I plan a lot of last minute road trips. Between trips with my family and trips with my friends, I get around
My Disney trips get split between family and friends - but mostly family. I've been more times than I can count. At least once a year, although quite a few years have managed 2 or 3 trips.
I've been to Italy twice since last spring. Rome, Naples, Ischia, and Capri (paradise I tell ya - everyone MUST see Capri once in their lives) and a bunch of small, non-touristy cities. Hope to go back and do even more sometime soon.
A lot of people sorta roll their eyes when I mention doing this, but my friends and I will plan road trips around our favorite bands. It's a great, fun way to see places that you've either been wanting to go but never got around to it, or places you never would have imagined you'd be and end up having a great time. Once tour dates are announced for our bands, we start figuring out which cities appeal to us and start trying to make it happen.
I'm paying my way through college for 2 degrees (one more semester! woohoo!) so a lot of people wonder where my money comes from. It's all about spending the time to save the money and not blowing it in the bars. I've gotten VERY good at researching and finding us great deals so that these road trips end up costing very little - usually less than my average fellow student's bar tab for the weekend.

My 5 day trip to Orlando last month cost me not even $150 for gas and hotel.