A história é situada na cidade praiana de Chesapeake, fundada por três irmãos O’Brien, de origem irlandesa. Ao longo da série, o público acompanhará a vida dos membros da família O’Brien que, após anos sem se verem, se reencontram na cidade, onde tentam criar um relacionamento e laços afetivos.
Abby O’Brien Winters returns to her hometown of Chesapeake Shores, Maryland, after receiving a panicked phone call from her younger sister Jess, who has renovated the Inn at Eagle Point. Abby’s demanding career, divorce and young twin daughters, has kept her busy to even think about the town her father built. Saving her sister’s inn from foreclosure means dealing not only with her fractured family but also with Trace Riley, the man she left ten years ago. He initially is an obstacle but becomes an unexpected ally and a second chance at finding love