I'm so glad I saw this thread as this is how I plan to make a living when we find our boat. We will be debt free (and keep $ as an emergency fund) so I hope to only work 3-6 months of the year.
I hope we can find places where we can
anchor out, I hate marina's.
I talked with the hospitals on St Thomas and St Croix when we were down on a
bareboat vacation and they said they have people who come work for a few months every year, so it isn't out of the question.
Please join the conversation if you have ideas or experience.