I have not yet purchased Route66, but it does appear to be the only solution for the Mac at the moment with the features that we are looking for. I believe that the company has not produced an update since 2004 and the product is no longer listed on thier web site. So I would not look for any sort of updates or fixes anytime soon. The appear to only support mobile devices:
http://www.66.com
I have also been looking at MMacGPSPro by James Associates which seems to only support TOPOS, or topographical maps. Not road maps and not detailed street maps of cities. It also does not appear to produce any sort of directions or routing information. In fact, it does not come with any sort of maps at all. It merely communicates with the GPS device and allows the user to load almost any map that the user can find.
http://www.macgpspro.com/
For GPS receivers, I have been looking at and reading reviews for the USGlobalSat BT-338 v3.1.1 WAAS Enabled Bluetooth GPS:
http://www.usglobalsat.com/item.asp?itemid=6