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@Jim Carpenter, well this may be a 5-10 year plan, if I need part 135, 1200 hours for VFR, etc. Thanks everybody for the advice so far. @Tantalum I live in Atlanta, so the concept would be to fly down say to the Keys with just personal gear, and then utilize a local dive operation for the...

I figure it would best if I had an instrument rating and a suitable aircraft. I hear that a single-pilot 135 is much easier than a multi-pilot one, but I'm guessing it is a lot of effort and cost to get that done.

Yes, definitely flying after diving would be taken into account. Most likely the last dive would be a single dive in the morning with departure the following morning. With a small plane over a place like Florida there is definitely an opportunity to keep the altitude low but there isn't any...

I know the best answer is to go pay an expert, but right now I'm just spitballing on whether or not I can combine my interest in SCUBA and flying into a business. I'd like to at least direct my informal research without having to consult a professional. Specifically, as a PADI Divemaster and...