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I think Kalos. I've always found the routes and cities fascinating and so different from each other in some cases. Laverre City would be my first stop! It's such a comfortable place to hang out.
Even though it's not my favorite region, I feel like I'd be making a mistake by travelling anywhere other than Kanto. And since I'd probably be going to Gen 2/4 timeline Johto (or later), assuming that my point of entry into the region is Vermilion, no joke the first place I would go is to see if that guy has finally finished building his house.
My first choice would be Hoenn, but that would kinda be a boring choice for me given I already live somewhere tropical, so Sinnoh would do, just for hte change in climate. It'd certainly be an interesting experience.
I can't put my finger on why, but my first impulse is Kalos. I feel like I'd be able to get a bit of ANYTHING I wanted there while it would all still feel pretty unique! I was a bit put out by Alola - one or two islands are great, but I never got the feeling of anything ELSE, you know?