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I wonder if it's possible to choose a route, time of year and container position that would almost guarantee container loss? Some people would be prepared to ship something a few times to have it lost at the bottom of the ocean I'm sure.

Perhaps easier to just bribe the captain?

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Well I suppose it depends on your intention? I mean scientists are dropping buoys and AUVs and what not in the water all the time, you might be able to convince one of them to toss it overboard for free. Also, there is a fairly big sub-industry of weather routing which have very sophisticated meteorological models and what not to help shipping companies route their ships around crappy weather to avoid losses to cargo and damage to ships. Some of the new ships though are so large that for the most part they're able to weather even the larger storms a bit better so they're just going through instead of around. Save some fuel, lose a container, probably an environmental tie.

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