Greater sound speed variability has been observed at the New England shelfbreak due to a greater influence from the Gulf Stream with increased meander amplitudes and frequency of Warm Core Ring (WCR) generation. Consequently, underwater sound propagation in the area also becomes more variable. This paper presents field observations of an acoustic near-surface ducting condition induced by shelf water streamers that are related to WCRs. The field observations also reveal the subsequent disappearance of the streamer duct due to the passage of a WCR filament. These two water column conditions are investigated with sound propagation measurements and numerical simulations.