Madeira's volcanic coastal cliffs meeting the Atlantic, photographed in golden light.
Reckon Retreat · Next cohort: Madeira

Six days off‑site. One full cycle.

An AI immersion for people who can't think clearly with notifications on.

€5,000 – €7,500 per person
All‑inclusive · Excl. BTW · Financing on request

A Reckon Retreat is a structured confrontation with the way AI is changing how you work, with enough room around it to actually feel what fits and what doesn't. The sea view is incidental. AI never stops, so you have to learn when to. The mornings are hands-on. The afternoons are nature walks, structured reflection, and conversations that don't have a Zoom link.

It draws on contemplative retreat traditions, where retreat means confronting something honestly, not escaping it. We pair that structure with the most demanding AI practice of the year. You leave with an honest baseline for the next twelve months: what to use, what to avoid, and what to change first.

Six days to turn scattered AI use into a working practice.
The cycle, day by day

Each day maps to one of the 5 R's. Refine takes two.

Clouds flowing over a Madeira mountain peak at golden hour.
Day one · Recognize

See where you are.

An honest audit of how you work today, what AI you've already tried, what you've quietly given up on. Walk first, type later.

A Madeira mountain ridge with foggy valleys, atmospheric and quiet.
Day two · Reckon

Face it.

Decide what you want AI to do, and what you want it to never touch. Set goals, draw boundaries. Plan before prompting.

A stone path winding along the Pico Areeiro hiking trail in Madeira.
Days three & four · Refine

Hands on, real tools.

Two days inside the most demanding AI practice you've done. Real workflows, real problems, real outputs. With clarity from the first two days, not clicking around hoping.

The misty laurel forest of Fanal in Madeira, with gnarled ancient trees.
Day five · Reflect

Step back.

What worked, what didn't, what felt forced. Outside, mostly. Integration, not more input. The guardrail against overcorrection.

A warm fireplace interior with golden tungsten light, contemplative and inviting.
Day six · Run

Build the practice.

Put it together. Leave with a system, not a memory of a workshop. Define the loops you'll run after you go home. The seventh day, optional, loops back to where the week started, with new eyes.

Where you'll be · Next cohort

A villa on Madeira, with cliffs in one direction and laurel forest in the other.

Each retreat in a remote location chosen for its quiet. Future cohorts run in similarly off-grid landscapes.

Madeira mountain ridge cutting through a sea of cloud.
Mountain ridge, second light.
A stone path along the Pico Areeiro hiking trail in Madeira.
The walking is the curriculum.
A day, in shape

Practical morning. No-tech afternoon. Honest evening.

A typical retreat day looks like this. The exact rhythm shifts day by day with the R it's centred on, but the shape holds.

  • 07:00 · sea, sun, walking. Optional, often joined.
  • 08:30 · breakfast, no devices. Quiet eating, then a brief framing of the day.
  • 09:30 · practical session. Three hours of hands-on AI work tied to that day's R. Real files, real problems.
  • 13:00 · lunch outside. Devices stay in the bag.
  • 14:30 · nature walk or workshop. Structured reflection, integration, paired conversation. Not a break.
  • 17:30 · quiet hour. Read, write, sit, swim. Whatever lets the morning settle.
  • 19:00 · dinner together. Shared kitchen, slow food. Where the day gets talked through.
  • 21:00 · optional fire. Honest conversation about what landed and what's still unresolved.
Pricing & cohorts

€5,000 – €7,500 per person

All-inclusive: accommodation, meals, transport on the island, curriculum, and follow-up integration sessions. Flights are not included. Excl. BTW. Financing available on request.

Reserve a seat at the next retreat Ask about financing
Frequently asked

Questions that usually come up.

Where is the next Reckon Retreat?

Madeira, coming up next. Future cohorts run in similarly remote locations chosen by season. The exact villa, week, and travel logistics for each cohort are confirmed once it fills. We hold cohorts to a small group so the dynamic stays workable.

Is it for individuals or whole leadership teams?

Both work, but they're shaped differently. Open cohorts mix individuals from different organisations. Private retreats are bookable for a single leadership team.

Why the no-tech periods?

AI never stops. The retreat is where you learn when to. Reflect mornings, nature walks, and structured silence are curriculum, not breaks. They are how integration happens.

What's the difference between this and a Reckon Day?

A Reckon Day compresses the cycle into six hours and runs on your site. A retreat gives each step its own day, off-site, with reflection time built in. Different shapes, same skeleton.

A few seats per cohort

Open and private cohorts.

Open cohorts mix individuals from different organisations. Private retreats book a single leadership team. lets@reckon.works.

Email lets@reckon.works Other ways to reach us