However, I'm not sure exactly when to go. Hoping that someone who's already been through the application process has some advice.

1) Go in November (November ~ February)
Pros: Serious incentive to get my apps in early, traveling will take my mind off obsessing over whether my apps went complete/under decision etc.
Cons: It'll be freezing (if I decide to go to Europe), I'll have less money saved up (currently have a decent full-time job, will be under a stricter budget while traveling and not much of a "cushion" to live off on when I come back & have to get another job somehow).
2) Go in March (March~May)
Pros: I'll have a lot more money saved up, weather will be gorgeous - I've always wanted to travel outside of the summer/winter breaks when everything is either sweltering hot or unbearably cold.
Cons: Things will get complicated for paying deposits (although I'm assuming I can have someone else do it for me), also for giving prompt responses if I end up getting accepted off of any waitlists... (I hear that they require you give a decision in a few days, at most?) Also, I think some scholarships require interviews that take place during this time? Do I also have to start looking for housing in May, or earlier?
-Basically, I won't be readily reachable, and I get the impression that April/May is a period when there might be numerous reasons a law school would need to get in touch with an applicant.
I will try to check my email every couple of days, if the situation requires (ie I'm waitlisted somewhere I desperately want to go) but obviously internet connection / reliable access to a phone might be out of my control. Anytime earlier than November will be difficult due to my job. I don't really want to go for the majority of the winter months (January & February) since traveling when it's that cold can be a pain - although I'm not sure yet exactly where I'll be going, but chances are it'll either be Europe or South America (where I guess the opposite applies and it'll be super hot in Jan~Feb)
I'll be applying to T6 with a couple of safeties in T10, if this matters at all.