When wait for your AA departure at San Juan you'll almost always see one or more DC-3 departures. I don't know whether they are flightseeing or freight. For years you'd see Air Haiti C-46 freighters at SJU. There is an area east of the pax terminal at SJU that has a number of oldies in various states of repair and disrepair.
Winair (St Maarten) has retired their high-cycle DHC-6 Twotter. IIRC, it had around 130,000 cycles.