| Flight 1 (Round 1) |
| 1 | C420 |  | St. John Paul II High School (MA) Varsity | 1 | 2 | 3 | vs | 4 | 5 | 6 | Marthas Vineyard RHS Vineyarders |  |
| 2 | C420 |  | Nantucket High School Nantucket Whalers | 7 | 8 | 9 | vs | 10 | 11 | 12 | Bishop Stang High Spartans |  |
| 3 | CFJ |  | Sandwich High School Varsity | 13 | 14 | 15 | vs | 16 | 17 | 18 | Dartmouth High School Indians |  |
| Flight 2 |
| 4 | C420 |  | Barnstable HS Raiders 1 | 1 | 2 | 3 | vs | 4 | 5 | 6 | Barnstable HS Raiders 2 |  |
| 5 | C420 |  | St. John Paul II High School (MA) Varsity | 7 | 8 | 9 | vs | 10 | 11 | 12 | Nantucket High School Nantucket Whalers |  |
| 6 | CFJ |  | Dartmouth High School Indians | 13 | 14 | 15 | vs | 16 | 17 | 18 | Marthas Vineyard RHS Vineyarders |  |
| Flight 3 |
| 7 | C420 |  | Barnstable HS Raiders 2 | 1 | 2 | 3 | vs | 4 | 5 | 6 | Bishop Stang High Spartans |  |
| 8 | C420 |  | Barnstable HS Raiders 1 | 7 | 8 | 9 | vs | 10 | 11 | 12 | Sandwich High School Varsity |  |
| 9 | CFJ |  | Nantucket High School Nantucket Whalers | 13 | 14 | 15 | vs | 16 | 17 | 18 | Dartmouth High School Indians |  |
| Flight 4 |
| 10 | C420 |  | St. John Paul II High School (MA) Varsity | 1 | 2 | 3 | vs | 4 | 5 | 6 | Barnstable HS Raiders 2 |  |
| 11 | C420 |  | Sandwich High School Varsity | 7 | 8 | 9 | vs | 10 | 11 | 12 | Marthas Vineyard RHS Vineyarders |  |
| 12 | CFJ |  | Barnstable HS Raiders 1 | 13 | 14 | 15 | vs | 16 | 17 | 18 | Bishop Stang High Spartans |  |
| Flight 5 |
| 13 | C420 |  | Barnstable HS Raiders 2 | 1 | 2 | 3 | vs | 4 | 5 | 6 | Dartmouth High School Indians |  |
| 14 | C420 |  | Nantucket High School Nantucket Whalers | 7 | 8 | 9 | vs | 10 | 11 | 12 | Sandwich High School Varsity |  |
| 15 | CFJ |  | Bishop Stang High Spartans | 13 | 14 | 15 | vs | 16 | 17 | 18 | St. John Paul II High School (MA) Varsity |  |
| Flight 6 |
| 16 | C420 |  | Barnstable HS Raiders 1 | 1 | 2 | 3 | vs | 4 | 5 | 6 | Marthas Vineyard RHS Vineyarders |  |
| 17 | C420 |  | Sandwich High School Varsity | 7 | 8 | 9 | vs | 10 | 11 | 12 | Barnstable HS Raiders 2 |  |
| 18 | CFJ |  | Dartmouth High School Indians | 13 | 14 | 15 | vs | 16 | 17 | 18 | Bishop Stang High Spartans |  |
| Flight 7 |
| 19 | C420 |  | Marthas Vineyard RHS Vineyarders | 1 | 2 | 3 | vs | 4 | 5 | 6 | Nantucket High School Nantucket Whalers |  |
| 20 | C420 |  | St. John Paul II High School (MA) Varsity | 7 | 8 | 9 | vs | 10 | 11 | 12 | Barnstable HS Raiders 1 |  |
| 21 | CFJ |  | Bishop Stang High Spartans | 13 | 14 | 15 | vs | 16 | 17 | 18 | Sandwich High School Varsity |  |
| Flight 8 |
| 22 | C420 |  | Barnstable HS Raiders 2 | 1 | 2 | 3 | vs | 4 | 5 | 6 | Marthas Vineyard RHS Vineyarders |  |
| 23 | C420 |  | Dartmouth High School Indians | 7 | 8 | 9 | vs | 10 | 11 | 12 | St. John Paul II High School (MA) Varsity |  |
| 24 | CFJ |  | Barnstable HS Raiders 1 | 13 | 14 | 15 | vs | 16 | 17 | 18 | Nantucket High School Nantucket Whalers |  |
| Flight 9 |
| 25 | C420 |  | Marthas Vineyard RHS Vineyarders | 1 | 2 | 3 | vs | 4 | 5 | 6 | Bishop Stang High Spartans |  |
| 26 | C420 |  | St. John Paul II High School (MA) Varsity | 7 | 8 | 9 | vs | 10 | 11 | 12 | Sandwich High School Varsity |  |
| 27 | CFJ |  | Nantucket High School Nantucket Whalers | 13 | 14 | 15 | vs | 16 | 17 | 18 | Barnstable HS Raiders 2 |  |
| Flight 10 |
| 28 | C420 |  | Barnstable HS Raiders 1 | 1 | 2 | 3 | vs | 4 | 5 | 6 | Dartmouth High School Indians |  |