While trying to make his sister's wedding day go smoothly, Jack finds himself juggling an angry ex-girlfriend, an uninvited guest with a secret, a misplaced sleep sedative, and the girl that got away in alternate versions of the same day.

Englishman Adam and his American bride Sarah are about to embark on the romantic honeymoon of a lifetime in Venice, Italy. But when the newlyweds’ trip is gatecrashed by Adam’s excessively needy best friend, Ed, it inadvertently turns their perfect lovers’ holiday into a complete disaster.

Two sisters attempt to win over their terminally ill, difficult-to-please Aunt in hopes of becoming the beneficiaries of her wealthy estate, only to find the rest of their greedy family members have the same idea.