Cartographer Andy Woodruff documents all the places he goes, resulting in the pretty map above.
I have collected all my travels within the immediate local area (Boston) into a series of maps categorized by the mode of transportation for each trip. These are not GPS tracks; I remain low-tech and manually record each trip on a map. Any given segment has a line drawn once per day per mode of transportation.
The above map is all of Woodruff's travels for 2010, but he also has the breakdowns by mode of transportation. Here are the maps for bicycle and train, for example:
That's some serious dedication, and an obvious love for what he does. My favorite is the map journal he keeps to document the counties he has visited in his life. Red shows the 2010 gains.
I can't even remember the states I've visited, but seeing this makes me feel like I should pay more attention, if just for the sake of not forgetting things.