Located considerable distance from the northwestern coast of Florida, Watertown is still vulnerable to the dangers posed by hurricanes. Its relatively low elevation and flat terrain make it particularly susceptible to flooding during hurricane season. The geographical position subjects Watertown to risks of tropical storms, which typically bring with them heavy rainfall, high winds, and storm surges. Flooding risk in Watertown is largely dependent on the intensity of rainfall during a storm event and is escalated by the town’s limited stormwater drainage infrastructure. Extended power outages and infrastructure damage are additional considerations that have historically occurred as a result of hurricane activity. Over the past 30 years, Watertown has faced several major hurricanes and flooding events. Most notably, the area experienced the disastrous impacts of Hurricane Michael in 2018, which, despite it making landfall on the western Panhandle, caused significant rainfall and subsequent flooding. Another significant impact occurred during the 1994 Tropical Storm Alberto, which caused severe flooding, resulting in extensive property damage. As climate change potentially escalates hurricane strength and frequency, it is recommended that Watertown reinforce its infrastructure resilience, especially the stormwater drainage system, and encourage residents to develop personal emergency and evacuation plans.