Another vote for Crashplan (paid user here).

You should be able to just setup two destinations for your two drives and you can bring your offsite one in whenever you want. Crashplan should automatically detect it and just back it up without even clicking an icon. Just make sure it always gets the same assigned drive letter. You probably already need that for your current solution.
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Christian
#40104192 120Gb (no longer in my E36 M3, won't fit the E46 M3)