Neonicotinoids (NEOs) and fipronil are widely used in pest control, but their spatiotemporal distribution and risk levels in the “river–estuary–bay” system remain unclear. Between 2018 and 2021, 148 water samples from rivers to inshore and offshore seawater in Laizhou Bay, China were collected to investigate the presence of eight NEOs and fipronil and its metabolites (FIPs). Significant seasonal variations in NEOs were observed under the influence of different cultivation practices and climatic conditions, with higher levels in the summer than in the spring. The average concentrations of total neonicotinoids (ΣNEOs) and ∑FIPs decreased from rivers (63.64 ng/L, 2.41 ng/L) to inshore (22.62 ng/L, 0.14 ng/L) and offshore (4.48 ng/L, 0.10 ng/L) seawater of Laizhou Bay. The average concentrations of ΣNEOs decreased by 85.3 % from 2018 to 2021. The predominant insecticides in the study area were acetamiprid, thiamethoxam, imidacloprid, and fipronil sulfone, with a gradual shift toward low-toxicity and environmentally friendly species over time. Influenced by agricultural intensity, ∑NEOs were mostly distributed in the Yellow River, Xiaoqing River, and their estuaries, where they pose chronic ecological risks. However, FIP exhibited high risk in certain rivers and sewage treatment plants owing to the use of animal repellents or landscape gardening insecticides. This study provides evidence of the transfer of NEOs and FIPs from rivers to the ocean and also clarifies their transition dynamics and changes in risk levels from rivers to oceans. Additionally, the study offers data support for identifying critical pesticide control areas.