I'm here in St. Pete too. I know guys that pick their days with boats that size. If they were "experienced" I cannot for the life of me understand why they would go out, knowing a front was coming like that. If you have a boat that size you have to be, very, very, careful about how far offshore you decide to go on any given day. Not only that, but if you do decide to run something like that 50 miles out, you need to have a means of relaying a distress signal.
My Dad has a boat that size, but I wouln't take it out that far without knowing that I could put out a distress call that would reach someone. Anything can happen out there. Besides the weather, you could easily have electrical or mechanical issues. The Gulf is typically a lot flatter than the Atlantic, but you can't take it for granted. Especially in a boat that size.
With that said, I really feel for those guys and their family. The ocean is a huge, unforgiving, cold, place. I spend a lot of time on the water and can't imagine how bad it would suck to go that way. My prayers are with them.