Join Date: Feb 2010
Location: Narragansett Bay
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Re: Hopes and dreams. Is this realistic?
I would find the job first. Will it be a suit and tie job, or jeans and t-shirt or between? It could impact how much hanging storage, how clean and dry, etc, you need. A salary will also give you a better budget for fixed costs, like marinas or moorings.
While boats are mobile, by definition, the only exception is when they have to be moved! Find a job a couple of hundred miles from your new boat and that will be the week that weather or mechanical failures prevent the move. You should also research the availability of live aboard marinas in the area of your job search. They are sadly becoming fewer. Reportedly, you can forget living at anchor in FL these days.
Some final unsolicited advice. Don't buy a sailboat to live aboard, unless you actually plan to sail it frequently. That means, don't buy a fixer upper that you'll never get back into shape, while working all day. Keep her clean and neat and sail ready, not covered in crates of stuff that doesn't fit aboard, which your neighbors would despise. If you don't plan to leave the dock, get a houseboat, which are bigger and more comfortable.
Your goals certainly seem attainable and realistic, given your experience and assets. Much better than the crowd that wants to sail around the world on their $5,000 cruiser with no experience!
Best of luck. Stick around and let us know how you're making out.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.