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May 19, 2026 - May 27, 2026

Italy Retreat & Via Francigena Pilgrimage

Cost:

Prices starting $3,295

Women, Men, Singles & Couples

Max Capacity:

20 Spots


Picture yourself wandering through the rolling hills and vineyards of Tuscany, soaking in beauty, peace, and uninterrupted time to reflect. This retreat is designed to help you slow down, connect with God in a deeper way, and gain clarity around the life you were created to live.

We will begin our journey at the stunning Tenuta Sant'Ilario estate nestled in the Tuscan countryside, where we will spend two restful nights. From there, we will begin our pilgrimage, traveling from village to village, staying in charming accommodations and enjoying incredible multi-course meals each evening.

Total Cost:

$3,295/double occupancy (shared or single bed)

$4,749/single occupancy

$500 deposit due to reserve your spot.

Trip Details

Your journey begins with a peaceful 2-day retreat just outside Florence, followed by a 6-day pilgrimage along the historic Via Francigena, an ancient trail winding through the rolling hills and quaint villages of Tuscany.

The retreat will begin on a gorgeous 150-acre estate with stunning views. You'll enjoy inspiring teachings, thought-provoking group discussions, guided workouts, and plenty of quiet time to rest and reflect.

Each night, we will stay at a breathtaking Tuscan village with wonderful lodging and multi-course dinners. The daily walks range from 4.5 to 10 miles along gently rolling hills. Taxis are available (not included) if you wish to shorten your walking time. You will leave restored, inspired, and ready to step into your next chapter with joy and purpose.

We do recommend pre-trip training so you can fully enjoy the pilgrimage. We can arrange a taxi if you want to come but are concerned about the walking. We'll take care of transporting your luggage each day so you can simply enjoy the path before you, carrying only what you need for the day's adventure.

Total Cost:

$3,295/person – double occupancy (shared or single bed)

$4,749/person – single occupancy

$500 deposit due to reserve your spot.

Jeff & Michelle Spadafora

Jeff & Michelle Spadafora

Retreat Leaders

Jon & Tara Sborov

Jon & Tara Sborov

Retreat Leaders

What’s Included:

  • 8 nights lodging in beautiful hotels and estates across the Italian countryside
  • A 2-day retreat just outside Florence followed by a 6-day pilgrimage along the Via Francigena
  • Multi-course dinners each evening prepared with fresh, local ingredients
  • One-on-one personal coaching session with Jon Sborov or Jeff Spadafora
  • Workshops, teachings, and guided discussions

What’s Not Included:

  • Airfare
  • Airport transfers before and after the retreat (we are happy to help arrange transport)
  • Spa services (available at some lodgings)
  • You will be responsible for 3 lunches on your own

Airport Information

Florence: Fly into Florence (FLR) - about a 45-minute taxi or Uber to the retreat.

Train: Take a train to the Certaldo station, then about a 20-minute Uber to the property.

Rome: You may also fly into Rome (FCO) and take a train to Certaldo.

Arrival

Staying at: Tenuta Sant'Ilario

Afternoon – Arrive at the Tenuta Sant'Ilario estate in the Tuscan countryside; welcome and dinner

Retreat Day

Staying at: Tenuta Sant'Ilario

All day – Inspiring teachings, group discussions, guided workouts, and quiet time to rest and reflect

Pilgrimage to San Gimignano

Staying at: San Gimignano

9:30am – Begin the Via Francigena pilgrimage - a 10-mile hike to the medieval walled city of San Gimignano

Evening – Dinner of traditional Italian cuisine and wine

Walk to Colle Val d'Elsa

Staying at: Palazzo San Lorenzo Hotel & Spa

Daytime – Continue the pilgrimage along the Via Francigena

3:00pm – Free time; optional spa services (not included)

Evening – Gourmet multi-course dinner

Walk to Borgo San Luigi

Staying at: Borgo San Luigi

Morning – A shorter, leisurely 5.5-mile walk; authentic lunch on the Borgo San Luigi estate

Afternoon – Stretching and yoga on the grounds, followed by a gourmet dinner by the pool

Walk toward Monteriggioni

Staying at: Relais La Costa

Daytime – Pilgrimage walk through the Tuscan countryside

Final Walk & Coaching

Staying at: Il Giardino di Pantaneto

Daytime – A final 9.5 miles of beautiful countryside walking

Session – Personal coaching session with Jon Sborov or Jeff Spadafora

Departure

Morning – Breakfast and farewells

Reserve Your Spot Today!

Spaces fill up quickly. Reserve with a deposit today and pay securely below.

Questions? Contact us before booking.

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