I’ve done a bit of traveling here and there, but usually with some sort of intention behind it, like going to a festival, or to do certain hikes. For example, I live in Michigan and last October I took an incredibly impromptu one week road trip up in the UP and it was absolutely incredible.

Due to poor planning on my part, I have a week of PTO I need to use up before the end of the year. I want to take a big trip and make it worth my while and fly somewhere and find accommodations without a predetermined goal, but due to my lack of experience with that kind of stuff it feels somewhat overwhelming.…