Kirk Ellis wrote in message
Anyone have any advice, experiences? We are mostly curious about the
overwater flight from Naples (life vests and survival equipment) and
across the ADIZ and about transitioning through, over under or around
Miami's airspace.

To go direct from APF to EYW, you will need to be on a DVFR flight plan.
When activating this flightplan with St. Pete radio, they will assign you a
transponder code that you will squawk until reaching EYW unless ATC assigns
a different code. Life jackets are not required for Part 91 operations, but
are strongly advised.

Transitioning through MIA's Class 'B' is done easiest by staying at or below
1000' and following the beach.

D.