my miggy is a 2000
68000 and Kickstart 1.3 will definitely reduce the options. I doubt that EasyADF works with Kick 1.3 and getting a CD drive to work is not so easy with this OS version, either.
I never tried WINE or Linux in general, but I believe that WINE can only be used to run stand-alone Windows applications. Amiga Explorer adds itself to the Windows operating system, it does not run stand-alone. So this is not an option, either.
Amiga Explorer works reliably from Windows, but I'd prefer to use it over network rather than serial cable because serial is slow and error-prone.
Talking about network, this would be an option, too. Get an X-Surf and connect the Amiga to your existing Ethernet LAN. Needs at least Kickstart 2.0 I think, though.
If you've got an accelerator (68020 at least) and at least Kickstart 2.0, then a Highway USB controller would be another valuable option. It enables you to use USB devices such as external hard drives, memory drives or card readers as well as keyboards and mouses.