Fair enough, I do realize this is possible ! ( especially when you are flying to developing countries ). But you hinge on your luck to not get caught ( and depending on your 'navigation skills' - you can get out of the scenario ).

I m only curious to know about the "legalities" involved ; I m pretty sure this would have been addressed in the pitch. I was only looking for an answer that said : Here are the countries and Here is a list of things you can carry to those destinations without breaking any law.

Or if this fell into the "break first, fix later" philosophy of other shared economy startups as well.

You want to look at customs declaration forms and the penalties for lying on them.

The consequences will vary by country although the forms themselves are very uniform in my experience.

Every single item has some tax on it, however things like your clothes and personal possessions may be excluded at the customs' official's discretion.

Lying on those forms or omitting things you are required to declare is illegal and punishable with prison.

http://www.criminaldefenselawyer.com/crime-penalties/federal...

By the way this is what a legal version looks like:

http://aerocasilla.com/

I buy something on amazon, they send it to AeroCasilla's warehouse in Miami, AeroCasilla bring it to Costa Rica and their customs and text me when I can pick it up.

I suppose you pay additional shipping to AeroCasilla ( for shipping from Miami to Costa Rica ) & also pay additional customs at the port of Entry ?

Yes that's it exactly. They bill for shipping + their service, and pass on the fees customs charge for the items.