A hard-working small business owner (Vince Vaughn) and his two associates (Tom Wilkinson, Dave Franco) travel to Europe to close the most important deal of their lives. But what began as a routine business trip goes off the rails in every imaginable - and unimaginable - way, including unplanned stops at a massive sex fetish event and a global economic summit.

Something's wrong at the Rileys. Married nearly 30 years, Doug and Lois rarely talk. She doesn't leave their Indianapolis home, and she's ordered a gravestone with their names and birth years on it. He has a long-time Thursday night mistress whom he invites to go with him to a plumbing supply conference in New Orleans. Once there, Doug calls Lois to say he's staying for a while. What's he leaving behind and what's he looking for in New Orleans? And Lois, can she break out?

Two junior executives on a six week business trip, both of whom have been recently hurt by women, devise a horrible plan to get even with women for their past hurts: They intend to find, romance, and then dump a vulnerable woman. They choose Cristine, and for a while all goes according to plan. However, it soon becomes clear that things are not as simple as they think.

Magazine publisher Van Stanhope is a hard-working, dynamic executive very happily married to his beautiful wife Linda. Although their relationship is is built on unconditional trust, friends caution her about the dangers of allowing Whitey, her husband's extremely sexy secretary, to continue to have access to him. Even Van's mother warns Linda that Van's father philandered during their marriage, and Van, like all men, will eventually succumb to opportunity and temptation. Although Whitey has a faithful boyfriend, she secretly harbors unrequited feelings for her boss. When they take business trip to Havana, circumstantial evidence convinces Linda that the rumors she's heard may have a basis in fact.

New Orleans businessman Michael Courtland's life is shattered when his wife and daughter are tragically killed in a botched kidnap rescue attempt. Many years later whilst visiting Italy he meets and falls in in love with Sandra Portinari, who bears a striking resemblance to his wife.