One way car rental (x 2) sounds decent. I saw that you are from PA but no clue where so I used PHL as a pick up point (but off airport might be cheaper) and JFK as a drop off...around $100/day airport to airport. plus one night in a hotel (Sunday before departure)
Complicated....
..and to add to the complication <img src="http://www.traveltalkonline.com/forums/images/graemlins/Wink.gif" alt="" />
Delta has a R/T N/S flight PHL-JFK that arrives 654am Monday (6a PHL departure) for $229...$460 for two.(I used 6/4)..maybe skip the Sunday hotel stay AND the car ride...also same on Sunday but you will add the hotel stay...separate ticket so a bit of a pain
(PHL-SXM n/s or even with a stop would have been better though)
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