2008 Regatta Schedule
| July 8 | MSA Opti Green Fleet Invite | Tuck's Point, Manchester |
| | July 14-15 | Lipton Cup | Squantum YC |
| | July 17-18 | Hingham Bay Junior Regatta | Hingham YC |
| | TBA | Northeast (Maine) Junior | Rockland, Maine | | | Olympic Regatta |
| | TBA | Charles Eliminations | TBA | | | (One boat from MSA and one | | | from MYC) |
| | July 19-20 | Falmouth Regatta | Falmouth YC |
| | July 21-23 | Marblehead Junior Race Week | Pleon YC |
| | July 25-27 | Hyannis Regatta | Hyannis YC |
| | TBA | MIT Midgets/Wood Trophy | MIT |
| | | (One Boat from MSA, one | | | from MYC) |
| | TBA | Opti New Englands | Newport, RI |
| | TBA | Tim Baker Race | Sandy Bay YC | | | (3 boats/club-fleet racing) |
| | Aug. 3 | Squam Day | Annisquam YC | | | (Team Racing for 420s, Fleet | | | Racing for Optis) |
| | Aug.1-3 | Buzzards Bay Regatta | Beverly yacht Club | | | (No Optis) | Marion, MA |
| | TBA | Scituate Junior Regatta | Scituate YC |
| | Aug. 11-13 | Mass Bay Junior Olympic | Sandy Bay, | | | Regatta | Rockport, MA |
| | Aug. 8-11 | 420 North Americans | Chautauqua Lake, New York |
| | TBA | North/South Shore Team | TBA | | | Race Shoot-Out | | |
|