Not really - the site is great as-is and there's nothing wrong with this approach. It looks like it works really well for Mr. 61.
But I'd imagine it'd be pretty helpful to write tools to help with maintaining the site which do leverage LLM models. Do a combination of search + AI to rewrite + reviewing the individual edits (e.g. through selective git adds). That's actually a plus in favor of flat files - it's all just code and the tools are plentiful. It's very "Unix" and hacker friendly.
I'm imagining a tool like https://github.com/paul-gauthier/aider (which I haven't tried yet, but it looks useful for this kind of effort).
Someone is going to scrape this site and benefit themselves, travelers, and travel providers - would be nice if it was its creator.
There are few organizations or useful sites with immunity to AI’s impact.
We are increasingly going to take for granted that we can talk with information.
Sometimes we just need some facts. Search is great for that.
Other times we need to find solutions for problems that span multiple information areas. Which isn't something search excels at.
Like finding a set of travel arrangements and dates for several friends to come together at some location, given each persons travel context involves different challenges or factors. A plethora of schedules and travel advice only gets you so far on a problem like that.
Why are we trying to cram AI into everything that doesn't need it?
A CMS likely just moves the text into a different storage medium and doesn't address the stated problem.