Re: Finger Lakes,NY to Key West,Fl.
Kingston is probably another day's work from where you are. If you head up the Rondout creek, there are a bunch of water front shops and restaurants. Its been so long since I've been there, I have no recollection of depths. I do recall there being town docks, again a long time ago.
You may know this. The word Kill is Dutch for body of water. They settled that region. You'll find several of them along the route: Catskill, Fishkill, Spakenkill, Peekskill, Greatkills. PETA once petitioned to have the town of Fishkill's name changed to Fishsave, suggesting the name promoted cruelty to animals. True story. They were laughed out of town.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.