| Team | Sport | Opponent | Date | Result |
| Key West | Girls Soccer | Coral Shores | 1/9 | W, 6-0 |
| Marathon | Girls Basketball | FL Christian | 1/10 | W, 55-20 |
| Marathon | Boys Basketball | Redland Christian | 1/10 | W, 61-12 |
| Marathon | Girls Soccer | Cushman | 1/10 | W, 8-0 |
| Key West | Girls Basketball | Coral Shores | 1/10 | W, 38-24 |
| Coral Shores | Boys Basketball | Key West | 1/10 | W, 53-35 |
| Marathon | Boys Soccer | Cushman | 1/10 | W, 6-0 |
| Marathon | Weightlifting | Coral Shores | 1/11 | W, 100-53 |
| Coral Shores | Girls Soccer | Keys Gate | 1/12 | W, 3-0 |
| Coral Shores | Boys Soccer | Westminster | 1/12 | L, 6-1 |
| Marathon | Girls Basketball | Horeb Christian | 1/12 | L, 61-21 |
| Marathon | Boys Soccer | Palmer | 1/12 | L, 9-1 |
| Key West | Girls Soccer | Silver Palms | 1/12 | W, 5-0 |
| Marathon | Boys Basketball | Horeb Christian | 1/12 | W, 50-37 |
| Coral Shores | Boys Basketball | Palmer | 1/12 | W, 79-65 |
| Key West | Boys Soccer | Silver Palms | 1/12 | L, 2-1 |
| Key West | Boys Soccer | Keys Gate | 1/13 | L, 2-1 |
| Coral Shores | Girls Basketball | Divine Savior | 1/13 | L, 49-37 |
| Coral Shores | Girls Soccer | Florida Christian | 1/13 | W, 2-0 |
| Marathon | Girls Basketball | St. Brendan | 1/13 | W, 50-44 |
| Marathon | Boys Basketball | Colonial Christian | 1/13 | W, 61-27 |
| Key West | Boys Basketball | Hialeah Ed. Acad. | 1/13 | L, 83-44 |
| Key West | Girls Soccer | Lemon Bay | 1/14 | L, 1-0 |
| Key West | Girls Basketball | Mater Lakes | 1/14 | L, 81-18 |
| Key West | Boys Basketball | Goleman | 1/14 | W, 92-79 |
| Date | School | Sport | Opponent | Start Time |
| 1/19 | Coral Shores | Girls Soccer | @ LaSalle | 6 p.m. |
| 1/19 | Marathon | Boys Basketball | Posnack | 5:30 p.m. |
| 1/19 | Marathon | Girls Soccer | @ SLAM | 4 p.m. |
| 1/19 | Marathon | Boys Soccer | @ Booker T | 1:30 p.m. |
| 1/20 | Key West | Boys Soccer | Coral Shores | 4 p.m. |
| 1/20 | Key West | Girls & Boys Basketball | Marathon | 5:30/7 p.m. |
| 1/20 | Coral Shores | Boys Basketball | Everglades Prep | 6:30 p.m. |
| 1/23 | Key West | Girls Basketball | @ Carrollton | 5 p.m. |
| 1/23 | Marathon | Girls Basketball | @ NSU University | 5 p.m. |
| 1/24 | Coral Shores | Girls & Boys Basketball | Key West | 4/7 p.m. |
| 1/24 | Marathon | Boys Basketball | Everglades Prep | 4 p.m. |
| 1/25 | Marathon | Boys Basketball | @ Palm Glades | 4 p.m. |
| 1/26 | Coral Shores | Girls & Boys Basketball | @ Hillel | 6/7:30 p.m. |
| 1/26 | Marathon | Girls Basketball | Carrollton | 5 p.m. |
| 1/27 | Key West | Boys Basketball | Miami Christian | 7:30 p.m. |
| 1/27 | Coral Shores/Key West | Wrestling | Colby Singletary Tourney@Palmetto Ridge | 3 p.m. |
| 1/27 | Coral Shores | Girls Basketball | Florida Christian | 5 p.m. |
