I have observed the radar over cuba that is from the key west long range and the rain is moving southeast to west northwest (sort of), the rain over Central Florida is coming in from the southwest in an almost training effect. My understanding is that high pressure falls into low pressure, so going against dry air would be like attacking a brick wall assuming pressure gradients are far enough apart. That might have the center, if there is one, crawling up the east coast of the Yucatan as opposed to crossing it. I am not going to try to guess whether there is a closed low or open low or whatever. This is just some faint memories of flight ground school back in the early 70's and I may have all the meterology I learned backwards or not at all at this point.