I feel this way alot! I love to travel and have gone where the wind carries me many times. You only live once. I don't regret doing it, but the first time i made a serious error. Didn't do the correct math for money and expenditures. If youre good at math and get the basics its so much fun (:
Tell us about what you decide. Money for souvenirs, food,transportation, and board need to be thought out is the best advice i can give, the other is check the weather and health news for your destination