An 83- year-old male presented with intermittent hematuria and obstructive symptoms. A CT scan of the abdomen and pelvis showed diffuse thickening of the urinary bladder and a large 10 cm liver mass. Histopathological examination of bladder biopsy demonstrated two distinct lesions. The surface showed non-invasive urothelial carcinoma and the submucosa demonstrated metastatic hepatocellular carcinoma showing bile pigment and expressed Hep Par 1 and CD10. To the best of our knowledge, this is the first case report of synchronous transitional cell carcinoma and metastatic hepatocellular carcinoma of the urinary bladder.