I agree, road cruising shortly after a hurricane or tropical storm can produce some great results, however, it is easier said than done. The hard part is finding a road that is open. If it is a park road, they are usually closed after hurricanes and most other roads are usually blocked by fallen trees, downed powerlines, or deep water. And even if you do find a passable road, most if not all gas stations are out of gas for several days after the hurricane hits. Do you really want to spend what's left of your gas road cruising?
To answer the original post...
Yes, snakes can be found all year around in South Florida. I actually prefer the winter since I can field herp most of the day without it getting prohibitively hot like the rest of the year. Road cruising is also effective during winter months, provided that the ambient temperature is not too cold. I won't go if the temps are going to be below 70 during cruising time. There are plenty of nights in winter when the temps stay above 70 until 10 or 11pm. Good luck and take pics.