| Flight 1 |
| 1 |  | Cape Elizabeth High School Capers | 1 | 2 | 3 | vs | 4 | 5 | 6 | Brookline High Warriors |  |
| 2 |  | Unregistered-NESSA Southern ME | 7 | 8 | 9 | vs | 10 | 11 | 12 | Portland High School Bulldogs |  |
| 3 |  | Falmouth High School, ME Yachtsmen | 13 | 14 | 15 | vs | 16 | 17 | 18 | Yarmouth High School Clippers |  |
| Flight 2 |
| 4 | | Unregistered-NESSA Southern ME | 1 | 2 | 3 | vs | 4 | 5 | 6 | Cape Elizabeth High School Capers | |
| 5 | | Yarmouth High School Clippers | 7 | 8 | 9 | vs | 10 | 11 | 12 | Brookline High Warriors | |
| 6 | | Portland High School Bulldogs | 13 | 14 | 15 | vs | 16 | 17 | 18 | Falmouth High School, ME Yachtsmen | |
| Flight 3 |
| 7 | | Yarmouth High School Clippers | 1 | 2 | 3 | vs | 4 | 5 | 6 | Unregistered-NESSA Southern ME | |
| 8 | | Portland High School Bulldogs | 7 | 8 | 9 | vs | 10 | 11 | 12 | Cape Elizabeth High School Capers | |
| 9 | | Falmouth High School, ME Yachtsmen | 13 | 14 | 15 | vs | 16 | 17 | 18 | Brookline High Warriors | |
| Flight 4 |
| 10 | | Portland High School Bulldogs | 1 | 2 | 3 | vs | 4 | 5 | 6 | Yarmouth High School Clippers | |
| 11 | | Brookline High Warriors | 7 | 8 | 9 | vs | 10 | 11 | 12 | Unregistered-NESSA Southern ME | |
| 12 | | Cape Elizabeth High School Capers | 13 | 14 | 15 | vs | 16 | 17 | 18 | Falmouth High School, ME Yachtsmen | |
| Flight 5 |
| 13 | | Brookline High Warriors | 1 | 2 | 3 | vs | 4 | 5 | 6 | Portland High School Bulldogs | |
| 14 | | Cape Elizabeth High School Capers | 7 | 8 | 9 | vs | 10 | 11 | 12 | Yarmouth High School Clippers | |
| 15 | | Falmouth High School, ME Yachtsmen | 13 | 14 | 15 | vs | 16 | 17 | 18 | Unregistered-NESSA Southern ME | |
