In a general sense, I muse about decades and decades ahead (if not centuries), but that tends to be in the context of wondering how the world/society will be by that point, and whether the world will be turned upside-down such that any things that I am planning on right now might in the end be futile. (i.e. If everything turns upside down and becomes rather chaotic, then the fact that I have money in savings might be completely moot if that money in 40 years holds no value whatsoever based on how things are in 40 years. This doesn't stop me from still putting money in savings, as it is important to me to account for my future as best I can, but at the same time, in the back of my head... I'm not exactly counting on it, because who knows what the world will be like in 40 years). So: I somewhat plan for my 'survival' in the long term, but I'm not consumed with that because I think too much can change, including the fact that I might not make it that long.
Planning: I definitely have a general idea of what I want to do a year or two in advance, as far as vacations go. Sometimes I'll plan out certain trips, because with limited vacation days, I have to do that if I actually want to go to these places I want to go to. And I have to logistically figure out when I can do what. But I also leave 'flex' days available for more spontaneous things as well.
General activities/ day to day stuff? I regularly plan a week or two out, and like to know in a general sense what I'll be doing for the next couple of weeks; I don't care about specifics, I just like to know I'll be meeting up with person X on day Y, and we'll figure out the details the day-of, sometimes. I also totally factor in 'do-nothing' days, though, and have plenty of those.