I can't really comment on 1) and 2),...
but for 3) the grids are simply selected at random out of a small list specific for a Flotilla and time period. (which probably resembled real-life history) There is no tactical or strategic consideration that leads to the decision of which grid to go to. You can choose your own desired grid to go to. Nothing in the game prevents you from going your own way and doing what you please.
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