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by Ashley
Step Two

Know Your Travelers

The fun parts aren't fun if the humans involved are miserable.

You can’t just copy-paste somebody else’s dream vacation and assume it will work for you and your traveling crew.

Some people love museums. Some people would rather sit outside the museum and judge pigeons. Some people consider food one of the primary reasons to travel, other people consider eating an irritating biological requirement interrupting their sightseeing schedule. Some people want mountains, beaches, forests, wildlife, some want historic churches, old buildings, public squares, street art, bookstores, coffee shops, grocery stores, exceptionally weird roadside attractions.

Nobody is wrong. It just becomes a problem when you plan a trip for the imaginary average traveler instead of the actual people who are going with you! Talk to your crew about what they need and expect out of the trip so no one goes home disappointed.

Look for the Mismatches

Hangry people don't have fun. Sleep-deprived people don't have fun. People who have quietly exceeded their physical, sensory, social limits generally don't have fun either. And the travelers who are traveling with them probably aren't having fun either.

The goal is not to make everybody want the same experience but to discover the differences early enough that you can design around them.

Maybe one person wants to start exploring at 7 a.m. while another considers any alarm set during vacation a personal attack (hi, it's me). Maybe somebody could happily walk ten miles through a city while somebody else's knees become actively hostile around mile three. Maybe one person wants restaurants researched three months in advance while another wants to wander until something smells good.

Those aren't failures of compatibility! They're all very helpful planning information.

And if you're traveling with kids, older relatives, people with disabilities, neurodivergent travelers, anxious travelers, introverts, extroverts, picky eaters, extremely enthusiastic eaters, people who need downtime, people who become deeply suspicious when asked to sit still for more than 20 minutes....and so on, that information matters even more.

So look for the mismatches between your travelers and plan accordingly. 

Tools That Can Help

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See It In Action

The No Place Like Anywhere planning system isn't just theory, it’s quite literally how we plan every single trip, staycation, and family getaway without losing our minds. See how Step Two works in the real world below.

Plan Around Real People

My husband strongly values food as part of experiencing a place. Like, if food is not a major theme of a trip, why would he even go? He wants to eat well without worrying about every dollar we spend at dinner. This means a good chunk of the trip’s budget needs to be allocated to food.

Luckily, I can satisfy a huge portion of my need for novelty pretty darn cheaply: parks, libraries, neighborhoods, public squares, architecture, local events, walking paths, historical sites. Give me hours of intentional wandering, photo opportunities, and fun facts, and I’m a happy gal. This means our budget can balance out, ensuring that every dollar spent has intent!

We don’t need to divide every category equally. We need to understand where each person finds value, where each person experiences friction, and what each person needs so the fun stuff can actually BE fun for everyone involved.

Follow your bliss!

The No Place Like Anywhere Planning System

I don't want to help you plan a so-called perfect trip. That sounds stressful as hell, tbh. I do want to help you create a travel experience worth the time, money, and energy you put into it!

While I often write about traveling as a family, the same approach works if you’re traveling solo, with a partner, with friends, with your parents, or with twelve people who all have different opinions about breakfast.

Let’s figure out what you actually want from this experience. Then we can build around that.

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