| Year | Name [1] [2] | Title | Theatre company/production | Ref. |
|---|
1992 (1st) | Chung King-fai | M. Butterfly 蝴蝶君 | Hong Kong Repertory Theatre | |
| Lee Ming-sum | Uncle Doggie's Nirvana [a] 狗兒爺涅槃 | |
| Ko Tin-lung | One of the Lucky Ones 伴我同行 [b] | |
1993 (2nd) | I Have a Date with Spring 和春天有個約會 | |
| May Fu Yuet-mai | The night rider 黑夜衝激 | |
| John Chung | Endgame 殘局 [c] | Seal Players | |
1994 (3rd) | Fredric Mao | The Legend of a Storyteller 說書人柳敬亭 [d] | Chung Ying Theatre Company | |
| Anthony Chan Kam-kuen | 瘋癲皇帝 lit. 'The Insane Emperor ' | Hong Kong Federation of Drama Societies | |
| Ko Tin-lung | The Mad Phoenix 南海十三郎 | Hong Kong Repertory Theatre | |
1995 (4th) | Fredric Mao | Children of the Wind 風中細路 | The Musical Company | |
| Dominic Cheung Ho-kin | Johnny Got His Guns 情危生命線 | 旭日坊劇團 lit. 'Rising Sun Theatre Company' | |
| Tang Shu-wing | Deathtrap 月黑風高殺人夜 | Exploration Theatre | |
1996 (5th) | Chung King-fai and Sammy Lam Lap-sam | The End of the Long River 長河之末 | Hong Kong Academy for Performing Arts | |
| James Mark | Death of a Salesman 推銷員之死 | Hong Kong Federation of Drama Societies | |
| Ho Ying-fung | Entering Miss Julie 元洲街茱莉小姐的最後一夜 [e] | Theatre Resolu | |
1997 (6th) | Chung King-fai | The Shadow Box 明月明年何處看 [f] | Hong Kong Repertory Theatre | |
| May Fu Yuet-mai, Lo Wai-luk and Pak Yiu-charn | And the Boat Sailed On 起航!討海號 | Amity Drama Club | |
| Ho Ying-fung | Miss Julie Doesn't Live Here Anymore 元洲街茱莉小姐不再在這裡 | Theatre Fanatical | |
1998 (7th) | Fredric Mao | The girl who turned the world upside down 跟住個𡃁妹氹氹轉 | 毛俊輝實驗創作 lit. 'Mao Chun Fai's Experimental Works' | |
| Jacob Yu | The Caine Mutiny Court-Martial 叛艦記WWII | Hong Kong Federation of Drama Societies | |
| Chung King-fai | 瘋雨狂居 lit. 'Mad Rain, Wild Home' | Hong Kong Repertory Theatre | |
1999 (8th) | Daniel Yang | De Ling & Empress Dowager Ci Xi 德齡與慈禧 | Hong Kong Repertory Theatre | |
| Victor Pang | Up he climbs, Down she crawls 狷窿狷罅擒高擒低 | Actors' Family | |
| Chung King-fai and Anthony Chan Kam-kuen | The Dresser 風雨守衣箱 [g] | Hong Kong Federation of Drama Societies | |
| Lee Ming-sum and Desmond Tang | The Wilderness 原野 | Hong Kong Academy for Performing Arts | |
2000 (9th) | Weigo Lee Kwok-wai | Cricket in My Life 三姊妹與哥哥和一隻蟋蟀 [h] | Prospects Theatre | |
| Fredric Mao | Forever and Ever 地久天長 | Hong Kong Repertory Theatre | |
| Chung King-fai | A Sentimental Journey 劍雪浮生 | The Spring-Time Group | |
2001 (10th) | Lee Ming-sum | The Top Restaurant 天下第一樓 [i] | Spring-Time Experimental Theatre | |
| Fredric Mao | Red Boat 煙雨紅船 lit. 'Red Boat in the Mist and Rain ' | Emperor Entertainment Group | |
| Poon Wai-sum | Hu Xueyan, My Dear 親愛的‧胡雪巖 | TNT Theatre | |
2002 (11st) | Lee Ming-sum | What a Blissful Encounter, Mr. Ts'ai! 幸遇先生蔡 | Chung Ying Theatre Company | |
| Dominic Cheung | Ng Wong the Swordsman 大刀王五 | Theatre Space | |
| Victor Pang | The Border Town 邊城 | Actors' Family | |
2003 (12nd) | Fedric Mao | Secret of Resurrection 還魂香 | Hong Kong Repertory Theatre | |
| Ko Tin-lung | Alive in the Mortuary 留守太平間 | Chung Ying Theatre Company | |
| Tang Shu-wing | Between Life and Death 生死界 | No Man's Land [j] | |
2004 (13rd) | Dominic Cheung | Twelve Angry Men 十二怒漢 | Theatre Space | |
| Weigo Lee Kwok-wai | Dragon Head 龍頭 | Prospects Theatre | |
| Victor Pang | The Good Person of Szechwan 四川好人 | Actors' Family | |
2005 (14th) | Cheung Tat-ming | Rotate 270° 旋轉270° | Hong Kong Repertory Theatre | |
| May Fu Yuet-mai and Ko Tin-lung | Inherit the Wind 承受清風 | Hong Kong Federation of Drama Societies | |
| Dominic Cheung | DA 老竇 lit. 'Dad ' | Theatre Space | |
2006 (15th) | Tang Shu-wing | Phaedra 菲爾德 | Hong Kong Federation of Drama Societies | |
| Fedric Mao | Proof 求證 | Hong Kong Repertory Theatre | |
| Sammy Lam Lap-sam | Trojan women 木馬屠城後傳 [k] | Hong Kong Academy for Performing Arts | |
2007 (16th) | Tang Shu-wing | Hamlet 哈姆雷特 | |
| Dominic Cheung Ho-kin | Taiji 哲拳太極 | Theatre Space | |
| Desmond Tang Wai-kit | The Unexpected Man 不期而遇的男人 | We Draman Group | |
2008 (17th) | Ko Tin-lung | Tuesdays with Morrie 相約星期二 | Chung Ying Theatre Company | |
| Tang Shu-wing | Di Nu Hwa [l] 帝女花 | Hong Kong Academy for Performing Arts | |
| Dominic Cheung Ho-kin | Sunday in the Park with George 點點隔世情 [m] | Theatre Space | |
2009 (18th) | Andrew Chan | Seven Boxes Possessed of Kafka 卡夫卡的七個箱子 | Alice Theatre Laboratory | |
| Dominic Cheung Ho-kin | Judgment at Nuremberg 紐倫堡大審判 | Theatre Space | |
| Tang Shu-wing | Titus 泰特斯 | Hong Kong Arts Festival and No Man's Land [n] | |
2010 (19th) | Lee Chun-chow | Murder in San José 聖荷西謀殺案 | Hong Kong Arts Festival |
| Victor Pang | The Passage Beyond 一屋寶貝 | Actors' Family | |
| Tang Shu-wing | Titus Andronicus 2.0 泰特斯2.0 | Tang Shu-wing Theatre Studio | |
2011 (20th) | Rubik's Cube and its aftermath 魔方變奏 | Hong Kong Academy for Performing Arts | |
| Anthony Chan Kam-kuen | Dr. Faustus 魔鬼契約 | Hong Kong Repertory Theatre | |
| Edmond Lo Chi-sun | Frankenstein 科學怪人 | Chung Ying Theatre Company and Hong Kong Academy for Performing Arts | |
| Hardy Tsoi Sik-cheong | Copenhagen 哥本哈根 | Hong Kong Repertory Theatre and TNT Theatre | |
2012 (21st) | Weigo Lee Kwok-wai | Death and the Maiden 不道德的審判 [o] | Hong Kong Repertory Theatre | |
| Kenson Chan Wing-chuen | Eight Hundred Years of Hatred, Eight Hundred Years of Healing 火之鳥劇場版﹣八百比丘尼 | POP Theatre |
| Chan Chu-hei | The French Kiss 法吻 | Theatre Horizon |
2013 (22nd) | Rocelia Fung Wai-hang | Red 紅 | Hong Kong Repertory Theatre | |
| Yu Hon-ting | Nitehawk 夜鷹姊魅 | Drama Gallery | |
| Tang Shu-wing | Another Last Lesson 完不了的最後一課 | Chung Ying Theatre Company | |
2014 (23rd) | Roy Szeto | The Emperor, his Mom, a Eunuch and a Man 都是龍袍惹的禍 | Hong Kong Repertory Theatre | |
| Lee Chun-chow | Smear 屠龍記 | Hong Kong Arts Festival | |
| Chan Chu-hei | Blast 爆.蛹 | |
2015 (24th) | Rocelia Fung Wai-hang | Attempts on Her Life 安‧非她命 | Hong Kong Repertory Theatre | |
| Brenda Chan | The Third Wave 第三波 | Arts' Options | |
| Carmen Lo Ching-man | Informer 報案人 | Cinematic Theatre | |
2016 (25th) | Chan Chu-hei | Lazy People are Always Busy 忙與盲的奮鬥時代 | Windmill Grass Theatre | |
| Fong Chun-kit | Marriage 結婚 | Hong Kong Repertory Theatre | |
| Luther Fung | All My Sons 都是我的孩子 | Hong Kong Federation of Drama Societies | |
2017 (26th) | Lee Chun-chow | Three Brothers 三子 | Hong Kong Repertory Theatre | |
| Roy Szeto | Hu Xueyan, My Dear 親愛的,胡雪巖 | |
| Tang Shu-wing | Macbeth 馬克白 | Tang Shu-wing Theatre Studio | |
2018 (27th) | Rocelia Fung Wai-hang | Le Père 父親 [p] | Hong Kong Repertory Theatre | |
| Andrew Chan | The Hong Kong Three Sisters 香港三姊妹 | Alice Theatre Laboratory | |
| Chan Chu-hei | The Massage King 大汗推拿 | Windmill Grass Theatre | |
2019 (28th) | Tony Wong | Rashomon 羅生門 | Chung Ying Theatre Company | |
| Fong Chun-kit | Auspicious Day 好日子 | Hong Kong Repertory Theatre | |
| Chan Chu-hei | No News is True News 新聞小花的告白 | Windmill Grass Theatre | |
| Edmond Lo Chi-sun | The Miracles of the Namiya General Store 解憂雜貨店 | Chung Ying Theatre Company | |
2020 (29th) | Lee Chun-chow | May 35th 5月35日 | Stage 64 | [6] |
| Alex Taylor | The Normal Heart 尋常心 | Windmill Grass Theatre | |
| Rocelia Fung Wai-hang | A Dream Like a Dream 如夢之夢 | Hong Kong Repertory Theatre | |
2022 (30th) | Chan Chu-hei | No News is True News 2 新聞小花的告白2 | Windmill Grass Theatre | |
| Roy Szeto | The Woman in Kenzo 穿Kenzo的女人 | Chung Ying Theatre Company | |
| Chu Pak-him and Yang Yun-tao | A Tale of the Southern Sky 一水南天 | Hong Kong Dance Company and Actors' Family | |
2023 (31st) | Fong Chun-kit | The Impossible Trial 大狀王 | Hong Kong Repertory Theatre and West Kowloon Cultural District | [7] |
| Octavian Chan | One Last Gift 最後禮物 | Emperor Entertainment Group | |
| Tony Wong | We are gay 我們最快樂 | Hong Kong Arts Festival | |
2024 (32nd) | Birdy Wong Ching-yan | I am Tree 植物人 | Artocrite Theatre | [8] |
| Tony Wong | Romeo and Juliet 茱麗葉與羅密歐 | Hong Kong Academy for Performing Arts | |
| Kingston Lo | Leave Him in The Dust 塵落無聲 | Theatre Formula | |
2025 (33rd) | Roy Szeto and Ata Wong Chun-tat | A Journey of Sanshiro 三四郎 | Hong Kong Academy for Performing Arts School of Drama | [9] |
| Ivor Houlker and Michelle Li Yuen-jing | Songs of Innocence and Experience 天真與世故之歌 | West Kowloon Cultural District and Rooftop Productions | |
| Octavian Chan and Rocelia Fung Wai-hang | The Doctor 醫‧道 | Hong Kong Repertory Theatre | |