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Convent on hill

Not a tour.
Not a retreat.
A structured passage.

Ultreia is built around a small-group pilgrimage on the Camino de Santiago, with individual coaching and a curriculum designed to make sure what happens on the walk actually takes root when you get home.

What a day with Ultreia actually looks like

There is structure, and there is space. The structure is intentional. The space is essential. You begin each morning on the Camino with a single word or sentence in your journal – an intention, not an agenda. Then you walk.

Camino arrow and long view of vineyard

Rob walks with you, available for conversation but equally comfortable in silence. Something about moving through the landscape together, without eye contact or agenda, lowers the defenses that years of professional performance have built. You will say things on Day 3 that you have never said out loud. Not because Rob asked the right question, but because the Camino created the conditions and Rob knew how to hold them.

Each day you carry one walking question, drafted specifically for you before the journey begins. Not a group exercise. A question drawn from your history, your threshold, and what you most need to reckon with. You carry it the way you carry a stone in your pocket. You do not try to answer it. You let it work on you over 15 kilometers.

After dinner, the group gathers. Rob opens a question and holds what follows: eight people at the same threshold, done performing, telling the truth. People consistently describe these as among the most honest conversations they have had in years.

Convent on hill above river

BEFORE THE WALK

Two individual coaching sessions over 6-8 weeks. We name what you are carrying, surface the question underneath the question, and prepare you to walk with intention. You receive your personalized guided journal and your walking questions – eight questions drafted specifically for you.

How It Works

The Ultreia experience is not a single event. It is a complete arc – before, during, and after the walk – designed around the understanding that transformation without integration dissolves.

THE WALK

Eight  days on the Camino de Santiago, Ponte de Lima to Santiago. A small group of 6-8 people, all at similar thresholds. A daily rhythm of walking, reflection, and honest conversation. Rob with you every step.

AFTER THE WALK

Two individual integration sessions over 8-10 weeks. We translate what happened on the walk into something livable. We map what comes next. And at two months, a letter you wrote to your future self before you walked arrives in your mailbox.

Monestery

A Map for the Passage

Ultreia’s curriculum is built around a five-phase framework developed from the best thinking on adult transition, mapped onto the arc of the pilgrimage itself.

Chicken sculpture in front of church

5. Coming Home

Coming home changed and the harder work of staying changed. This is where most programs end and Ultreia’s post-journey sessions begin.

4. The Clearing

The moment something loosens. A conviction forms. A question dissolves. This is what the walk is for.

3. The Walk

Physical challenge, enforced slowness, unexpected conversation. The road teaches what the office cannot.

2. The Call

Hearing what is calling. Separating what you’re relieved to leave from what you’re genuinely longing for.

1. What Was

Naming and honoring the identity that is ending, not just the title, but the self you built around it.

What you can honestly expect to take away

1

Clarity about what you are carrying – naming what you are actually leaving behind, uncertain about, or longing for.

2

At least one question worth pursuing – not an answer, but a question alive enough to carry into the next chapter.

3

A different relationship with your own inner life – more practiced at paying attention to what you actually think and feel.

4

A community of people who know who you actually are – not who your institution said you were.

5

The beginning of a map for what comes next – a named direction and one or two concrete commitments.

6

A story that marks a before and after – you crossed a bridge from Portugal to Spain, you walked to Santiago, something shifted.

Investment

The Ultreia guided pilgrimage is $4,995 per person. This is the fee for the coaching and guiding Ultreia provides: Rob's company on the Camino, and the individual sessions that prepare you for the walk and help you carry it home.

 

Your fee covers:

 

  • 8 days walking the Camino de Santiago with Rob, in a small group of 6 to 8

  • Two individual pre-trip coaching sessions (virtual)

  • Two individual post-trip integration sessions (virtual)

  • Daily facilitated evening reflection

  • Your personalized Ultreia guided journal

  • Your pilgrim credential, and help receiving your Compostela in Santiago

  • Eight walking questions drafted specifically for you

  • Your Future Me Letter, returned to you two months after the walk

 

What you arrange on your own:

 

Ultreia is not a travel agency. We have found the experience is cleaner, and the cost is fairer, when you book your own travel directly rather than through us.

 

You arrange:

  • Your accommodation, daily breakfast, luggage transfer, and on-route support across the eight-day route. For a walk of this length, with a private room and private bathroom at every stop, most pilgrims spend roughly $1,400 to $1,600.

  • Your international airfare to and from Portugal and Spain

  • Transports to and from the airport or train station

  • Your meals

  • Travel insurance, which we ask of every participant

  • Personal incidentals and spending money

 

You are free to handle your lodging however you wish. To make it simple, we work with a small number of trusted operators who know our exact route and our standards, including private rooms. Once you join a walk, we will put you in touch, so a single call or email arranges everything you need.

Continuing the work

For those who want to keep going after the walk, Rob offers ongoing individual sessions at $1,000 per month for four sessions, month to month, with no long-term commitment.

The next Ultreia pilgrimage: October 2027

Road sign wishing pilgrims a Buen Camino in 10 languages

The next Ultreia pilgrimage is planned for October 2027. A small number of spaces are available. You do not need to be ready to commit to express interest.

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