Is it weird that the 1900 style is closer to how I typically write than the first 2000 style? I'm not that old, am I?

The difference between 1900 and 2000 seems to largely be the voice/intended audience changing rather than the language.

I.e. the 2000s one is a casual travel blog style intended normally intended for any random quick reader and the 1900s one is more a mix of academic sounding/formal conversation intended for longer content. If you assume a more casual voice in the 1900s one and a more formal voice in the 2000s one I bet they'd even almost seem to be placed backwards chronologically.

The 2000 sample was a bit exaggerated.