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CRAFT PILGRIM
  • Home
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      • The Way of Guinness
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      • The Way of The Vine 2027
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The way of significance

"For most of us our greatest contribution is yet to come." 
~ Chris Bruno

May 28 - June 5, 2027

What's the Focus

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There comes a point in almost every man's journey, usually after the age of 35, where the driving focus of a man’s life shifts from a desire to be successful towards a longing for significance. The strategies that gained men success in their personal lives, families, vocation, churches, and community in the first half of life may no longer work or they may not have the same allure they once had. Whatever the impetus, men in the middle stages of life are being invited on a deeper journey, a journey from success to significance. 
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St. Francis of Assisi was a man born into success, with all the trappings of women, wealth, and power. When this form of life failed to produce the results he was looking for, he found himself fascinated by another way, the way of significance. This way emblazoned his identity as “il Poverello,” or “the little poor man” in the eyes of the world, but it elevated him to become one of the most written about Christian saints of all time. 

The focus of this journey, following the life of Saint Francis of Assisi, is to use pilgrimage as a way for men to reflect on the path they have taken thus far and consider the journey ahead as they traverse the middle stage of life. Walking 135 kilometers along the paths and among the towns that St. Francis himself walked, we will explore themes of silence, surrender, humility, and suffering as pathways by which men might be reborn, made new, and elevated to a place of significance in God’s kingdom. 

This journey is for any man looking to slow down and consider God’s invitation in this unique season of life. By way of seven stages you will encounter the essential way markers you need to navigate "the middle passage" and live a life of significance in the second half of life. 
Cost: $2,750 per person 

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This pilgrimage is designed for MEN ONLY aged 30+
Price is based on 8 participant minimum
Join Interest List
Reserve Your Spot

Itinerary Highlights

The Sacred City of Assisi
Enchanted forest at La Verna
City of the Castle in Umbria
Iconic Tuscan Countryside
Hilltop town of Citerna
Umbrian Monastery
The Roman Theatre at Gubbio
Traditional trail blazes
Sansepolcro at sunset

What's Included

  • Four pre-trip & two post-trip meetings via Zoom 
  • Transportation from Florence to La Verna
  • 9 Nights Accommodation (B&B's, hotels & monasteries), standard double occupancy
  • Two Dedicated Pilgrim Guides
  • All Breakfasts and Dinners
  • Custom Guidebook
  • Official Pilgrim Stamp Book
  • Umbrian Culinary Experience & Winery Tour 
  • Spiritual Direction or Mid-Life Coaching Per Request
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What's Not Included

  • Airfare
  • Airport Transfer on day of arrival to Florence City Center
  • Any Travel Plans Pre or Post Trip
  • Passport, Visa, or Luggage Fees
  • Backpacking/Hiking Gear
  • Any Personal Purchases
  • Any Meals not Indicated on Itinerary, as well as beverages at meals
  • Travel Protection/Insurance (Recommended)
  • Anything else not explicitly mentioned as included​​

Your Guides

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Shaun Grindle (right)
​After living in six major cities on two continents I am still learning to walk at the pace of Jesus. With my beloved wife, Karisa, we have four beautiful children who keep me on my feet. I enjoy reading, crossfit, and imparting the value of drinking hot water on unsuspecting acquaintances. ​
Stephen Grindle (left)
After hitting a midlife awakening in the form of an unwanted divorce, following Jesus in the way of Francis has become a means by which I'm learning to heal, forgive, and reinvent myself.  I've found Francis' way of life to be the most integrative approach to personal and social transformation. As such, I am building my "new" life around a spirituality of surrender, wakefulness, and justice. In my free time, I love to make wine, play volleyball, and wrestle with my four boys.
Join Interest List
Reserve Your Spot

FAQ's

Q1: Will this be fun or just feel like work?
A1: We like to say this is an adventure with intention. There will be moments when you laugh and moments when you cry. We embrace both the levity and the gravity of the journey. Ultimately, we are walking as pilgrims, not tourists. Tourist travel for leisure. Pilgrims walk for transformation.


Q2: How far are we walking?
A2: We will be walking 9-16 miles per day for seven days covering a total of 90 miles.


Q3: Do I need to be in shape?
A3: Yes. If you are not in good shape, use this as inspiration to do so.


Q4: How many guys will go?
A4: We are shooting for 8-12 men not including the two trail guides.


Q5: Can I bring a friend?
A5: Yes. We offer $250 for each friend you bring (up to two friends). We also offer $250 off for any individual working in a full-time ministry position.


Q6: When is the deadline to sign-up?
A6: The deadline to sign up is November 15, 2027 with a $300 deposit.
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Video Credits
The Way of Patrick by Caleb Alldrin
The Way of Guinness by Matthew Greer
The Way of The Vine by Road to Rome 2021

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  • Home
  • Vision
  • Pilgrimages
    • Ireland >
      • The Way of Guinness
      • The Way of Patrick
      • The Way of U2
    • Italy >
      • The Way of The Vine 2027
      • The Way of Significance
    • Spain >
      • The Way of James
    • USA: California >
      • The Way of Muir
  • Connect
  • About