plan for no plans

i'm edgy about what the economic status of our country is going to do to my loose-knit plans. already things have come apart a bit--my friend in the caribbean is no longer in the caribbean. he couldn't find a job, couldn't find affordable housing, got depressed and downtrodden and came home. now he has no furniture, no winter clothes, no job and is living in a cheap hotel. while i will never have to live in a cheap hotel, i wonder if my experience will be similar to his. i've never gone somewhere and failed to make it, but i have had some incredibly rough times which i don't care to repeat. would i be better off just staying in my van this winter and driving somewhere warm? or should i go to the islands and try my luck? OR should i do something radically different? i feel like the pieces i had laid out have all been put in the hat again, ready to be rearranged. i'm comfortable with the uncertainty, i'm just amazed that it keeps happening. nothing goes according to plan, so much so that i no longer need to make plans, but it's difficult to talk to people when they ask about what i'm doing.