To better understand the impacts and the associated conditions on safe and efficient passage by commercial ships, Automated Identification System (AIS) data was queried over a three month period using the Department of Transportation’s Seavision 2 web application. Ship track data from transits with speed reductions and course alterations in the Gulf Stream were downloaded for further investigation. A 20% speed reduction from the observed average and at least a 15 degree heading change were considered significant. Roughly two thirds of the 120 ship tracks displayed significant speed reduction and/or heading changes. The environmental conditions at the time of these significant events were further analyzed using Advanced SCATterometer data (METOPS-A and B), satellite altimeter data, archived OPC Atlantic Surface Analysis Loops, and archived Wind Wave Analysis charts. In addition, point data from numerical analyses, hindcasts, and short term forecasts from the NOAA Global Data Assimilation System (GDAS), WAVEWATCH III wave model (NWW3), and Global Real-Time Ocean Forecast System (GRTOFS) were examined to better understand the larger scale wind, wave, and current conditions occurring during each event. The results of these investigations will be presented. Existing gaps in both observing capabilities and prediction tools will also be discussed.