First see if you can make a living on land. Then see if you can sail. Perhaps even get a job by the sea, so you can actualy spend some time on the water, while making a living and saving some. Then go from there.
Being able to sit at a desk and take something you dont want to is perhaps the biggest skill you will need, at least to make it through to the point where you dont have to. Of course, if you keep asking, and everyone keeps giving you the same answer, and you dont like it, they must all be wrong.