NESSA Team Racing Results
| Date | School 1 | School 2 | Score 1 | Score 2 | Comments |
| 03/24/2010 | Barrington High School | East Greenwich High School | 2 | 1 | |
| 03/24/2010 | Barrington High School | Bishop Hendricken High School | 2 | 0 | |
| 03/25/2010 | East Greenwich High School | East Lyme High School | 2 | 1 | |
| 03/25/2010 | North Kingstown High School | Barrington High School | 5 | 0 | |
| 03/27/2010 | Staples High School | Brunswick School | 2 | 1 | |
| 03/27/2010 | Staples High School | Fairfield Prep | 2 | 0 | |
| 03/27/2010 | Brunswick School | Fairfield Prep | 2 | 0 | |
| 03/27/2010 | Fairfield Prep | Lyme-Old Lyme High School | 1 | 0 | Forefeit - Not enough sailors |
| 03/27/2010 | Brunswick School | Lyme-Old Lyme High School | 1 | 0 | Forefeit - Not enough sailors |
| 03/27/2010 | Staples High School | Lyme-Old Lyme High School | 1 | 0 | Forefeit - Not enough sailors |
| 03/27/2010 | Darien High School | Greenwich Academy | 2 | 0 | |
| 03/27/2010 | Darien High School | Greenwich High School | 2 | 0 | |
| 03/27/2010 | Darien High School | Fairfield Ludlow High School | 2 | 0 | |
| 03/27/2010 | Fairfield Ludlow High School | Greenwich High School | 2 | 0 | |
| 03/27/2010 | Fairfield Ludlow High School | Greenwich Academy | 2 | 0 | |
| 03/27/2010 | Greenwich High School | Greenwich Academy | 2 | 0 | |
| 03/28/2010 | Tabor Academy | North Kingstown High School | 2 | 1 | |
| 03/28/2010 | Tabor Academy | Cape Cod Academy | 3 | 0 | |
| 03/28/2010 | Hotchkiss School | Marthas Vineyard RHS | 2 | 0 | |
| 03/28/2010 | Tabor Academy | Hotchkiss School | 2 | 1 | |
| 03/28/2010 | Tabor Academy | Marthas Vineyard RHS | 3 | 0 | |
| 03/28/2010 | North Kingstown High School | Cape Cod Academy | 3 | 0 | |
| 03/28/2010 | Hotchkiss School | Cape Cod Academy | 3 | 0 | |
| 03/28/2010 | North Kingstown High School | Marthas Vineyard RHS | 3 | 0 | |
| 03/28/2010 | Hotchkiss School | North Kingstown High School | 2 | 0 | |
| 03/28/2010 | Cape Cod Academy | Marthas Vineyard RHS | 2 | 1 | |
| 03/31/2010 | Brunswick School | Fairfield Prep | 3 | 2 | |
| 03/31/2010 | Greenwich High School | Greens Farms Academy | 2 | 0 | |
| 03/31/2010 | Greens Farms Academy | Fairfield Ludlow High School | 2 | 0 | |
| 03/31/2010 | Duxbury High School | Portsmouth Abbey School | 4 | 0 | |
| 03/31/2010 | St John's Prep | Lincoln Sudbury Regional High School | 5 | 0 | |
| 03/31/2010 | Dennis-Yarmouth HS | Bourne High School | 2 | 0 | |
| 03/31/2010 | Nauset Regional High School | Nantucket High School | 2 | 0 | |
| 03/31/2010 | Nantucket High School | Dennis-Yarmouth HS | 2 | 1 | |
| 03/31/2010 | Nauset Regional High School | Bourne High School | 3 | 0 | |
| 03/31/2010 | Nantucket High School | Bourne High School | 2 | 0 | |
| 03/31/2010 | Nauset Regional High School | Dennis-Yarmouth HS | 2 | 0 | |
| 03/31/2010 | Darien High School | Staples High School | 2 | 0 | |
| 04/01/2010 | Falmouth High School | Harwich High School | 3 | 2 | |
| 04/01/2010 | Manchester/Essex Regional High School | Brookline High | 2 | 1 | |
| 04/01/2010 | Barnstable HS | Marthas Vineyard RHS | 5 | 0 | |
| 04/02/2010 | Nauset Regional High School | Tabor Academy | 3 | 2 | |
| 04/03/2010 | Tabor Academy | Portland HS | 4 | 1 | |
| 04/03/2010 | Tabor Academy | Sharon High School | 4 | 1 | |
| 04/03/2010 | Tabor Academy | Cheverus High School | 5 | 0 | |
| 04/03/2010 | Hotchkiss School | Fairfield Ludlow High School | 2 | 0 | |
| 04/03/2010 | Hotchkiss School | Greenwich High School | 3 | 0 | |
| 04/03/2010 | Nauset Regional High School | Barnstable HS | 2 | 1 | |
| 04/03/2010 | Nauset Regional High School | Dennis-Yarmouth HS | 2 | 0 | |
| 04/03/2010 | Nauset Regional High School | Chatham High School | 2 | 0 | |
| 04/03/2010 | Nauset Regional High School | Harwich High School | 2 | 0 | |
| 04/03/2010 | Nauset Regional High School | Nantucket High School | 2 | 0 | |
| 04/03/2010 | Duxbury High School | Boston College High School | 3 | 0 | |
| 04/03/2010 | Marthas Vineyard RHS | Sandwich High School | 2 | 0 | |
| 04/03/2010 | Dartmouth High School | Bishop Stang High School | 2 | 0 | |
| 04/03/2010 | Falmouth High School | Bourne High School | 2 | 1 | |
| 04/03/2010 | Portsmouth Abbey School | North Kingstown High School | 3 | 0 | |
| 04/03/2010 | Portsmouth Abbey School | Moses Brown School | 2 | 0 | |
| 04/03/2010 | Portsmouth Abbey School | East Greenwich High School | 3 | 0 | |
| 04/03/2010 | Moses Brown School | East Greenwich High School | 3 | 0 | |
| 04/03/2010 | North Kingstown High School | East Greenwich High School | 2 | 0 | |
| 04/03/2010 | North Kingstown High School | Moses Brown School | 3 | 1 | |
| 04/03/2010 | Boston College High School | Brewster Academy | 3 | 1 | |
| 04/03/2010 | Barnstable HS | Dennis-Yarmouth HS | 2 | 0 | |
| 04/03/2010 | Barnstable HS | Harwich High School | 2 | 0 | |
| 04/03/2010 | Barnstable HS | Chatham High School | 2 | 0 | |
| 04/03/2010 | Barnstable HS | Nantucket High School | 2 | 1 | |
| 04/03/2010 | Nantucket High School | Harwich High School | 2 | 0 | |
| 04/03/2010 | Nantucket High School | Dennis-Yarmouth HS | 2 | 1 | |
| 04/03/2010 | Nantucket High School | Chatham High School | 2 | 0 | |
| 04/03/2010 | Dennis-Yarmouth HS | Harwich High School | 2 | 1 | |
| 04/03/2010 | Dennis-Yarmouth HS | Chatham High School | 2 | 0 | |
| 04/03/2010 | Harwich High School | Chatham High School | 2 | 0 | |
| 04/03/2010 | St George's School | Milton Academy | 3 | 2 | |
| 04/03/2010 | Duxbury High School | Brewster Academy | 3 | 2 | |
| 04/03/2010 | Dartmouth High School | Sandwich High School | 2 | 0 | |
| 04/03/2010 | Falmouth High School | Marthas Vineyard RHS | 2 | 1 | |
| 04/03/2010 | Bishop Stang High School | Bourne High School | 2 | 0 | |
| 04/03/2010 | Dartmouth High School | Marthas Vineyard RHS | 2 | 0 | |
| 04/03/2010 | Falmouth High School | Sandwich High School | 2 | 1 | |
| 04/03/2010 | Dartmouth High School | Bourne High School | 2 | 0 | |
| 04/03/2010 | Bishop Stang High School | Marthas Vineyard RHS | 2 | 1 | |
| 04/03/2010 | Bourne High School | Sandwich High School | 2 | 1 | |
| 04/03/2010 | Dartmouth High School | Falmouth High School | 2 | 0 | |
| 04/03/2010 | Bishop Stang High School | Sandwich High School | 2 | 0 | |
| 04/03/2010 | Marthas Vineyard RHS | Bourne High School | 2 | 0 | |
| 04/03/2010 | Bishop Stang High School | Falmouth High School | 2 | 1 | |
| 04/05/2010 | Darien High School | Brunswick School | 2 | 0 | |
| 04/05/2010 | Duxbury High School | Wellesley High School | 4 | 0 | |
| 04/06/2010 | Harwich High School | Bourne High School | 4 | 0 | |
| 04/06/2010 | Cape Cod Academy | Falmouth High School | 3 | 0 | |
| 04/06/2010 | East Lyme High School | Xavier High School | 2 | 1 | |
| 04/06/2010 | East Lyme High School | Daniel Hand HS | 2 | 0 | |
| 04/06/2010 | Sharon High School | Winchester High School | 5 | 0 | |
| 04/06/2010 | St John's Prep | Hingham High School | 3 | 0 | |
| 04/07/2010 | St George's School | Tabor Academy | 3 | 2 | |
| 04/07/2010 | Providence Country Day School | East Greenwich High School | 2 | 0 | |
| 04/07/2010 | Mt. Desert Island HS | George Stevens Academy | 4 | 1 | |
| 04/07/2010 | Notre Dame Academy | BB&N - Buckingham Browne and Nichols | 3 | 2 | |
| 04/07/2010 | East Greenwich High School | Prout School | 2 | 0 | |
| 04/07/2010 | Providence Country Day School | Prout School | 2 | 0 | |
| 04/07/2010 | Cape Cod Academy | Duxbury High School | 3 | 1 | |
| 04/07/2010 | Fairfield Ludlow High School | Brunswick School | 2 | 1 | |
| 04/07/2010 | Xavier High School | Williams School | 4 | 1 | |
| 04/07/2010 | Sharon High School | Moses Brown School | 4 | 1 | |
| 04/07/2010 | Brewster Academy | Portland HS | 2 | 0 | |
| 04/07/2010 | Barnstable HS | Bishop Stang High School | 3 | 1 | |
| 04/07/2010 | Portsmouth Abbey School | Milton Academy | 3 | 2 | |
| 04/07/2010 | Nauset Regional High School | Dartmouth High School | 3 | 2 | |
| 04/07/2010 | St John's Prep | Belmont Hill School | 5 | 0 | |
| 04/07/2010 | Falmouth HS (ME) | Brewster Academy | 2 | 1 | |
| 04/07/2010 | Greens Farms Academy | Greenwich Academy | 2 | 0 | |
| 04/07/2010 | Greens Farms Academy | Fairfield Prep | 2 | 0 | |
| 04/07/2010 | Fairfield Prep | Greenwich Academy | 2 | 0 | |
| 04/07/2010 | Manchester/Essex Regional High School | Boston College High School | 3 | 2 | |
| 04/07/2010 | Brunswick School | Fairfield Warde | 2 | 0 | |
| 04/07/2010 | Fairfield Ludlow High School | Staples High School | 2 | 0 | |
| 04/07/2010 | Staples High School | Fairfield Warde | 2 | 0 | |
| 04/07/2010 | Notre Dame Academy | Boston Latin School | 2 | 1 | |
| 04/07/2010 | Boston Latin School | Gloucester High School | 3 | 0 | |
| 04/07/2010 | Brunswick School | Staples High School | 3 | 0 | |
| 04/07/2010 | Gloucester High School | BB&N - Buckingham Browne and Nichols | 2 | 0 | |
| 04/07/2010 | Darien High School | Greenwich High School | 2 | 0 | |
| 04/08/2010 | Moses Brown School | Providence Country Day School | 4 | 1 | |
| 04/08/2010 | Wellesley High School | Notre Dame Academy | 5 | 0 | |
| 04/08/2010 | North Kingstown High School | Bishop Stang High School | 5 | 0 | |
| 04/08/2010 | Xavier High School | Branford High School | 2 | 0 | |
| 04/08/2010 | Branford High School | Daniel Hand HS | 2 | 1 | |
| 04/08/2010 | Xavier High School | Daniel Hand HS | 2 | 1 | |
| 04/08/2010 | Nauset Regional High School | Chatham High School | 2 | 0 | |
| 04/08/2010 | Nauset Regional High School | Sandwich High School | 2 | 0 | |
| 04/08/2010 | Nauset Regional High School | Falmouth High School | 2 | 1 | |
| 04/08/2010 | Sandwich High School | Chatham High School | 2 | 0 | |
| 04/08/2010 | Winchester High School | Hingham High School | 3 | 1 | |
| 04/08/2010 | Sharon High School | East Greenwich High School | 4 | 1 | |
| 04/08/2010 | Falmouth High School | Sandwich High School | 3 | 0 | |
| 04/08/2010 | Falmouth High School | Chatham High School | 2 | 1 | |
| 04/08/2010 | Rogers High School | Rocky Hill School | 3 | 0 | |
| 04/09/2010 | Rogers High School | Prout School | 3 | 0 | |
| 04/09/2010 | Hingham High School | BB&N - Buckingham Browne and Nichols | 3 | 1 | |
| 04/09/2010 | Bourne High School | Sandwich High School | 3 | 2 | |
| 04/09/2010 | Falmouth High School | Bourne High School | 3 | 0 | |
| 04/09/2010 | Tabor Academy | Barnstable HS | 4 | 0 | |
| 04/10/2010 | Tabor Academy | Williams School | 5 | 0 | |
| 04/10/2010 | East Greenwich High School | Bishop Hendricken High School | 4 | 2 | |
| 04/10/2010 | Fairfield Prep | Greenwich High School | 3 | 2 | |
| 04/10/2010 | Dartmouth High School | Bishop Stang High School | 2 | 0 | |
| 04/10/2010 | Bishop Stang High School | Marthas Vineyard RHS | 2 | 1 | |
| 04/10/2010 | Bishop Stang High School | Nantucket High School | 2 | 0 | |
| 04/10/2010 | Dartmouth High School | Marthas Vineyard RHS | 2 | 0 | |
| 04/10/2010 | Dartmouth High School | Nantucket High School | 2 | 0 | |
| 04/10/2010 | Nantucket High School | Marthas Vineyard RHS | 2 | 1 | |
| 04/10/2010 | Marthas Vineyard RHS | Harwich High School | 2 | 1 | |
| 04/10/2010 | Moses Brown School | Falmouth HS (ME) | 2 | 0 | |
| 04/10/2010 | Hotchkiss School | Moses Brown School | 2 | 1 | |
| 04/10/2010 | Moses Brown School | Xavier High School | 2 | 0 | |
| 04/10/2010 | Hotchkiss School | Xavier High School | 2 | 0 | |
| 04/10/2010 | Falmouth HS (ME) | Xavier High School | 2 | 0 | |
| 04/10/2010 | Hotchkiss School | Falmouth HS (ME) | 2 | 1 | |
| 04/10/2010 | Manchester/Essex Regional High School | Portland HS | 3 | 0 | |
| 04/10/2010 | Manchester/Essex Regional High School | Cape Elizabeth HS | 4 | 0 | |
| 04/10/2010 | Portland HS | Cape Elizabeth HS | 2 | 0 | |
| 04/10/2010 | Manchester/Essex Regional High School | Cheverus High School | 2 | 0 | |
| 04/10/2010 | Portland HS | Cheverus High School | 2 | 0 | |
| 04/10/2010 | Cape Elizabeth HS | Cheverus High School | 2 | 0 | |
| 04/10/2010 | St John's Prep | Duxbury High School | 3 | 1 | |
| 04/10/2010 | Darien High School | Boston College High School | 3 | 0 | |
| 04/10/2010 | St George's School | Cape Cod Academy | 3 | 0 | |
| 04/10/2010 | Portsmouth Abbey School | Darien High School | 3 | 2 | |
| 04/10/2010 | Portsmouth Abbey School | Boston College High School | 2 | 0 | |
| 04/10/2010 | Dartmouth High School | Dennis-Yarmouth HS | 2 | 0 | |
| 04/10/2010 | Dennis-Yarmouth HS | Bishop Stang High School | 2 | 0 | |
| 04/10/2010 | Dennis-Yarmouth HS | Harwich High School | 2 | 0 | |
| 04/10/2010 | Dennis-Yarmouth HS | Marthas Vineyard RHS | 2 | 0 | |
| 04/10/2010 | Marblehead High School | Mt. Desert Island HS | 3 | 0 | |
| 04/10/2010 | Greens Farms Academy | Valley Regional High School | 2 | 0 | |
| 04/10/2010 | Fairfield Ludlow High School | Valley Regional High School | 2 | 0 | |
| 04/10/2010 | Dover Sherborn RHS | Chatham High School | 2 | 1 | |
| 04/11/2010 | Marblehead High School | Mt. Desert Island HS | 2 | 1 | |
| 04/11/2010 | Manchester/Essex Regional High School | Mt. Desert Island HS | 3 | 0 | |
| 04/11/2010 | Manchester/Essex Regional High School | Marblehead High School | 3 | 1 | |
| 04/11/2010 | Hingham High School | Cheverus High School | 2 | 0 | |
| 04/11/2010 | Portland HS | Cheverus High School | 2 | 0 | |
| 04/11/2010 | Portsmouth High School (RI) | Hingham High School | 2 | 0 | |
| 04/11/2010 | Duxbury High School | Cape Elizabeth HS | 2 | 0 | |
| 04/11/2010 | Duxbury High School | Falmouth HS (ME) | 2 | 0 | |
| 04/11/2010 | Hotchkiss School | Duxbury High School | 2 | 1 | |
| 04/11/2010 | Falmouth HS (ME) | Cape Elizabeth HS | 2 | 0 | |
| 04/11/2010 | Hotchkiss School | Falmouth HS (ME) | 2 | 0 | |
| 04/11/2010 | Hotchkiss School | Cape Elizabeth HS | 2 | 0 | |
| 04/12/2010 | Barnstable HS | Bourne High School | 3 | 0 | |
| 04/12/2010 | Lincoln Sudbury Regional High School | Brookline High | 3 | 2 | |
| 04/12/2010 | Mt. Desert Island HS | George Stevens Academy | 5 | 0 | |
| 04/12/2010 | Portsmouth Abbey School | Bishop Stang High School | 4 | 0 | |
| 04/12/2010 | Dennis-Yarmouth HS | Chatham High School | 4 | 1 | |
| 04/12/2010 | Greenwich High School | Brunswick School | 3 | 2 | |
| 04/12/2010 | Barrington High School | East Lyme High School | 2 | 1 | |
| 04/13/2010 | Falmouth High School | Marthas Vineyard RHS | 2 | 1 | |
| 04/13/2010 | Sharon High School | Hingham High School | 4 | 1 | |
| 04/13/2010 | Cape Cod Academy | Barnstable HS | 3 | 1 | |
| 04/13/2010 | St John's Prep | Winchester High School | 4 | 1 | |
| 04/13/2010 | North Kingstown High School | Rogers High School | 3 | 2 | |
| 04/13/2010 | Dartmouth High School | Duxbury High School | 3 | 2 | |
| 04/13/2010 | Moses Brown School | East Greenwich High School | 2 | 1 | |
| 04/13/2010 | Nauset Regional High School | Bourne High School | 2 | 0 | |
| 04/14/2010 | Greenwich High School | Greenwich Academy | 2 | 0 | |
| 04/14/2010 | St John's Prep | Sharon High School | 4 | 1 | |
| 04/14/2010 | Greenwich High School | Brunswick School | 2 | 1 | |
| 04/14/2010 | Belmont Hill School | Dover Sherborn RHS | 3 | 2 | |
| 04/14/2010 | Brewster Academy | Falmouth High School | 4 | 0 | |
| 04/14/2010 | East Lyme High School | Branford High School | 2 | 0 | |
| 04/14/2010 | Lincoln Sudbury Regional High School | BB&N - Buckingham Browne and Nichols | 2 | 1 | |
| 04/14/2010 | Greens Farms Academy | Staples High School | 2 | 0 | |
| 04/14/2010 | Lincoln Sudbury Regional High School | Boston Latin School | 2 | 0 | |
| 04/14/2010 | Portsmouth Abbey School | Tabor Academy | 3 | 2 | |
| 04/14/2010 | Tabor Academy | Boston College High School | 5 | 0 | |
| 04/14/2010 | Milton Academy | Cape Cod Academy | 3 | 2 | |
| 04/14/2010 | Dennis-Yarmouth HS | Sandwich High School | 4 | 0 | |
| 04/14/2010 | Moses Brown School | Bishop Stang High School | 5 | 0 | |
| 04/14/2010 | Mt. Desert Island HS | George Stevens Academy | 3 | 1 | |
| 04/14/2010 | St George's School | Dartmouth High School | 3 | 0 | |
| 04/14/2010 | Brunswick School | Greenwich Academy | 2 | 0 | |
| 04/14/2010 | Wellesley High School | BB&N - Buckingham Browne and Nichols | 2 | 0 | |
| 04/14/2010 | Wellesley High School | Boston Latin School | 3 | 0 | |
| 04/14/2010 | Providence Country Day School | Rogers High School | 4 | 1 | |
| 04/15/2010 | Providence Country Day School | Barrington High School | 4 | 0 | |
| 04/15/2010 | Manchester/Essex Regional High School | Gloucester High School | 5 | 0 | |
| 04/15/2010 | Moses Brown School | Rogers High School | 4 | 1 | |
| 04/15/2010 | Duxbury High School | Winchester High School | 3 | 1 | |
| 04/15/2010 | North Kingstown High School | Sharon High School | 3 | 2 | |
| 04/15/2010 | Brookline High | Dover Sherborn RHS | 4 | 1 | |
| 04/15/2010 | Nauset Regional High School | Harwich High School | 4 | 0 | |
| 04/15/2010 | St John's Prep | Marblehead High School | 3 | 2 | |
| 04/15/2010 | East Greenwich High School | Rocky Hill School | 2 | 0 | |
| 04/15/2010 | St. Mary's Academy - Bay View | Bishop Hendricken High School | 2 | 1 | |
| 04/15/2010 | East Greenwich High School | St. Mary's Academy - Bay View | 2 | 1 | |
| 04/15/2010 | Rocky Hill School | Bishop Hendricken High School | 2 | 1 | |
| 04/15/2010 | East Greenwich High School | Bishop Hendricken High School | 2 | 0 | |
| 04/16/2010 | Portsmouth Abbey School | Cape Cod Academy | 4 | 1 | |
| 04/17/2010 | Tabor Academy | Dartmouth High School | 3 | 2 | |
| 04/17/2010 | Tabor Academy | Xavier High School | 5 | 0 | |
| 04/17/2010 | Dartmouth High School | Xavier High School | 4 | 0 | |
| 04/17/2010 | Tabor Academy | Duxbury High School | 3 | 0 | |
| 04/17/2010 | Greenwich Academy | Salisbury School | 3 | 0 | |
| 04/17/2010 | Moses Brown School | Cape Cod Academy | 3 | 0 | |
| 04/17/2010 | Moses Brown School | Marthas Vineyard RHS | 3 | 0 | |
| 04/17/2010 | Cape Cod Academy | Marthas Vineyard RHS | 3 | 1 | |
| 04/17/2010 | Duxbury High School | Manchester/Essex Regional High School | 4 | 1 | |
| 04/17/2010 | East Lyme High School | Williams School | 3 | 1 | |
| 04/17/2010 | St George's School | Greenwich High School | 3 | 0 | |
| 04/17/2010 | St George's School | Falmouth High School | 3 | 0 | |
| 04/17/2010 | Greenwich High School | Falmouth High School | 3 | 0 | |
| 04/18/2010 | St George's School | Barnstable HS | 3 | 0 | |
| 04/18/2010 | Hotchkiss School | Barnstable HS | 3 | 0 | |
| 04/18/2010 | Portsmouth Abbey School | Barnstable HS | 3 | 0 | |
| 04/18/2010 | Hotchkiss School | St George's School | 3 | 0 | |
| 04/18/2010 | Hotchkiss School | Portsmouth Abbey School | 3 | 0 | |
| 04/19/2010 | Providence Country Day School | Rocky Hill School | 3 | 0 | |
| 04/19/2010 | East Lyme High School | Branford High School | 2 | 1 | |
| 04/20/2010 | East Lyme High School | Xavier High School | 3 | 1 | |
| 04/20/2010 | Duxbury High School | Barnstable HS | 3 | 0 | |
| 04/21/2010 | Portsmouth Abbey School | Xavier High School | 2 | 1 | |
| 04/21/2010 | Cape Cod Academy | Boston College High School | 3 | 1 | |
| 04/21/2010 | Darien High School | Greenwich Academy | 2 | 0 | |
| 04/21/2010 | Darien High School | Fairfield Prep | 2 | 0 | |
| 04/21/2010 | Fairfield Prep | Greenwich Academy | 2 | 0 | |
| 04/21/2010 | Brewster Academy | Belmont Hill School | 3 | 2 | |
| 04/21/2010 | Williams School | Daniel Hand HS | 2 | 0 | |
| 04/21/2010 | Greenwich High School | Fairfield Ludlow High School | 3 | 2 | |
| 04/21/2010 | Williams School | Valley Regional High School | 2 | 0 | |
| 04/21/2010 | Daniel Hand HS | Valley Regional High School | 2 | 0 | |
| 04/21/2010 | Tabor Academy | Milton Academy | 3 | 2 | |
| 04/21/2010 | Sharon High School | Boston College High School | 3 | 0 | |
| 04/21/2010 | Tabor Academy | Moses Brown School | 4 | 1 | |
| 04/21/2010 | St George's School | Portsmouth Abbey School | 3 | 1 | |
| 04/21/2010 | St George's School | Xavier High School | 3 | 0 | |
| 04/21/2010 | Brunswick School | Greens Farms Academy | 2 | 1 | |
| 04/21/2010 | Sharon High School | Barnstable HS | 4 | 1 | |
| 04/22/2010 | East Greenwich High School | North Kingstown High School | 3 | 2 | |
| 04/23/2010 | Fairfield Ludlow High School | Fairfield Warde | 2 | 0 | |
| 04/26/2010 | St John's Prep | Manchester/Essex Regional High School | 3 | 2 | |
| 04/26/2010 | Greenwich Academy | Branford High School | 2 | 1 | |
| 04/27/2010 | East Lyme High School | Williams School | 2 | 1 | |
| 04/27/2010 | Sharon High School | Duxbury High School | 2 | 1 | |
| 04/27/2010 | Nauset Regional High School | Cape Cod Academy | 3 | 1 | |
| 04/27/2010 | Manchester/Essex Regional High School | Hingham High School | 2 | 1 | |
| 04/27/2010 | Wellesley High School | Gloucester High School | 4 | 0 | |
| 04/27/2010 | Xavier High School | Branford High School | 2 | 0 | |
| 04/27/2010 | Marthas Vineyard RHS | Bourne High School | 4 | 1 | |
| 04/27/2010 | Harwich High School | Chatham High School | 3 | 0 | |
| 04/27/2010 | Winchester High School | Boston College High School | 4 | 0 | |
| 04/28/2010 | Lincoln Sudbury Regional High School | Notre Dame Academy | 4 | 0 | |
| 04/28/2010 | Cape Cod Academy | Barnstable HS | 2 | 1 | |
| 04/28/2010 | Barnstable HS | Milton Academy | 2 | 0 | |
| 04/28/2010 | Cape Cod Academy | Milton Academy | 1 | 2 | |
| 04/28/2010 | Marthas Vineyard RHS | Sandwich High School | 3 | 0 | |
| 04/28/2010 | Dartmouth High School | Barnstable HS | 2 | 1 | |
| 04/28/2010 | Dartmouth High School | Cape Cod Academy | 2 | 0 | |
| 04/28/2010 | Dartmouth High School | Milton Academy | 3 | 0 | |
| 04/28/2010 | Darien High School | Greens Farms Academy | 2 | 0 | |
| 04/28/2010 | Sharon High School | Bishop Stang High School | 4 | 1 | |
| 04/29/2010 | Harwich High School | Marthas Vineyard RHS | 3 | 2 | |
| 04/29/2010 | North Kingstown High School | Providence Country Day School | 5 | 0 | |
| 04/30/2010 | Tabor Academy | St John's Prep | 4 | 1 | |
| 04/30/2010 | Tabor Academy | Cape Cod Academy | 5 | 0 | |
| 04/30/2010 | St George's School | North Kingstown High School | 3 | 2 | |
| 04/30/2010 | St George's School | Boston College High School | 3 | 0 | |
| 04/30/2010 | Dartmouth High School | Providence Country Day School | 2 | 0 | |
| 04/30/2010 | Greens Farms Academy | Fairfield Ludlow High School | 2 | 1 | |
| 04/30/2010 | Fairfield Ludlow High School | Fairfield Prep | 2 | 1 | |
| 04/30/2010 | Wellesley High School | Lincoln Sudbury Regional High School | 3 | 2 | |
| 04/30/2010 | Barnstable HS | Falmouth High School | 3 | 0 | |
| 04/30/2010 | Portsmouth Abbey School | Dartmouth High School | 2 | 0 | |
| 04/30/2010 | Portsmouth Abbey School | Providence Country Day School | 2 | 0 | |
| 05/01/2010 | Xavier High School | Yarmouth High School | 3 | 2 | |
| 05/01/2010 | Hotchkiss School | Fairfield Prep | 3 | 0 | |
| 05/01/2010 | Brewster Academy | Portland HS | 1 | 0 | Forfeited b/c of too few sailors by PHS |
| 05/01/2010 | Wellesley High School | Belmont Hill School | 2 | 0 | |
| 05/01/2010 | Brewster Academy | Cape Elizabeth HS | 3 | 2 | |
| 05/01/2010 | Tabor Academy | Nantucket High School | 5 | 0 | |
| 05/01/2010 | Tabor Academy | Falmouth High School | 5 | 0 | |
| 05/01/2010 | Hotchkiss School | Branford High School | 1 | 0 | Forfeit by BHS due to late cancellation |
| 05/01/2010 | Manchester/Essex Regional High School | Wellesley High School | 2 | 0 | |
| 05/01/2010 | Manchester/Essex Regional High School | Belmont Hill School | 2 | 0 | |
| 05/01/2010 | Fairfield Prep | Branford High School | 1 | 0 | Forfeit by BHS due to late cancellation |
| 05/02/2010 | Barnstable HS | Nantucket High School | 3 | 2 | |
| 05/02/2010 | Barnstable HS | Marthas Vineyard RHS | 2 | 0 | |
| 05/02/2010 | Nantucket High School | Marthas Vineyard RHS | 3 | 0 | |
| 05/02/2010 | Nauset Regional High School | Marthas Vineyard RHS | 4 | 1 | |
| 05/02/2010 | Nauset Regional High School | Sandwich High School | 5 | 0 | |
| 05/02/2010 | Falmouth HS (ME) | Cheverus High School | 2 | 0 | |
| 05/02/2010 | Mt. Desert Island HS | Cape Elizabeth HS | 2 | 0 | |
| 05/02/2010 | Portland HS | George Stevens Academy | 2 | 0 | |
| 05/02/2010 | Falmouth HS (ME) | Mt. Desert Island HS | 2 | 0 | |
| 05/02/2010 | George Stevens Academy | Cape Elizabeth HS | 2 | 0 | |
| 05/02/2010 | Cheverus High School | Portland HS | 2 | 1 | |
| 05/02/2010 | Falmouth HS (ME) | George Stevens Academy | 2 | 0 | |
| 05/02/2010 | Portland HS | Cape Elizabeth HS | 2 | 1 | |
| 05/02/2010 | Cheverus High School | Mt. Desert Island HS | 3 | 0 | |
| 05/02/2010 | Winchester High School | Manchester/Essex Regional High School | 2 | 0 | |
| 05/02/2010 | Hotchkiss School | Greenwich High School | 3 | 0 | |
| 05/02/2010 | Winchester High School | Sharon High School | 3 | 0 | |
| 05/02/2010 | Manchester/Essex Regional High School | Sharon High School | 2 | 1 | |
| 05/03/2010 | Sharon High School | Lincoln Sudbury Regional High School | 4 | 0 | |
| 05/03/2010 | Notre Dame Academy | Gloucester High School | 4 | 1 | |
| 05/04/2010 | Manchester/Essex Regional High School | Winchester High School | 3 | 0 | |
| 05/04/2010 | Nauset Regional High School | Barnstable HS | 3 | 2 | |
| 05/04/2010 | Greenwich High School | Staples High School | 2 | 0 | |
| 05/04/2010 | Brunswick School | Greenwich Academy | 2 | 0 | |
| 05/04/2010 | Greenwich High School | Brunswick School | 2 | 0 | |
| 05/04/2010 | Staples High School | Greenwich Academy | 2 | 1 | |
| 05/04/2010 | Dennis-Yarmouth HS | Marthas Vineyard RHS | 3 | 2 | |
| 05/04/2010 | Harwich High School | Bourne High School | 5 | 0 | |
| 05/04/2010 | Notre Dame Academy | Dover Sherborn RHS | 3 | 0 | |
| 05/05/2010 | Notre Dame Academy | Swampscott High School | 1 | 0 | Forfeit - SHS was a no show |
| 05/05/2010 | Darien High School | Brunswick School | 2 | 0 | |
| 05/05/2010 | Lincoln Sudbury Regional High School | Gloucester High School | 5 | 0 | |
| 05/05/2010 | Greenwich Academy | Fairfield Warde | 3 | 0 | |
| 05/05/2010 | Fairfield Ludlow High School | Greenwich Academy | 2 | 0 | |
| 05/05/2010 | Williams School | Xavier High School | 4 | 1 | |
| 05/05/2010 | Greens Farms Academy | Fairfield Prep | 2 | 0 | |
| 05/05/2010 | Greenwich High School | Fairfield Prep | 2 | 0 | |
| 05/05/2010 | Greens Farms Academy | Greenwich High School | 2 | 0 | |
| 05/05/2010 | Bishop Stang High School | East Greenwich High School | 2 | 0 | |
| 05/05/2010 | Bishop Stang High School | St. Mary's Academy - Bay View | 2 | 0 | |
| 05/05/2010 | Bishop Stang High School | Rogers High School | 3 | 2 | |
| 05/05/2010 | Hingham High School | Wellesley High School | 3 | 2 | |
| 05/06/2010 | Hingham High School | Notre Dame Academy | 3 | 0 | |
| 05/06/2010 | Dennis-Yarmouth HS | Bourne High School | 3 | 0 | |
| 05/07/2010 | Wellesley High School | Brookline High | 3 | 2 | |
| 05/07/2010 | Williams School | Branford High School | 2 | 0 | |
| 05/08/2010 | Tabor Academy | Bishop Stang High School | 5 | 0 | |
| 05/08/2010 | Falmouth HS (ME) | Brewster Academy | 2 | 0 | |
| 05/08/2010 | Belmont Hill School | Brewster Academy | 2 | 0 | |
| 05/08/2010 | Falmouth HS (ME) | Belmont Hill School | 2 | 0 | |
| 05/10/2010 | Falmouth High School | Dennis-Yarmouth HS | 3 | 2 | |
| 05/10/2010 | Nantucket High School | Harwich High School | 3 | 1 | |
| 05/10/2010 | Brunswick School | Fairfield Prep | 2 | 1 | |
| 05/10/2010 | Greens Farms Academy | Brunswick School | 2 | 1 | |
| 05/11/2010 | Wellesley High School | Dover Sherborn RHS | 2 | 1 | |
| 05/11/2010 | Williams School | Prout School | 3 | 2 | |
| 05/11/2010 | Harwich High School | Sandwich High School | 5 | 0 | |
| 05/12/2010 | St John's Prep | Belmont Hill School | 3 | 1 | |
| 05/12/2010 | Greenwich High School | Fairfield Ludlow High School | 3 | 2 | |
| 05/12/2010 | Barnstable HS | Sandwich High School | 3 | 0 | |
| 05/12/2010 | Barnstable HS | Chatham High School | 3 | 1 | |
| 05/13/2010 | Barnstable HS | Bourne High School | 3 | 0 | |
| 05/13/2010 | Moses Brown School | Providence Country Day School | 4 | 0 | |
| 05/13/2010 | Rogers High School | Portsmouth High School (RI) | 3 | 0 | |
| 05/13/2010 | Sharon High School | BB&N - Buckingham Browne and Nichols | 4 | 0 | |
| 05/13/2010 | Sharon High School | Boston Latin School | 2 | 0 | |
| 05/13/2010 | Dover Sherborn RHS | Swampscott High School | 5 | 0 | |
| 05/14/2010 | Lincoln Sudbury Regional High School | Dover Sherborn RHS | 2 | 1 | |
| 05/17/2010 | Manchester/Essex Regional High School | Sharon High School | 3 | 1 | |
| 05/18/2010 | Brookline High | Notre Dame Academy | 3 | 1 | |
| 05/18/2010 | Falmouth High School | Chatham High School | 3 | 1 | |
| 05/18/2010 | Lincoln Sudbury Regional High School | Swampscott High School | 5 | 0 | |
| 05/18/2010 | Sharon High School | Wellesley High School | 4 | 1 | |
| 05/18/2010 | East Greenwich High School | Rogers High School | 3 | 0 | |
| 05/18/2010 | Dover Sherborn RHS | Gloucester High School | 3 | 2 | |
| 05/18/2010 | Sharon High School | Sandwich High School | 5 | 0 | |
| 05/20/2010 | Brookline High | Boston Latin School | 2 | 0 | |
| 05/20/2010 | BB&N - Buckingham Browne and Nichols | Brookline High | 2 | 1 | |
| 05/20/2010 | Gloucester High School | Swampscott High School | 3 | 1 | |
| 05/20/2010 | Harwich High School | Sandwich High School | 5 | 0 | |
| 05/24/2010 | Barnstable HS | Harwich High School | 4 | 1 |