Bonnie Kimball needs to use up some of her vacation time, or risk earning the wrath of her boss, the owner of the Bon Voyage travel agency. The trouble is, Bonnie has no idea where she should go. Until the day Briggs O'Reilly walks into Bon Voyage looking for a refund on his non-refundable vacation to the Grandview Palms Resort in Florida because his girlfriend has broken up with him and he doesn't want to vacation alone. Bonnie has to explain the unfortunate situation to Briggs, who takes the bad news very well.

After Briggs leaves the agency, Bonnie is struck with what she considers a brilliant idea. She will follow the gorgeous man with the amazing sense of humor to Florida, perhaps help him through that just-been-dumped feeling, and see what develops. And maybe things would have worked out perfectly, had Briggs not invited his best friend, Conor Jones, on the trip at the last minute. Because Conor believes he can see right through Bonnie Kimball. And he's not afraid to let her know what he thinks of her and her devious plan.

Then Bonnie's situation gets even more complicated when she realizes she is attracted to both Briggs and Conor.