Looks like a road warrior bag from the '90s all right. I've seen all kinds of custom "Apple/Mac" bags and paraphernalia on eBay . . . and I always wonder about them.

I've never seen one like your bag though, but design wise, it looks like it may be the real deal, nice find!

That said, t's also very easy to make up a tool to emboss leather with the Apple Logo, so who knows? )

Welcome aboard!