Basically you are talking about a safe house network for your family. I'd suggest you read Jefferson Mack's book "Underground Railroad". It's available from Paladin Press on sale for $6.30. Quantities are limited. You will find detailed information to help you answer many of your questions.
"The time for war has not yet come, but it will come and that soon, and when it does come, my advice is to draw the sword and throw away the scabbard." Gen. T.J. Jackson, March 1861
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