I have been using solderless breadboards since the beginning and am continually looking for ways to make their use easier and less prone to mistakes. Lately, I have been using the OpenOffice.org Draw program to organize things. I created a template with three layers, Breadboard, Wiring, and Components. On the Breadboard layer is a replica of my solderless breadboard, with everything on a 0.1" grid for easy snap placement. The Wiring and Component layers are just that. On the Wiring layer, I have drawn my precut jumper wires in their actual colors. I just copy and paste them onto the Breadboard as needed. The Component layer is used similarly. I have separate pages where I'm gradually collecting all the components that I use.
I lock the Breadboard layer so it doesn't accidentally move around and do the same with the other layers when appropriate. I can lay out a whole circuit and double check it against the schematic before I start wiring. The GUI with Draw is a little clunkier than I would like, but all in all, it has worked out well for me.
Another way is to capture your layout in expresspcb.com.
Here's one of my wirewrap board layouts on a 80x100 Velleman board. Too complicatad too show the wiring, but you could use a box around groups of dots to show the solderless breadboard holes. Can add top/bottom traces in 2 colors.
Prints out as black on white.