http://geoguessr.com/ Deeply entertaining, if slightly madenning stuff. Question is, do you Google places that you've found or not? Set number of searches? e.g. I just got stuck on a dirt road in the middle of the rural US. A thousand miles to the sea, no idea about which towns are which... There's only so far you can go down an arrow-straight road before getting bored.
http://www.geoguessr.com?v=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 All without moving up or down the roads, thankfully had roadsigns to help me