This is just on the edge of thinking it is a troll.
Plenty of folks are adventurous, but basic common sense would question being in a small sailboat in the Northeast in Jan, particularly as a novice.
If not a troll, then the trip should obviously be done in warmer weather. Buy a book on or google navigating the intracoastal waterway and study it all winter.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.