The only vacations I ever went on were the ones my parents forced me on.
But I think that if I'm going to go on a vacation at some point, it'll be with people I love, not alone. Just picking places we'd like to see and experiences we'd like to have. I don't really see a vacation as a break from the "normal", I see it as traveling to a place too far for a day trip. Going to see a movie in your city or flying to the other side of the world are based on the same desire from my point of view. Doing something you want to do with someone you love.
Besides, I've already decided I'm not doing the whole "this is stressful as fuck but I gotta do it" thing anymore. I learned the hard way that doing so will only make me want to put an end to life so if I'm gonna live I'm gonna do things that make me feel like life is, at the very least, not that bad.