Well, good luck with that and I would not make it a slow trip. You will be freezing your butt off in NY by the end of November and fighting nasty weather
to get south from there. When it does get warm by the time you get past Florida
, you will be in the winter winds heading into the Caribbean
. The offshore weather
between the ABC's and Columbia
that time of year is not to be trifled with.
You could indeed have an interesting trip. But it is doable - just watch the weather and go long if you have a window.