Not the most practical, but the Chanel Reissue in my avatar is my HG bag. It is an anniversary reissue so not the easiest thing to replace. It was in nearly perfect condition when I got it a couple of years ago.
Well.... I've recently actually been in this situation and sadly was unable to save any of them. In an actual emergency, we saved as many lives as we could because I figured we're insured, the insurance will take care of the "stuff" but they can't replace actual lives. And we failed at that too
Anyway to answer the question, of my current bags, as much as I want to say my vintage Coach Rambler's Legacy, I'd have to say my vintage Coach large daypack for practicality, just because I could fit the most in that bag.
LV Galliera. This was my grail bag and now I have many more handbags in my collection. But I would still want just that one as it was a handbag that I never thought I could own.