Hardware
iMate PocketPC Phone
-Use this because I can have everything I need. This is a phone, camera, wireless internet (GPRS and WiFi).
Fortuna ClipOn Bluetooth GPS
-Bluetooth means I don't need to hook a wire between my PDA and the GPS. The ClipOn clips on to my belt and is the size of two small matchboxes. I set it on the dash while driving and hook my PDA to an Arkon vent mount in the car.
Software
Mapopolis
-Does everything I need it to do. Color maps plus a GPS style view (Pocket Streets doesn't have this.) Works well and doesn't lock up(like Pocket Streets).
Pocket Internet Explorer (PIE)
-Use this to lookup logs, caches, or any other information on the internet while out geocaching. Not real fast (44k), but it does the job and is unlimited through T-Mobile.