Boerhaave syndrome, or spontaneous rupture of the esophagus, is a complication of violent vomiting. Although the syndrome is rare, awareness of it is important because delayed or missed diagnosis can be fatal. Radiographic imaging, particularly computed tomography, is the mainstay of diagnosis, and endoscopy generally does not play a role. We present a case of Boerhaave syndrome diagnosed by computed tomography that was complemented by endoscopic direct visualization to optimize surgical management. True Boerhaave syndrome is extremely rare, and rarer still is an endoscopic view of a known full-thickness tear of the esophagus.