Italian Pilgrimages

Walk the heart of Italy with a guided pilgrimage on the Via Francigena, from Lucca to Rome…


Embark on a transformative journey through the soul of Italy with our guided pilgrimage along the historic Via Francigena. This ancient route — once trod by medieval pilgrims making their way from the north of Europe to the heart of Christianity — is a tapestry of rolling Tuscan hills, vineyards that seem to stretch to the horizon, and timeless towns steeped in history. This path carries you through a landscape that feels both eternal and present, threading the sacred and the everyday into every step you take.

Since at least the 10th century, the Via Francigena has been one of Christianity’s great pilgrimage routes, guiding the faithful from Canterbury to the Eternal City of Rome, where pilgrims sought to venerate the tombs of the Apostles Saint Peter and Saint Paul. Its history is anchored in the journey of Sigeric the Serious, Archbishop of Canterbury, who documented his return journey from Rome in AD 990, recording the very stages that continue to shape today’s pilgrimage. For centuries, this road carried bishops, monks, penitents and ordinary believers, all united by prayer, sacrifice and hope, as they journeyed toward the heart of the Catholic Church.

A Spiritual Landscape

Along the Lucca to Siena section, the road gently introduces pilgrims to Tuscany’s sacred heart – wayside churches, ancient sites and the quiet memory of generations who walked before. Climbing toward San Miniato, walkers are rewarded not only with sweeping views over the Arno Valley, but with a cathedral that lifts the heart as surely as the landscape lifts the eyes.

Beyond, the Tuscan countryside invites a slower pace – quiet chapels and sunlit paths well suited to prayerful reflection. The skyline of San Gimignano rises like a testament to faith and perseverance, while the encircling walls of Monteriggioni offer a powerful sense of refuge. Arrival in Siena feels less like a destination and more like a spiritual homecoming; rich in devotion, beauty and space to give thanks.

This pilgrimage is more than a hike — it is a living journey of the heart and spirit. There is beauty in both stillness and movement: silent steps through sunlit olive groves, rosaries whispered in ancient chapels and shared meals that nourish body and soul.

Whether you seek renewal or clarity, this guided experience offers sacred space amid the captivating landscapes of Tuscany. What makes it truly transformative is not only where we walk, but how we walk – together, open-hearted and attentive to God’s presence. Clarity replaces noise. Purpose replaces distraction. Faith becomes active.

Your Next Step

Journey forward into transformation.

Whether you feel called to walk these sacred footsteps or simply to explore what such a pilgrimage could mean for your community and faith, we’d love to walk alongside you.

“… ask for the ancient paths, ask where the good way is, and walk in it…”

Jeremiah 6:16

Frequently Asked Questions

What kind of experience can people have on a pilgrimage?

Pilgrimage has a unique way of bringing clarity. The simple rhythm of walking, prayer, conversation and silence creates space to reflect in a way that everyday life rarely allows. Many pilgrims describe returning home with renewed perspective, deeper peace and a clearer sense of direction. It is not about dramatic change overnight, but about the quiet realignment that happens when body, mind and soul move together.

What level of fitness do I need to go on pilgrimage?

Pilgrims should have a  reasonable level of fitness and be comfortable walking for several hours each day. On this pilgrimage, typical stages range between 15–25 km, usually across rolling countryside, gravel paths and quiet rural roads. The pace is steady rather than rushed, with time to rest, reflect and enjoy the landscape. Preparing with regular walks in the months leading up to the pilgrimage will help you enjoy the experience more fully.

What equipment do I need to bring on pilgrimage?

Pilgrimage walking is refreshingly simple. The most important items are comfortable walking boots or trail shoes that are already well broken in, lightweight walking clothing and a small daypack for essentials such as water, sun protection and a light jacket. Many pilgrims also bring a journal for reflection along the way. A full packing list will be provided before the journey.

What is included in the pilgrimage experience?

Pilgrimages typically include:
– Carefully planned daily walking stages
– Guidance and support throughout the journey
– Spiritual reflections and moments of prayer
– Visits to historic churches and sacred places
– Accommodation and shared meals
– Time for personal reflection and group conversation

The aim is to create a balanced journey for body, mind and soul.

Where do we stay along the route?

Accommodation varies along the route and may include hotels or historic religious houses. Each location is chosen for comfort, character and proximity to the pilgrimage path.

What makes this pilgrimage with Wholeness Coaching different from a typical walking holiday?

This journey is intentionally slower and more reflective. While the walking is important, the deeper purpose is to create space for clarity, renewal and spiritual growth. The rhythm of walking, prayer and shared experience often allows insights to emerge that are difficult to find in everyday life.

How do I reserve a place?

Places are limited to ensure a high-quality experience. If you feel drawn to the pilgrimage, please 
contact us to discuss the journey and confirm availability.

Begin the Journey

If you feel drawn to walk this ancient path through Tuscany, we would be delighted to welcome you. Places are intentionally limited to preserve the reflective nature of the pilgrimage.

Enquire now to learn more about the next Italian Pilgrimage.