Beside make use of the Google Map, had try out other solution for the planning purpose.
One of the very best and handy is no more updated Apple Mac iPhoto book creation map, easy to use and direct to the point for what want to be create.
In the market, no lack for the mapping solution. Another map I use is travellerpoint, where it help me to had high level over view for 8 trips of Japan, which area I being travel before. Then zoom in to the trip map.
This is so far the best way I never see for implement all trip each with different color, and so can had the complete picture where being so far, and next trip where should be consider etc.
The text is I edit on top as another layer. Off course, it can not be true and final one, unless after I read the trip with polarstep GPS turn on for the trip and draw the actual one. It someone make it easy to keep track the trip matter in single map and page.