If I buy a couple of bottles of liquor in Maryland where it is cheaper and then transport it to my home in Florida is that legal or considered bootlegging?

Answer 1

Yes, that's totally legal, as long as it's for personal use, or as a genuine gift to someone else. If you were buying vast quantities (more than could be explained as personal use), or were doing it strictly as a third party for someone else, then you could get into trouble.

On a side note, 'bootlegging' is the production/sale of counterfeit items. 'Smuggling' is the practice secretly bringing items into a country, to evade duty taxes.

However, it is illegal to transport alcohol across the borders of some counties and other legal jurisdictions.