Not quite. A pint is a half of a quart, or QUARTer-gallon. A "fifth" is a fifth of a gallon, so a pint is an eighth of a gallon, while a half of a fifth would be one-tenth.
Short answer is yes. But where are you? laws differ. Some places its illegal simply to possess liquor. I did a google search 'deliver liquor" and found info that says you can do this in Australia,...