Just to be obtuse and for U-Boat gameplay Aces of the Deep with the Med addon run in the DOS Box.
Wolfpacks on-call and in season with active convoy shadowing, in-game sunrise/sunset times provided, a reasonably (for 1994) interactive BdU, provisions to abandon the boat and be captured or rescued, Types II, VII, IX and XXI (the latter with radar), U-Tankers at random locations, air-dropped acoustic homing torpedoes, Foxers and CAT Gear, zig-zagging convoys that don't scatter, Hedgehogs and Squid ASW mortars.
Sadly most of these features have vanished in the intervening 16-years and yes before the flames hit, in some ways AOTD has not aged at all well.
Otherwise a modded SH3 or SH4 as solid runners-up.
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