So I checked it out and apparently we do have to change planes in SJU. That gives us a grand total of 47 minutes to connect. We aren't kids and don't relish running from gate to gate and JB apparently only has 1 flight daily from SJU to STT with the other connections for the day being on Cape Air.
Will JB protect us on Cape Air if we don't make it? Would they likely let us rebook a split connection flight ie: out of FLL or MCO the night before to SJU or would they likely charge us the change fee since we were silly enough to book this in the first place (although it was offered on their website but I should have looked more closely at the connection) ?
Or does everyone think Im worrying over nothing?