I agree with the things that have been said Here are things I found about an island boat that are musts.
1) high freeboard, 2) washable fiberglass floor, 3)good helm coverage, 4)bow that can be closed in, 5)good space in the cockpit, 6)some place to fit long items.
This being said I opted for a Wellcraft bowrider with a canvas bow cover that I still own. It worked perfect. They are not making them any more.
In FL, I had Grady White which would have worked. If you can afford a Grady go for it.

Perfect rough weather boat with good space.
I now have a Seawhirl (Thurstons) which would also work.