Capture Captian Gentry "Port Royal Crime Wave(hard)"

[Jack I]

Usually I'm the one giving help, but in this case I just have to ask for it.

I'm at the very end of "Port Royal Crime Wave(hard)", and it's telling me to capture Captian Gentry from a 13+ Navy ship. This is my 3rd day on the quest so I have to ask, is there a minimum boat I can plunder to find him? I've sunk 7-8 lvl13 Greyhounds and a lvl 18 Centurion and he isn't appearing anywhere. As I said above, this is my 3rd day on the quest and I'm beggining to think that theres a certain type of boat that I have to atleast sink to get him...

...then again, it could always be bugged.