Go for broke!

Hey, friends! Hockey! Don't give up yet! There's still a chance.
Seriously, though, who gives two shits about hockey when there's LIFE to be lived!
My issue, though: fear. I'm scared of being broke. I need convincing. Don't think less of me, but I have $1400 worth of stock, my entire life's savings (which is a lot for someone with no income whatsoever) waiting. It's the last ounce of potential I have. I don't write for money, I don't work for money. I need an adventure.
Here's what I'm asking: convince me to use that little piece of cash to cross the country for my grandparents' 60th anniversary. I want to do it by car. I want to see the country. I want to be revived. I want the story--I know it won't go how I plan, and I'm really ok with that, because I don't really plan to plan it all that much. I miss the people I used to know, and I'd love an excusae to spend everything I have to see them all at once, one province at a time.
What do you think?