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It sounds like what you need to think about is a two boat progression. A first boat that is good for the ICW and coastal waters, that would not be too difficult to sell later. And then a bluewater boat for your more adventureous plans.
The reasoning here is that from the first boat, you'll learn what you need for the second boat. You also might want to do some research on sailing north up the West Coast.
__________________
John
Ontario 32 - Aria
Free, is the heart, that lives not, in fear.
Full, is the spirit, that thinks not, of falling.
True, is the soul, that hesitates not, to give.
Alive, is the one, that believes, in love. JCP
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