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I'm in the Bahamas now (MYLS) and these things are personal but the risk exposure is both objectively and subjectively reduced in a Skymaster and I would not do this very happily in a piston single.
There is enough risk already eg. build ups can happen quickly and the cells down here can be HUGE. Spent almost half an hour flying around one the day before yesterday. Also NEXRAD radar will show nothing because it does not go out this far. Satellite nexrad cloud coverage ends east and south of Puerto Rico which is not a bad surrogate in helping to get from a to b.
I like pressurization - often fly in the teens and my dog can't wear O2.
Off across the little pond to Bonaire tomorrow.
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