This ap and website is a nice tool for training - as I'm using it to prep for the MS150. It occurs to me it is an interesting way to record explorations around town as well. I can imagine a 'map my tour' kind of thing for architectural history as well. Here is a map from my ride today.
In an interesting series of coincidences I was in Baltimore last month for a conference and then I came across a guy using map my ride to turn his city into an etch-a-sketch and this drawing of Cerberus is right of Dante:
Those of you who've been here before know that Dante is my favorite urban planner - a place for everyone and everyone in their place according to their merits!