Couple of pointers:
1) Costs vary widely. We pay $0 when on the hook but have paid as much as $2700 a month to be in a slip in
Key West. It can be double that.
2)
Hurricane season officially ends in Florida November 30 but your
insurance may allow you to enter as soon as November 1st. If you have a
hurricane rider you can be in Florida whenever you choose.
3) Make slip reservations ASAP - they fill up very fast. A year out isn't too soon.
4) Late season hurricanes do appear here and there. Consider where you would
haul out if one were to appear near you.
5) Northern Florida (above Cape Canaveral) can still get cold and rainy in January. Be sure to have some way to get heat.
6) Southern Florida (below CC) can get HOT in the
winter. Be sure to have some way to cool your boat.
7) Consider your
bottom paint choice. Lots of our waters have an abundance of nutrients that when combined with the warm waters produce a massive amount of bottom growth. If you are living in a slip for a long time you are going to want a hard
paint so that the diver can clean the bottom without rubbing off your bottom job.
8) You get 6 months in florida before you need to become a florida boat.
9) Try slip living up and down each coast, moving each month, so you can experience all florida has to offer.