Maybe it's because I've been lucky, but I've never ever had much of a problem flying into STT. I've used the Red Hook ferries, and it always seems to be no problem catching the last one. The "taxi" (Van) ride is quick. Quick enough to have a beer in Red Hook while waiting for last ferry over. Ferry is reliable and I like that little start to the trip.

Oh, and I don't much like flying through SJU either. Can be a crowded mess, with cruise crowds flying through there. Flying straight into STT is cheaper of course too. I suppose flight schedule may not work for some, but it's always perfect for me.