Syphilis rates in the United States have had a dramatic increase in the past 10 years. Incidence in 2018 of primary and secondary syphilis was 10.8 cases per 100,000, a 71.4% increase from the incidence in 2014. With the increase in incidence of primary and secondary syphilis awareness of the complications of this disease are paramount. A rare complication is ocular involvement. We present the case of a 60-year-old man who presented with ocular syphilis. Given the emerging public health concern of this illness understanding rare presentations is essential for contact tracing and infection control