italy | april 2027 | registration open
Enneagram Spirituality and the Franciscan Way
with Ian Morgan Cron
THE INVITATION
A pilgrimage, not a tour.
Francis of Assisi has been calling people to Italy for eight hundred years. Something about his story — the stripping away, the rebuilding, the slow return to what matters — has an uncanny habit of arriving at exactly the right moment in a person's life.
In April 2027, I'm leading a small group to walk the landscape where Francis lived, prayed, and was transformed. We'll move slowly, with daily teaching, shared meals, and the kind of unhurried conversation that ordinary life rarely allows. The Enneagram will be a companion lens throughout the week — a way of helping each person understand what they're encountering in Francis's story and in themselves.
The pace is designed to leave room for the journey to do what journeys do.
"The geographical pilgrimage is a symbolic acting out of an inner journey.
– Thomas Merton
What You Can Expect
Eight Days in the Footsteps of St. Francis
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FLORENCE, ITALY
Arrival, orientation, and where our journey begins.
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ASSISI, ITALLY
The heart of the journey. We'll visit sites that shaped both Francis and the writing of Chasing Francis.
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ROME, ITALY
Final days in the city where Francis walked to seek the Pope's blessing for his fledgling order.
Everything You Need to Know
What St. Francis Shows Us About Ourselves
“St. Francis taught me that if we spent less time worrying about how to share our faith with someone on an airplane and more time thinking about how to live radically generous lives, more people would start taking our message seriously.”
– IAN MORGAN CRON
Private room throughout
Shared room with another pilgrim
Non-refundable
Pay in full at any time before then
Frequently asked questions
Before You Reserve Your Place
Your registration covers all lodging for the duration of the trip, ground transportation within Italy throughout the 8 days, all programming and daily teaching sessions with Ian, and most meals — breakfasts and dinners are included. One or two lunches will be on your own to give you time to explore independently.
Single occupancy is $8,700 per person. Double occupancy (shared room with one other pilgrim) is $8,175 per person. A $1,000 non-refundable deposit is collected at registration, with the remaining balance due by January 2027. You're welcome to pay in full at any time before then.
No. International flights to and from Italy are not included and are booked independently. This allows each traveler to depart from their home city and arrange any pre- or post-trip travel as they wish.
The pilgrimage begins in Florence. We recommend flying into Florence Peretola Airport (FLR) or, if you find better routing, into Rome Fiumicino (FCO) or Milan Malpensa (MXP), both of which connect easily to Florence by train. Full arrival logistics — including where to meet the group on Day 1 — will be sent to registered pilgrims in your pre-departure packet.
The pilgrimage concludes in Rome. Plan your departure from Rome Fiumicino (FCO). If you'd like to extend your stay in Italy before or after the trip, we're happy to offer general guidance, though personal travel extensions are arranged independently.
Yes. All ground transportation between sites and cities during the 8 days of the pilgrimage is included — private coach travel between Florence, Assisi, and Rome, as well as transportation to day-trip sites along the route. You will not need to arrange your own transport once the pilgrimage begins.
We'll be staying in a mix of boutique hotels and well-appointed retreat-style properties selected for their character, comfort, and proximity to the sites we're visiting. Specific properties will be confirmed with registered pilgrims once contracts are finalized with our Italian tour operator. What you can expect: clean, comfortable rooms in historic settings, not dormitories, and not luxury resorts. In keeping with the spirit of the pilgrimage, the accommodations are simple and beautiful.
This is an active pilgrimage. Most days involve several miles of walking through cobblestone streets, up hillside paths, and into churches and sanctuaries that often require climbing stairs. April in Umbria is generally mild and beautiful, but we will be outside and on our feet for good stretches of the day. The sites we're visiting are historic, which means elevators and accessibility accommodations are limited or sometimes unavailable.
Participants should feel comfortable walking 3–5 miles a day at a relaxed pace, with breaks built in. You don't need to be an athlete but you do need to feel confident on uneven surfaces and able to stand for longer periods without difficulty.
If you have any questions about whether this trip is the right fit for you physically, please reach out before registering. I'd rather talk it through with you than have you arrive and find the pace harder than expected. You can reach us at wendy@ianmorgancron.com.
Enrollment terms and cancellation policy can be viewed here. Please download, complete, and return to Wendy Nyborg at wendy@ianmorgancron.com upon registration.
Please contact Wendy at wendy@ianmorgancron.com with any questions.