Two friends. Ten trips. Their last chance to fall in love... Two friends, Poppy and Alex, navigate the complexities of their relationship over a decade filled with annual vacations that serve as pivotal moments in their lives. Initially meeting with mutual disdain twelve years ago, their bond evolves when they accidentally share a ride home from college, leading to a pact of one vacation together each year. Throughout their trips, key events unfold: Alex confronts his fear of flying while Poppy offers support, and a drunken night in New Orleans nearly results in matching tattoos. However, two years ago, a significant fallout disrupts their friendship. This year, Poppy makes a bold request for one last vacation, hoping to redefine their relationship and face the uncertainty of their future. "People We Meet On Vacation" is a poignant exploration of love and friendship, appealing to fans of romantic comedies like "When Harry Met Sally" and "One Day. " Set against the backdrop of beautiful destinations, this narrative balances humor and emotional depth as Poppy and Alex confront their true feelings, setting the stage for a life-changing trip.