A 750ml bottle gives you ~16 drinks; a 1.75L "handle" gives you ~39.

This is the most important question to ask. Some retailers allow you to return unopened, unchilled bottles. This lets you over-buy slightly so you don't run out, then get your money back on the extras.

Costco and Sam’s Club are the gold standards. In many states, you don't even need a membership to buy alcohol.

Before you pull the trigger, ensure your venue allows . Some charge a "corkage fee" per bottle, which can sometimes negate the savings of buying in bulk.