| # | Boat | Team 1 | Sails | Sails | Team 2 | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Flight 1 (Round A) | ||||||||||||
| 1 | C420 |  | Tabor Academy Seawolves | 1 | 2 | 3 | vs | 4 | 5 | 6 | Lincoln Sudbury RHS Warriors |  | 
| 2 | E420 |  | Unregistered-NESSA MBL Coop 1 | 11 | 12 | 13 | vs | 14 | 15 | 16 | BB&N - Buckingham Browne and Nichols Knights |  | 
| 3 | C420 |  | Tabor Academy Seawolves | 71 | 73 | 75 | vs | 72 | 74 | 76 | Unregistered-NESSA MBL Coop 1 |  | 
| 4 | Z420 |  | Lincoln Sudbury RHS Warriors | 80 | 81 | 82 | vs | 83 | 84 | 85 | BB&N - Buckingham Browne and Nichols Knights |  | 
| Flight 2 | ||||||||||||
| 5 | C420 |  | Tabor Academy Seawolves | 1 | 2 | 3 | vs | 4 | 5 | 6 | BB&N - Buckingham Browne and Nichols Knights |  | 
| 6 | E420 |  | Lincoln Sudbury RHS Warriors | 11 | 12 | 13 | vs | 14 | 15 | 16 | Unregistered-NESSA MBL Coop 1 |  | 
| # | Boat | Team 1 | Sails | Sails | Team 2 | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Flight 1 (Round C) | ||||||||||||
| 7 | E420 |  | Wellesley High School Varsity | 11 | 12 | 13 | vs | 14 | 15 | 16 | Wellesley High School Raiders |  | 
| 8 | C420 |  | Natick High School Redhawks | 1 | 2 | 3 | vs | 4 | 5 | 6 | Hingham High School Hingham |  | 
| 9 | C420 |  | Wellesley High School Varsity | 71 | 73 | 75 | vs | 72 | 74 | 76 | Natick High School Redhawks |  | 
| 10 | Z420 |  | Wellesley High School Raiders | 80 | 81 | 82 | vs | 83 | 84 | 85 | Hingham High School Hingham |  | 
| Flight 2 | ||||||||||||
| 11 | E420 |  | Wellesley High School Varsity | 11 | 12 | 13 | vs | 14 | 15 | 16 | Hingham High School Hingham |  | 
| 12 | C420 |  | Wellesley High School Raiders | 1 | 2 | 3 | vs | 4 | 5 | 6 | Natick High School Redhawks |  | 
| # | Boat | Team 1 | Sails | Sails | Team 2 | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Flight 1 (Round B) | ||||||||||||
| 13 | C420 |  | Sharon High School Varsity | 71 | 73 | 75 | vs | 72 | 74 | 76 | Unregistered-NESSA MBL Coop 2 |  | 
| 14 | Z420 |  | Boston Latin School Wolfpack | 80 | 81 | 82 | vs | 83 | 84 | 85 | Winchester High School Sachems |  | 
| 15 | C420 |  | Sharon High School Varsity | 1 | 2 | 3 | vs | 4 | 5 | 6 | Boston Latin School Wolfpack |  | 
| 16 | E420 |  | Unregistered-NESSA MBL Coop 2 | 11 | 12 | 13 | vs | 14 | 15 | 16 | Winchester High School Sachems |  | 
| Flight 2 | ||||||||||||
| 17 | C420 |  | Sharon High School Varsity | 71 | 73 | 75 | vs | 72 | 74 | 76 | Winchester High School Sachems |  | 
| 18 | Z420 |  | Unregistered-NESSA MBL Coop 2 | 80 | 81 | 82 | vs | 83 | 84 | 85 | Boston Latin School Wolfpack |  | 
| # | Team 1 | Sails | Sails | Team 2 | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| Flight 1 (Round 4) | |||||||||||
| 19 |  | Unregistered-NESSA MBL Coop 1 | 11 | 12 | 13 | vs | 14 | 15 | 16 | Hingham High School Hingham |  | 
| Flight 2 | |||||||||||
| 20 |  | Unregistered-NESSA MBL Coop 1 | 11 | 12 | 13 | vs | 14 | 15 | 16 | Sharon High School Varsity |  | 
| Flight 3 | |||||||||||
| 21 |  | Hingham High School Hingham | 11 | 12 | 13 | vs | 14 | 15 | 16 | Sharon High School Varsity |  |