Well the best months for riding are typically late September through until about early April in the NE part of FL, down south it tends to stay warm year round, but the summers are longer and more brutal down there too.
In the fall it can fluctuate and be 75 one day and 96 the next, same for early spring as well, then you'll get random cold snaps at night for a few weeks. But generally it's a good time to ride except for June, July, and August when it get's far too hot to do anything during the day.
We also sometimes go through droughts and will get firestorms, but this year has been very wet already as was last year so the fires are probably not going to be an issue this year.
We also have severe surprise thunderstorms and the occasional lightning storm. We haven't been directly hit by a hurricane in a very long time, a few mid-category tropical storms, but nothing brutal. I don't bother to evac unless it's a category 4 or stronger hurricane and I'm 15 minutes from the beach, but I'm also on high ground. So long as you're not in a flood zone you should be good.
I love December for riding, especially further south. Let's put it this way, I can go to Disneyworld around Christmas time in jeans and a tee-shirt and not break a sweat most years. Last year I was in shorts and a tank top and was comfortable in the sun and in the shade, low to no humidity and just warm enough to be comfy. Perfect riding weather.
Ask away, I love answering questions.