My particular field of expertise is iOS Jailbreaking and Unlocking.
Not one specifically. You can probably use Find My Friends(?) to see where your friends are and such, or check-in using Facebook since you can't exactly spoof the location when you check-in. Otherwise, it'll be considered a breach in privacy since it's basically ghosting/shadowing someone's every move. Or there might be a trucker's app out there that I'm not familiar with
Have someone take a pic of you w/ an identifier @ the specific locations... text the pics to your wife as you're going along. The bigger problem is, however... why she needs to know every single place you go on a given night.