I was bored today and decided to see how small I could create a floppy based Crafty+Winboard package. I was able to get Crafty down to 152K and still maintain the speed of the full blown versions less the EGTB support. I took the modified version of Winboard that Alessandro has created and got it down to 413KB. The result is that unzipped it takes up 1.22MB.
http://www.freewebs.com/bkhofmann