| # | Team 1 | Sails | Sails | Team 2 | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| Flight 1 (Round 1) | |||||||||||
| 1 | Belmont Hill School Varsity | 1 | 2 | 3 | vs | 4 | 5 | 6 | Sharon High School Eagles | ||
| 2 | Duxbury High School Dragons | 7 | 8 | 9 | vs | 10 | 11 | 12 | Hingham High School Harbormen | ||
| Flight 2 | |||||||||||
| 3 | Wellesley High School Varsity | 1 | 2 | 3 | vs | 4 | 5 | 6 | Belmont Hill School Varsity | ||
| 4 | Sharon High School Eagles | 7 | 8 | 9 | vs | 10 | 11 | 12 | Duxbury High School Dragons | ||
| Flight 3 | |||||||||||
| 5 | Hingham High School Harbormen | 1 | 2 | 3 | vs | 4 | 5 | 6 | Belmont Hill School Varsity | ||
| 6 | Wellesley High School Varsity | 7 | 8 | 9 | vs | 10 | 11 | 12 | Sharon High School Eagles | ||
| Flight 4 | |||||||||||
| 7 | Duxbury High School Dragons | 1 | 2 | 3 | vs | 4 | 5 | 6 | Belmont Hill School Varsity | ||
| 8 | Hingham High School Harbormen | 7 | 8 | 9 | vs | 10 | 11 | 12 | Wellesley High School Varsity | ||
| Flight 5 | |||||||||||
| 9 | Hingham High School Harbormen | 1 | 2 | 3 | vs | 4 | 5 | 6 | Sharon High School Eagles | ||
| 10 | Duxbury High School Dragons | 7 | 8 | 9 | vs | 10 | 11 | 12 | Wellesley High School Varsity | ||
| # | Team 1 | Sails | Sails | Team 2 | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| Flight 1 (Round 2) | |||||||||||
| 11 | Duxbury High School Dragons | 1 | 2 | 3 | vs | 4 | 5 | 6 | Wellesley High School Varsity | ||
| 12 | Hingham High School Harbormen | 7 | 8 | 9 | vs | 10 | 11 | 12 | Sharon High School Eagles | ||
| Flight 2 | |||||||||||
| 13 | Wellesley High School Varsity | 1 | 2 | 3 | vs | 4 | 5 | 6 | Belmont Hill School Varsity | ||
| 14 | Sharon High School Eagles | 7 | 8 | 9 | vs | 10 | 11 | 12 | Duxbury High School Dragons | ||
| Flight 3 | |||||||||||
| 15 | Wellesley High School Varsity | 1 | 2 | 3 | vs | 4 | 5 | 6 | Hingham High School Harbormen | ||
| 16 | Duxbury High School Dragons | 7 | 8 | 9 | vs | 10 | 11 | 12 | Belmont Hill School Varsity | ||
| Flight 4 | |||||||||||
| 17 | Wellesley High School Varsity | 1 | 2 | 3 | vs | 4 | 5 | 6 | Sharon High School Eagles | ||
| 18 | Belmont Hill School Varsity | 7 | 8 | 9 | vs | 10 | 11 | 12 | Hingham High School Harbormen | ||
| Flight 5 | |||||||||||
| 19 | Duxbury High School Dragons | 1 | 2 | 3 | vs | 4 | 5 | 6 | Hingham High School Harbormen | ||
| 20 | Belmont Hill School Varsity | 7 | 8 | 9 | vs | 10 | 11 | 12 | Sharon High School Eagles | ||
| # | Team 1 | Sails | Sails | Team 2 | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| Flight 1 (Round 3) | |||||||||||
| 21 | Belmont Hill School Varsity | 1 | 2 | 3 | vs | 4 | 5 | 6 | Hingham High School Harbormen | ||