When aspiring journalist Erin (Drew Barrymore) moves to San Francisco to finish her last year of school, her boyfriend Garrett (Justin Long), an assistant music scout, stays in Manhattan to pursue his ambitions and wait on that promotion he's been promised. With a webcam connection and frequent flier miles, the two gamely navigate the pitfalls and miscommunications of their bi-coastal, long distance romance, dodging bad advice from friends and some predatory singles who won't take "taken" for an answer. But when it seems their wait is almost over, Erin scores her dream job in California just as Garrett's career heats up in New York. The big breaks they've been hoping for could break them up for good...unless their love can truly go the distance.