Do you have someone to leave the kids with for a week or so?
A good delivery skipper who can teach as well and a plan to launch from New England to Cape May would do wonders for your skills, experience, and self-confidence. The knowledge that you don't need to break a passage up into baby hops and the belief you would develop in your boat would be grand. It also gets you a bunch further South a lot faster.
You could drop off the skipper and collect your kids in Baltimore and do the day hops from there all the way to Florida, secure in your abilities at that point.
Importantly, you'd be in the position to *know* that you can do an overnighter or a several-day passage if it makes sense.
sail fast and eat well, dave
beware "cut and paste" sailors.
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