I know around here where I live, it aint uncommon at all to get different answers from different wardens. Bout the biggest PITA to get straight answers from majority of em.
Florida is very cut and dry. They should have no problem giving you an answer.
Tresspass and no gun it is a first degree misdemeanor
Tresspass with a firearm it is a third degree felony.
If the land is properly posted for Agriculture, Horticulture, construction sites and other exceptions it is a third degree felony.
There is no right to retrieve dogs law in Fl. If someone catches your dog on their property they can notify the game warden and he can write a misdemeanor ticket.
There are other rules such as attractive Nuisance and whether trespassing a domicile. But those really dont pertain to hunting.