| YEAR | ARTISTE | SONG | |
| 2013 | Porgie & Murda | Condense | |
| 2014 | Tie | Gorg | Meh Rum |
| 2014 | Tie | Porgie & Murda | Ben Up |
| 2015 | Peter Ram | All Ah We | |
| 2016 | Lil Rick | I’z A Bajan | |
| 2017 | RPB | Boat Ride | |
| 2018 | Tie | Lil Rick | Mudda Sally |
| 2018 | Tie | Lil Rick | Ben It |
Jam Tune Winners
| YEAR | ARTISTE | SONG | |
| 2013 | Porgie & Murda | Condense | |
| 2014 | Tie | Gorg | Meh Rum |
| 2014 | Tie | Porgie & Murda | Ben Up |
| 2015 | Peter Ram | All Ah We | |
| 2016 | Lil Rick | I’z A Bajan | |
| 2017 | RPB | Boat Ride | |
| 2018 | Tie | Lil Rick | Mudda Sally |
| 2018 | Tie | Lil Rick | Ben It |
