Louise "Lou" Riley agrees to tag along with her friends on a Valentine's Day cruise around Seattle's Lake Union. Donning their best 1920s attire, they board the old-fashioned paddle wheeler steamboat for an evening that's expected to be the bee's knees. Lou plans to shed her third wheel status onboard when she joins Nate, who she's been sweet on for months. But when a mishap sends the dashing (and single!) Landon Harper to her aid, Lou discovers that cupid may have other plans for her love life, and she and Landon share an unforgettable few hours together. Then, a surprise announcement sends everyone into a frenzy.

Will Lou and Landon live happily ever after? Or maybe Lou and Nate are meant to be? Find out where the cherub's arrow lands in Cupid on Deck, a roaring good time aboard a love boat reminiscent of the jazz age.