It's a fine way to bugout from a coastal area if you have the skills and equipment, which you obviously have. I don't see the long term potential however, say beyond a year or so. It would be the best way to avoid a pandemic, I suspect. Your systems will last only as long as your irreplaceable batteries do or some mechanical parts you cannot replace. You will be vulnerable when you shelter near land from storms. The ports you have made during good times will not be safe. When the food, fuel, and tourists stop showing up these places will all be just like Haiti on steroids.
Well like always it becomes a question of what you are prepping for. If you labor under the belief that all order everywhere in the world is going to be raptured into oblivion at the same time over night, then no, the boat would not be a good idea. I'm not thinking this is likely for a lot of reasons.
As for long-term survivability, again, what are you prepping for? You and I might have different opinions about how events might unfold.
What a lot of people seem to disregard is the historical truth that when modern societies fail, the anarchy seldom lasts very long. There is a lot of historical precedent for this. Nature abhors a vacuum, and the reality is that when a government, economy, etc. in an industrialized nation fails- unless it has been destroyed by a very nasty war or something - the infrastructure and so forth that are the building blocks for re-ordering things are still standing. Into the vacuum that is created by the collapsing power, some new power always, always, ALWAYS rushes in, and it does so quickly. It promises to turn on the lights, which is relatively easy to do when the power plant is still more or less physically in tact. It promises to feed the masses, which is also not terribly difficult to arrange, to some minimalist degree.
The big question is what will that new order look like? And the reality is there is no way for us to know. Perhaps it will be better, perhaps it will be worse. One thing is certain, though - if you're holed up in a mountain cabin in the woods with utter disdain for the masses of "sheeple" that are out there, you're probably not going to be really high on that new order's popularity list. You might form some kind or resistance or something, but that is not the same thing as survival. Most of the people who survived Nazi Germany were the ones who got out of dodge. Same with the Bolshevik revolution. Political dissidents, rebels, whatever you want to call them - they didn't last long. Smokin' Joe Stalin put about 50 million people in shallow graves or gulags. And that's you if the new order is unfriendly to your plans and you choose to put up resistance.
What a boat gives me is the option to get out of North America and find a place to weather the storm as a refugee. This is a time-tested method of ensuring my family's survival.
Not knowing what the new authority will look like, unless you feel like dying for your freedom and being a hero/martyr or something, you're not prepared if you have not made plans to get out of here. Whether you do it by boat, car, on foot, or with a pair o home-made Icarus-style wings, you need to have that option or you're not taking survival seriously.
As for being better trained/prepared/equipped, that is not an advantage that will last you very long. WHen I was rehabbing from an injury I did a brief stint at Ft. Benning training infantrymen in One Station Unit Training. It takes all of a few months of training to turn "sheeple" into effective soldiers. And if they're starving and scared they will be very easy to conscript and to motivate. I can turn person who has never touched a gun into an expert combat shooter in that time. A few months, maybe I can do it in a few weeks. This has happened so many times in so many places that if I started listing them here the post would be ten pages long.
The new power, whatever it is, will have virtually unlimited manpower because of this. If the new power doesn't like you for whatever reason - maybe your race, religion, political beliefs, or ownership of land - you're not going to be able to protect yourself and your only hope to survive is going to be to run for it. If it decides to make scapegoats out of the people who are living in the country on farms, then those people are all beyond screwed.
Food for thought.
