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I feel like many of the posts above offer piecemeal advice. I've flown to Bahamas and beyond from Florida. Here's a step-by-step. 1. Pick your destination in the Bahamas. Your initial landing needs to be a Bahamas airport of entry (AOE). There are lots of these, but not every airport is...

I don't believe ATC controllers are aware of whether you've filed a VFR flight plan.