The Greek hero known for journeying to the underworld is Orpheus. He descends into the underworld to retrieve his beloved wife, Eurydice, using his enchanting music to charm the guardians of the realm, including Hades and Persephone. However, he ultimately fails because he disobeys the condition of not looking back at her until they reach the surface. Orpheus's tale highlights themes of love, loss, and the boundaries between life and death.