The appropriate use and interpretation of passive acoustic data for monitoring the Critically Endangered North Atlantic right whale Eubalaena glacialis (hereafter right whale) rely on knowledge of their calling behavior and how it varies with respect to time, space, demographics, and observed behavior. To assess such relationships in a habitat of increased management importance, sonobuoys (disposable drifting hydrophones) were deployed in the Gulf of St. Lawrence, Canada, to record sounds from aggregating right whales during visual aerial surveys in the summers (June through August) of 2017 (n = 8), 2018 (n = 13), and 2019 (n = 16). Upcalls, gunshots, and various mid-frequency (250-800 Hz) tonal calls were compared to demographics and observed behaviors of concurrently observed right whales using correlation matrices, linear regressions, and generalized linear models. Our results show that (1) call rates increased from June to August for all call types; (2) calling rates were associated negatively with observed foraging behavior and positively with observed socializing behavior; (3) upcalls were occasionally produced at higher rates (>20 calls h-1) when in association with gunshots and tonal calls; (4) acoustic monitoring did not always detect right whale presence at fine timescales (2-6 h), but presence estimates were improved when multiple calls types were considered; and (5) calling rates were too variable to provide reliable density estimates of observed right whales. These results have important implications for the interpretation of passive acoustic monitoring in this habitat and provide evidence that some whale behaviors (e.g. socializing) may be reliably inferred from acoustics alone.