Still considering this assuming I can find something that's cheaper than my current living expenses in Norway - which should not be that hard. I checked out a few apartments in Las Palmas Gran Canaria and it looked like I could get a decent place of living at affordable rates. The only thing I feel holding me back right now is actually my girlfriend and having to give up my current place/moving my stuff. I've invited her to come along, but she's locked down here for a few years because of studies/career choices anyway. I'm considering just taking a few months at the end of the year as an experiment to see how I feel about it. GC might not be the most exciting location, but it might very well be sufficient for my needs and be a good starting point. Would also be interesting to hear from other people who've done something similar.
If you make enough money, taxes should not be a driving factor of where you want to live. If you don't make enough money trading and taxes are a concern, you need to up your game. Life is too short and you only live once. At the end of the day, you got to love where you live. I am happily living in California with its high income tax rate. Thought of moving to Nevada: LV, Reno, Incline Village... but decided against it.
The intracoastal isn't the ocean. But living on a boat at anchor to save money is a pretty miserable life, and I say that as someone who loves boats and has lived on one for months. I see the barely above homeless liveaboards and both feel sorry for them and a little pissed that they're probably shitting in the water and their boat is an eyesore. You don't want to be one of those people.
Barcelona airport has free internet albeit unstable and a free camping site where I saw many homeless and mentally ill locals stay there at night (pretending to be passengers), some sleep on sofas and some bring own airbeds.
My dad lived on a Hinckley for almost two years until some (literal) pirates tried to board the boat. He had an marine pump scattergun on board against their five shot revolver. He won, but he never boated or sailed again.