For Head Boat, pick a nice day (not too windy) and the weekdays. Don't know about the summer. I hear there are lots of tourists. I have gone in the past during the fall and once in the middle of January. You get mostly seabass and later in the fall togs and larger seabass. I once hooked a nice bluefish and I have seen other people catch flounders and amberjack. Bottom fishing for seabass is more catching than fishing. Seabass don't put up much of a fight espcially with the type of equipment that must be used in depths of 60-80 ft., but the meat is delicious. Most of the time during the weekend you'll be packed in like sardines in the boat.