faith and defiance that shaped this town.
Pieve di Santa Maria Assunta
  • 20m
Next, you step into the Pieve di Santa Maria Assunta, one of the oldest churches in Montefeltro. Its shadowy interior feels like a sacred cavern carved by devotion. Here, you’re not just a tourist—you’re a pilgrim retracing the steps of early Christians, sensing the raw power of belief that built this stone sanctuary.
Torre Civica San Leo
  • 20m
Your adventure continues as you approach the Torre Civica, rising defiantly against the sky. Though its doors are closed, the tower’s presence is commanding. Standing beneath it, you feel the watchful gaze of medieval sentinels, as if the town itself is daring you to move forward.
Palazzo Mediceo
  • 30m
You stride into Renaissance intrigue at the Palazzo Mediceo, built by Florence after conquering San Leo. Its halls now host art and sacred treasures, but you can almost hear whispers of Florentine nobles plotting their next move. The palace is a reminder that San Leo was not just a fortress, but a prize fought over by powerful dynasties.
San Leo
  • 30m
A few steps away, the Palazzo della Rovere greets you with its stately sandstone façade. Once the seat of noble power, now the Town Hall, it’s a stage where politics and ambition played out. Passing its doorway, you feel the weight of decisions that shaped the destiny of this cliffside citadel.
Palazzo Nardini – Oratorio di San Francesco
  • 30m
Your final stop is Palazzo Nardini, where history and spirituality collide. Here, in 1213, Saint Francis of Assisi met Count Orlando Cattani, a moment immortalised by a plaque. Standing before it, you imagine the energy of that encounter—faith and nobility converging in the heart of San Leo’s piazza.

Location

Activity location
  • LOB_ACTIVITIESLOB_ACTIVITIES
    Forte di San Leo
    • Via dei Cacciatori
    • 47865, San Leo, Italy
Meeting/Redemption Point
  • PEOPLEPEOPLE
    Piazza Dante Alighieri
    • Piazza Dante Alighieri
    • 47865, San Leo, Emilia-Romagna, Italy

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