Randy, a tired, unhappy airport worker does a random act of mischief with an unsuspecting passenger's luggage in his final days on the job. Sarah and Chris, a pair of sisters, and Steve and Cathy, a newlywed couple, meet in trying circumstances on a cruise ship. Sarah, an aspiring author, brings her sister along as she travels for literary fodder and to escape a failing marriage and a boring routine. Steve, a wealthy entrepreneur, spoils his glamorous wife with a trip to the Caribbean. The lives intertwine in anger, humor, and opportunity as the snafu throws their plans off-track. Once the cruise ends, serendipity has them meet again when they discover they all live in San Francisco. Obstacles develop and play out with the random act of mischief turning around with a surprising conclusion. Randy, the former airport worker turned courier, finally faces the hot seat in Steve's high-rise office at Jacob's Infrastructure when his past random act of mischief is found out.