Ahoy mates,
Night surface attacks are historically accurate, but it is not really possible to make attacks resembling those in the WW2 sub skipper's memoirs in SHIV as it is now. Why? Japanese warships can detect you with their
air-search radar from long range.
See discussion here:
http://www.subsim.com/radioroom/showthread.php?t=112994
As best I can tell, a radar/visibility mod is needed to make realistic night surface attacks possible.