在这部何以飞翔剧情/爱情/家庭片中,1999年澳门除夕，刚从大学毕业的何以翔（邓加乐饰）急盼离开这座小城，去台湾追寻自我——美术教学的梦想。当年母亲(李乐之饰）曾因父亲（秦显伟饰）固守粤剧梦，而选择长期赴台打工养家，使他从小感觉被遗弃。但当他视为至亲的女友成美（邓嘉欣饰）告诉他，澳门才是她的家时，他无奈留下教美术。
以翔率真激情的教学方式，导致他差点失去工作，挫败的他发誓不再重复父母的错，他要赚足够的钱，为成美和孩子买房。他辞职去赌场做荷官，拼命工作直到成美离开，他才猛然觉醒——他越拼命保护家人，越是让家人更疏离。
究竟要走到何处，才有回家的路？
It is New Year's Eve 1999 in Macau. Ho Yi-Cheung just graduated from university and is anxious to leave the confining island to teach art and find himself. Yi-Cheung has been haunted by a sense of abandonment ever since he was a child when his mother left for Taiwan to work and support him and his father, a failed Cantonese opera singer. However, when Yi Cheung's lifelong girlfriend Mei tells him that Macau is her home, he reluctantly agrees to stay. He becomes an art teacher in Macau, but his passionate, honest, and raw approach nearly costs him his job. Feeling like a failure, Yi-Cheung vows he wouldn't repeat his parents' mistakes and decides that what matters most is making enough money to buy a house for Mei and their growing family. He becomes a croupier at a casino, working such long hours that he completely neglects his family. It isn't until Mei takes the kids and leaves that he realizes she never wanted a big house-she only wanted the same thing he always wanted: for the family to spend time together. That's when it hit him-his fear of losing Mei has caused him to lose everything. Will get back into art and unchaining his passion that Mei had always championed when they were young be enough to show her that he is the person she always thought he was?
理想与现实。生活离理想还有多远？。《何以飞翔》最美的相守。携梦想以飞翔，含温暖以前进。“成美”：成他人之美。《何以飞翔》：有关于小人物的自我救赎。何以飞翔，唯有家庭。故事是治愈原生家庭创伤的良药。
