Heartbreak Island will set hearts racing and temperatures rising when a group of single guys and girls put everything on the line to find their perfect match and be in the chance of winning $100,000. Beforehand, they have already been able to rate each other online and tick their favorites. On the island it is checked whether there is a match or not. The lucky ones are linked to their favorite date and the less popular ones have to make do with the leftovers. Then the game really starts. Every week, the couples have to do a few challenges together, where the losers threaten to leave the island unless they are saved by their competitors.

In Taiwan, a young woman, Lin-Lang, is released from prison after serving ten years for terrorist activity. She had turned to bomb making in grief after her mentor and lover, An Rong, who was also her university professor, was arrested for political activity and, she presumed, executed. In prison, she learns Rong is alive, and she maintains her spirits and sanity for the years in her cell by holding imaginary conversations with him. When she is released, she discovers he is married, has a child, and lives conventionally. She finds him; he's not happy to see her. How she reacts to losing the center of her life becomes the subject of the film.