About the club · Expeditions

Once a Month, We Set Out Together

An Expedition is four weeks spent on one part of your life, alongside a party of explorers who set out on the same morning. You choose where you're headed. Kip helps you plan a way there you'll actually walk.

Most days it asks for a few minutes. Some days it asks for nothing at all, and those go in the log too.

Next sets out
Tuesday, December 1
Lasts
Four weeks
Most days
A letter and a check-in
Comes with
Every membership

Inner Isles Explorers Club · Research Vessel Merriweather

Itinerary

How a month goes, from the week before to the day you come home

  1. The week before

    The Expedition is announced, with a name and an invitation for the month. You choose the Isle you're sailing for, then sit down with Kip and plan what you're after and a handful of small steps you could take on any given day.

  2. Setting out

    Everyone leaves on the same morning. Your plan goes up on the departure board as a luggage label, and the party writes on each other's labels before the ship sails.

  3. Every morning

    Kip's letter arrives: your step for the day, a tale from someone in your party, something to wonder about.

  4. Every day

    Check in, on trail or off. A stamp goes in your Trail Log either way, and it takes a couple of minutes.

  5. When you feel like it

    Write a Field Note, which only you and Kip read. If it's worth passing on, turn it into a Trail Tale for your party or the whole club.

  6. Each week

    Kip writes to the whole club about how the Expedition is going, and what explorers have been finding out there.

  7. Coming home

    Everyone comes home on the same day. Kip writes the homecoming, and your label goes on your trunk, a mark of where you've been.

Most days

A Few Minutes, and Then Your Day

A letter in the morning, a check-in by bedtime, and a few lines in between if you feel like writing them.

The Daily Dispatch

Day 12 of 28 · Fair winds

Good morning. Yesterday was a rest day in your log, and a good one. You'd been at the hard part of this for three days straight, and stopping for one is how a month goes the distance.

Your step forward for today

Write the first paragraph of the email to your sister. Just the first one.

Around the campfire

Rosa, on your Expedition, finally made the phone call she'd been circling for a week.

Kip writes it every morning: your step, a tale from your Expedition, a question to carry.

Field Note Day 12

Didn't want to start today. Did the first ten minutes anyway and the rest came easier than I expected. Note to self: the wall is always at the beginning, never in the middle.

evening, if you feel like it. Only you and Kip read it.

Check-in

Day 12

Did you take a step forward today?

any time before bed. Sign it either way: an off day goes in the log too.

that's a mark in the log.

Over four weeks

One Mark a Day, Rest Included

Trail Log

Bound for an isle of your choosing

Week 1

1
Day 1: On Trail
2
Day 2: On Trail
3
Day 3: On Trail
4
Day 4: On Trail
5
Day 5: On Trail
6
Day 6: Off Trail
7
Day 7: On Trail

Week 2

8
Day 8: On Trail
9
Day 9: On Trail
10
Day 10: On Trail
11
Day 11: Off Trail
12
Day 12: On Trail
13
Day 13: On Trail
14
Day 14: On Trail

Week 3

15
Day 15: On Trail
16
Day 16: On Trail
17
Day 17: Off Trail
18
Day 18: Off Trail
19
Day 19: On Trail
20
Day 20: On Trail
21
Day 21: On Trail

Week 4

22
Day 22: On Trail
23
Day 23: On Trail
24
Day 24: Off Trail
25
Day 25: On Trail
26
Day 26: On Trail
27
Day 27: On Trail
28
Day 28: On Trail
On trail
Off trail, and it stays in the log

Each day you check in, a stamp goes in your Trail Log: footprints for a day on trail, a cup for a day off it.

Miss a week and nothing piles up while you're away. The log is right where you left it.

At the start I was worried about burnout, but by allowing myself easy days, I never struggled.
— T. Benson
T. Benson

The record

Where the Club Has Sailed

Every one of these set out on the first of its month, with a party aboard.
Steer postcard
Postcard Frame
November 2026 Steer This month is about guiding what's already in motion.
Frolic postcard
Postcard Frame
October 2026 Frolic This month is about doing things for your own amusement.
Dwell postcard
Postcard Frame
September 2026 Dwell This month is about dwelling in your life rather than dwelling on it.
Emerge postcard
Postcard Frame
August 2026 Emerge This month is about stepping into view.
Lighten postcard
Postcard Frame
July 2026 Lighten This month is about setting down what you don't have to carry alone.
Flow postcard
Postcard Frame
June 2026 Flow This month is about releasing control, and allowing for more effortless action to guide your path.

From the trail

What Explorers Bring Home

I think it'd be hard to inspire myself to 'get around to doing' this without something guided, timed, scheduled, and then having all this beautiful imagery.

Eric K.
Eric K.

I turned on my synth for ten minutes. I wouldn’t have done that if not for this expedition. This is one of the coolest and most helpful resources I’ve ever used!!!

Mike K.
Mike K.

Inner Isles is important! It is a great tool to help move me along in activity, thought, and process of things I want to manifest in my life. 🙂

Dianne M.
Dianne M.

Inner Isles Explorers Club

Questions About Expeditions

What if I join partway through a month?
Expeditions set out on the first. Join any day and you'll sail with the next one; until then the rest of the club is yours, and Kip is glad to start planning early. Your 75-day refund is long enough to sail a whole Expedition, whenever you join.
Do I have to follow the month's theme?
No. Each Expedition has a name and an invitation: Frolic was about doing things for no reason at all, Dwell about living inside your days instead of managing them. Some explorers follow it closely. Most let it colour the edges of whatever they're already sailing for.
What happens if I fall off the trail?
Then you're off the trail for a while, and it goes in the log the same way a walking day does. Nothing piles up while you're away, and Kip picks up where you are, not where a plan said you'd be.
Do I have to share what I write?
No. Field Notes are private: only you and Kip read them. Sharing is a second step you take on purpose, and you choose who reads it and whether your name goes on it.

Something else? Email [email protected]. Matt reads every note.

The next Expedition

The December Expedition sets out Tuesday, December 1.

Join the Club

Four weeks on one part of your life, with a party of fellow explorers and Kip, and every Expedition after it.

Or see what a month is like first, on the Crossing.

Not sure it's for you? Talk it over with Kip first.

Membership is $50 a month or $500 a year, with a 75-day refund. Nobody loses their place here because of money: makes it half, or free.