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One suggestion I might make is to get an estimate from a marina somewhere. Also specify an ablative bottom paint because with that type of paint, if you have enough coats on there, you won't have to repaint the next season. As for the reason to get a marine business to do it, if there is any problem with it they will have to fix it. If you put $200 worth of paint over $300 worth of barrier coat and something goes wrong then you are stuck with replacing the materials. And the labor. One more thing, make the first coat of paint a contrasting color to the rest of it so when the first coat starts to show through you know you need to repaint.