I think in my 92' owner's manual, they've got the 1 tons GCVWR at something like 17,000lbs. If you're hauling for personal use, then anything under 26,000 gross shouldn't need a cdl. CDL's opens a person up to being a 'professional' driver, it sucks when it comes to wrecks, and often times automatically making you the at fault party; just food for thought.
With you being in Florida, isn't most of it flat? I'd think a non turbo'd would get you around okay even with the load you mention; of course slowly, but I don't think many need to drive like a bat out of hell weighing in heavy.
You definitely won't be legal with the low truck GCVWR, so you'd risk voiding insurance coverage in a wreck, and of course tickets, but I think most have been in that ballpark before. I'm not sure, but if you're doing this farm related, it's been my personal experience, that some police are a lot more tolerant of the folks growing our food when it comes to legal, or not legal.
Something interesting, is I was looking at the GCVWR of a new dodge the other day, they're advertising it at 30,000lbs.... But that's CDL territory, and I don't think a lot of folks realize that when buying such a truck.