not the cheapest but easy to do in one Saturday...
Boston (BOS) to Orlando (MCO) - Sat, Dec 29
Boston (BOS) to New York (JFK) - Sat, Dec 29
American 1915 Dep: 10:10AM Arr: 11:25AM 1h 15m Boeing 737 Economy (G)
Layover in JFK 3h 25m
New York (JFK) to Orlando (MCO) - Sat, Dec 29
American 1813 Dep: 2:50PM Arr: 5:55PM 3h 5m Boeing 757 Economy (G)
Orlando (MCO) to Boston (BOS) - Sat, Dec 29
Orlando (MCO) to Miami (MIA) - Sat, Dec 29
American 1701 Dep: 6:45PM Arr: 7:55PM 1h 10m Boeing 757 Economy (Q)
Layover in MIA 1h 5m
Miami (MIA) to Boston (BOS) - Sat, Dec 29
American 1252 Dep: 9:00PM Arr: 12:05AM 3h 5m Boeing 757 Economy (Q)
Sun, Dec 30
Cost per passenger (including taxes & fees) $448.20
Total cost for 1 passenger $448.20
I built it on ITA Matrix seems to be a combo of a BOS-JFK, JFK-MCO and MCO-BOS fare...
This should give you 3202 x 2 (DEQM) = 6404 miles