I doubt that they and their insurance company would let you fly to Puerto Rico. Bahamas, yes.
I checked this with FF and they said that minimum requirements are 250 TT or an IR - to fly on your own to Bahamas or to Puerto Rico etc.
Can go up to the Keys as PIC/P.1 but for Bimini would need an Instructor for paid at a day rate and all incidentals/expenses.
So I guess I will stick to FL and surrounding areas and got to the keys as the furthest destination.
Scoobs