How far for how long?
Not everyone has to quit their jobs, sell their stuff and hit the road with no plan. For the majority of people, that would be the opposite of fun and relaxing. So how do you decide what is enough time? I like to start backwards and one step at a time. First, I pick a few places I want to go. What's at the top of your list? Is there a city or country that you've always wanted to go that's just gnawing at you to get planning? Is there a place you fantasize about when you think about what the best day of your life could be? Do you envision yourself somewhere else? Then, write down all the things you'd want to do there. If your dream place to visit is Rome, what would you want to see there? If you had unlimited money and time, what are all the things you'd want to do? Some people would just write "visit Italy" and then list maybe a few cities or regions they'd want to explore. You may just write "see the Trevi Fountain" and not know what e...