Anglers would do well to fish during the week. Certainly you can find fishing on your own, but nothing beats a day with a good saltwater guide. Guides know the flats, the tides, the flies, and the fish. And they have the right boats to put on top of fish. Here, a boat is about as important as your best fly rod and reel.
Weather is a deciding factor on fishing anywhere.
In Florida, the spring months of April and May are generally more cooperative. Anglers from the cold north often plan fishing trips to Florida in January and February hoping to escape the cold. It's a shot in the dark at this time of year. The fishing could go either way depending on the weather. The later in the spring, the better your chances.