Lucca to Siena: Via Francigena through Tuscany,
May 3 - May 12, 2026

Overview

MARK YOUR CALENDARS! THE DATES ARE SET, AND THIS IS A PRELIMINARY POSTING WHILE WE CALCULATE TRIP PRICING.

Walking the Via Francigena from Lucca to Siena is an immersion into the heart of Tuscany—a land where rolling hills are stitched with vineyards, medieval towns rise on hilltops, and every day feels like stepping into a living Renaissance painting. This guided trek follows one of Europe’s most historic pilgrimage paths, bringing together cultural discovery, natural beauty, and warm Italian hospitality.

Our journey begins in the enchanting walled city of Lucca, often called a “little Florence” for its wealth of art, churches, and Renaissance charm. After an orientation walk along Lucca’s medieval walls and its leafy aqueduct trail, we set out onto the storied Via Francigena. Like countless pilgrims before us, we trace a route once traveled by kings, saints, and humble wayfarers, walking paths that lead us into the timeless landscapes of Tuscany.

Each day brings a balance of history and scenery. We follow woodland paths and medieval dykes, cross Renaissance bridges, and climb toward panoramic ridgelines where distant towers signal the next destination. Along the way, we pause in hilltop towns where narrow stone streets hide treasures like Romanesque churches, frescoed chapels, and bustling piazzas lined with cafés.

Highlights abound: the hilltop beacon of San Miniato, the thermal springs of Gambassi Terme, the fairytale skyline of San Gimignano with its soaring medieval towers, and the crystal-clear waters of the Elsa River near Colle di Val d’Elsa. At Monteriggioni, we pass through gates that have stood intact since the 13th century, stepping into a perfectly preserved walled village that feels suspended in time.

Our final triumph is Siena, one of Italy’s most beloved medieval cities. Famous for its striped Gothic cathedral, artistic treasures, and the fan-shaped Piazza del Campo, Siena rewards us with a fitting finale: a city where history, faith, and beauty intertwine.

With professional guides, van support, delicious meals, and carefully chosen accommodations, this journey balances active walking with comfort and cultural depth. Each evening we share Tuscan cuisine and fine local wines, enjoying camaraderie with fellow travelers. Whether you are drawn to the spiritual heritage of the Via Francigena, the landscapes of Tuscany, or simply the joy of walking in good company, this trek offers a once-in-a-lifetime experience.

Join us for this unforgettable adventure and discover why the Via Francigena continues to inspire pilgrims and travelers alike after more than a thousand years.