When dad bought his house several years ago, the previous owner had a oodlin of old baits in the attic that dad ended up with. Many are in the original boxes with the papers and all. Some are unused, and most in excellent shape. There are probably 3 or 4 dozen dowiagic minnows and a hord of assorted Lucky 13's and others. There are some old reels, but most don't look too valuable to me.
If you looked at my tackle to find the oldest bait I have still in use, it would probably be my old Rebel Double Deeps. Pee on Rapala I say. I don't care what the lawsuit said, those baits aren't the same thing as a shad rap. The are plastic, shad raps are balsa, the rattle, shad raps don't, they run deeper than shad raps, and by jacks, they catch more fish. You can't buy one anymore off the shelf, but I still have 8 or 10 of them and generally carry a few of them. I've got some old jitterbugs and chuggers that I carry sometimes as well. Some of those may be older than the double deeps.
I don't carry anything exceptionally old although I've got some old favorites. I do have an old red ABU 5000 that belonged to grandpa that I carry from time to time. It's one fine old reel. I've also got a Mitchell 330 from the 40's that I retired a few years ago, but it still runs reasonably well. I chipped a gear on the bail return and can't find a replacement.
Skipper