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Questions about flying into the Gulf of Mexico.

Memphis Blanks

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Although I've watched videos of flying oceanic, I have two questions remaining about flying in a certain region with a body of water in it.
1. To enter the Gulf of Mexico in controlled airspace do I need to acquire oceanic clearance to enter, and if so, do I need to do it 30-40 minutes before?
2. Do I need to make position reports every time I pass a waypoint?

As an example, I'm flying from Houston to Miami over the ocean in the Gulf of Mexico.

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