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I know it's weird, but I imagine each region as...well, just a region. Comparable to counties in the states. I live in San Antonio/Bexar County, so it's easy for me to imagine one area as forested, one as deserted, and one or two places with a budding urban economy, being within very short distances of each other. There are many unique areas, some next to each other and others quite far away. At the same time, because of shitty city planning, walking through the city would probably take more than three days with no sleep. So I imagine Pokemon journeys can vary widely in length, depending on transportation and focus, just like a vacation versus a camping trip. If you really want to explore the area, it's going to take a month. It would explain why parents are perfectly fine letting their kids go on a 'journey' (it's just across the city, and there's pokemon centers anywhere a hospital would normally be). It would explain why becoming a national champion is so easy (because the nations are fucking tiny). It would explain why everyone walks as opposed to drives (to fucking explore your own town). It would explain why the professor only cares about a select few kids. And I'll be damned if a large city doesn't have ten billion gyms/martial arts places.
And before someone gets mad at me for comparing a city to a region...Kanto is 32,423.90 km2, New York City is 34,490 km2, and the SA metro area is 19,130 km2. So they're a little comparable.