Wolfpack is quickly becoming my favorite subsim, it may be "early access", but all essential features are already in game.
Now on BHs particular question, yes, you can carry out realistic night surface attacks. It is possible to sneak to within 1,000 meters of merchants in a convoy on the surface at night without being spotted. Night, especially with no moon is suitably dark.
Escorts are not blind, however. If you are spotted by one, expect starshells to be immediately fired over you, at which point the life expectancy of your sub goes down dramatically...
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