| Year | Venue | First overall | From | First girl | From |
| 2025 | OMA | Sorawit Naksuk | THA | Anya Sahedi | SGP |
| 2024 | HKG | Ethan Cha | SGP | Margaux Nguyen-Minh | HKG |
| 2023 | UAE | Ethan Cha | SGP | Patcharaphan Ongkaldy | THA |
| 2022 | IND | Chanatip Tongglum | THA | Nicole Lim | SGP |
| 2021 | THA | Weka Bhanubandh | THA | Patcharaphan Ongkaldy | THA |
| 2019 | OMA | Panwa Boonnak | THA | Julia Jacobsen | HKG |
| 2018 | MYA | Panwa Boonnak | THA | Gang Siyi | CHN |
| 2017 | HKG | Md. Daniel Kei | SGP | Faith Hailey Toh | SGP |
| 2016 | SRI | Md. Daniel Kei | SGP | Jodie Lai | SGP |
| 2015 | QAT | Daniel Hung | SGP | Jodie Lai | SGP |
| 2014 | BRN | Lu Junrui | SGP | Phua Shynee | SGP |
| 2013 | JPN | Ryan Teo | SGP | Bertha Tan | SGP |
| 2012 | SRI | Jia Yi Loh | SGP | Elisa Yokoyama | SGP |
| 2011 | SGP | Kimberly Lim | SGP | Matthew Scott Lau * | SGP |
| 2010 | THA | Kimberly Lim | SGP | Muhamad Faizal Norizan * | MAS |
| 2009 | MAS | Noppakao Poonpat | THA | Muhammad Farhan * | MAS |
| 2008 | QAT | Yang Yang | CHN | Noppakao Poonpat | THA |
| 2007 | SGP | Luke Tan Yi Hao | SGP | Rachel Lee Qing | SGP |
| 2006 | TPE | Sean Lee | SGP | Griselda Khng | SGP |
| 2005 | THA | Sean Lee | SGP | Jovina Choo | SGP |
| 2004 | JPN | Scott Glen Sydney | SGP | Wu Tong | CHN |
| 2003 | IND | Zhicong Zeng | CHN | Griselda Khng | SGP |
| 2002 | CHN | Alvin Yeow Jian Shing | MAS | Lian Cuixian | CHN |
| 2001 | UAE | Abdul Rahim | MAS | Yoko Kiuchi | JPN |
| 2000 | SGP | Yasushi Kondo | JPN | Nurul Ain | MAS |
| 1999 | PAK | Andrew Yeow Jian Shyang | MAS | Xu Lijia | CHN |
| 1998 | CHN | Shen Xiaoying | CHN | Jiang Linhua * | CHN |
| 1997 | KOR | Shiori Kondou | JPN | Dong Hwan Kim * | KOR |
| 1996 | PAK | Jiang Linhua | CHN | Shen Xiaoying | CHN |
| 1995 | MAS | Ryan Tan | MAS | Ayako Kamiya | JPN |
| 1994 | MAS | Ryan Tan | MAS | Yuki Sanbu | JPN |
| 1993 | JPN | Tetsuya Matsunaga | JPN | Yuki Sanbu | JPN |
| 1992 | THA | Umiko Arakawa | JPN | Ng Xuan Hui | SGP |
| 1991 | CHN | Ryan Tan | MAS | Ng Xuan Hui | SGP |
| 1990 | SGP | Tan Wearn Haw | SGP | Ng Xuan Hui | SGP |
* First male sailor when the first overall is a girl