I'm sure Florida wins out hands down on being the boaters paradise. I'm wondering why you don't see more about boating in Hawaii. Expense was my main thought, but then if you can afford Hawaii you can probably afford a boat in some for or another, but that was just a guess.
We were in Hawaii recently, and I saw that the surf was partially brutal, great for surfers, but not for going out in with a small boat. That said, Florida has the best boating weather (most of the year) that I could possibly want.
Now, if I could just get out there and do more of it.