Britt Belladonna, a workaholic employed at a cruise company, is sent on a rival company's cruise to dig up dirt on the competition. It seems like an easy enough assignment: go on the cruise, figure out why this company is drawing in more customers than the cruise line she works for, and create an amazing report that will earn her a promotion.
While on the cruise, however, she learns it's for singles and everyone on board is looking for love. As a single businesswoman, she has no desire to engage in any romantic endeavors. But her roommate Jamie Lyonne, a total slacker Britt had the displeasure of meeting in college, has a different idea. Jamie wants to experience everything the cruise has to offer, and drags Britt through all the different excursions. Water parks, ziplining, snorkeling ... Jamie wants to do everything, and Britt goes along with it under the guise of secret research.
Soon the lines blur between what's strictly business and what's for pleasure. Jamie's bright personality starts to melt Britt's walls, and Britt begins to fall for her frustratingly easygoing roommate. Is it worth it for Britt to turn away from everything she's ever known and take a chance with Jamie? Or should she continue her workaholic ways and let her feelings for Jamie fall by the wayside?