Four college buddies find themselves on the adventure of their lives, when on the morning after a Las Vegas bachelor party, they end up stranded deep in Mexico penniless, being chased, falling in love, and fighting to make it back across the border in time for the wedding.

Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.