Forgive me if I am wrong, but you may be a little inexperienced with boating?? Is this your first boat? If so then DON'T head out in such a small boat even if the wind and swells are down. Gain experience in the bay first. Try some rougher days inside the bay but be careful. If you decide you are going to venture out, try to arrange another boat company to stay close by.
Incidently, you should be able to catch legal fish (and even some monster fish) inside the bay on almost every trip. Try some of the well known charters on the bay for a day. Trust me, you will thank me later.
Cheers
Eddie