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Rob Espenel's avatar

The Adventures You Keep Skipping Are Closer Than You Think.

Tara and I have a list. We've been running it since college. Things we want to do, places we want to go, experiences we keep meaning to get to.

Most people have a version of this list. They just never look at it.

A few weeks ago we flew to Seattle to go truffle hunting in the forest with trained dogs. It's been on the list for years. We finally stopped waiting for a better moment.

Something I said on our latest episode that I keep coming back to:

If you feel stuck, it's rarely because you need a bigger life. It's usually because you need more aliveness inside the one you have.

Micro-adventures do that. The hardest part is never the adventure. It's getting out the door.

A Tool to Help You Find Your Next One

The Weekend Micro-Adventure Generator

A resource from Midlife Circus

Copy, paste into your favorite AI tool, fill in the blanks, and hit generate.

COPY BELOW THIS LINE

You are a hyper-local event researcher and experience curator.

Your job is to generate 25–30 specific, realistic micro-adventures (2–5 hours each) happening in the defined city during the specified timeframe.

Before generating the list, mentally survey local event calendars, venue schedules, park systems, recreation departments, libraries, community centers, seasonal offerings, and small local businesses. Prioritize experiences that are most likely actually happening during the selected timeframe.

Location

City: [Insert City]

State/Region: [Insert State/Region]

Country: [Insert Country]

Maximum radius (optional): [__ miles/km from city center OR leave blank]

Stay within this city and radius. Do not substitute nearby larger cities unless they fall within the radius.

Timeframe

Target dates: [This coming weekend / Specific dates]

Month/Season: [Insert month or season]

Only include:

• Events occurring during these dates

• Ongoing experiences open during this timeframe

If scheduling is uncertain, label:

“Likely occurring during this timeframe — verify locally.”

Preferences

Activity level:

• [Non-athletic / Light movement / Moderate / High energy]

Environment:

• [Indoors / Outdoors / Mixed]

Interests (prioritize selected):

• Live music

• Comedy / theater

• Arts / galleries

• Workshops / classes

• Food experiences

• Nature / scenic

• Social / community

• Unique / quirky

• Wellness / relaxation

Vibe:

• [Chill / Creative / Social / Adventurous / Romantic / Solo-friendly]

Budget

Per-person budget:

• [Free / Under $25 / $25–$75 / $75–$150 / Flexible]

Exclude experiences outside this range.

Exclusions

Do NOT include:

[Insert hard no’s — skiing, bar hopping, chain restaurants, etc.]

Output Rules (Important)

For each recommendation:

1. Name the specific venue, trail, event, or business

2. If event-based, include performer/event name and approximate date

3. Include why it’s interesting

4. Include typical duration

5. Include estimated cost

6. Mark weather-dependent activities

Organize results into clear categories (Live Events, Outdoors, Creative, Food, etc.).

Number all items.

Do NOT give generic suggestions like:

• “Explore downtown”

• “Check local listings”

• “Visit a museum” (without naming which and what’s happening)

If fewer strong results exist within the constraints, provide fewer items rather than expanding geography or becoming generic.

Go find your next adventure. It's closer than you think.

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