After losing her partner, a travel writer places a personals ad in the newspaper in search of a travel companion to Italy. She interviews several interesting characters, with their own stories, at a coffee shop. She also meets the waitress, a graduate student, who keeps serving her coffee. We also meet the writer's quirky sister who urges her to open her heart. Just before the writer and the waitress leave for the airport, they both realize their mutual love of writing as well as discovering one is on her way to Italy while the other is on her way to Little Italy. They agree to meet up for coffee in the future.