Get a skill (like database administator, code monkey, writer etc..) that you can do from home. Convince boss that home on the water is same as home of brick, convince boss that the only thing you can't do face to face is look 'em in the eye.
There is literally nothing I can't do from my boat that I do in the office.
That's how you sail and earn the money to stay out there. We're still in save mode, having just finished paying off the last of 5 college educations but it won't be long now
Seriously, it's a global jjob market, connectivity is global.