Adventitial cystic disease of the venous system is an uncommon pathology. The diagnostic workup, therapeutic options, and long-term outcomes are not well delineated. We present a case of a 37-year-old male who had an incidental finding of a cystic structure compressing his common femoral vein. Initially, the cyst was aspirated, but because of recurrence and new symptoms, the patient required surgical excision.