| Date & Time | Game | Venue |
|---|---|---|
| Jan. 2 (Time TBA) | (5) Marshfield Rams at (2) Scituate Sailors | Hobomock Arena |
| Jan. 3 Postponed | North Quincy Red Raiders at Scituate Sailors
Game CXLD |
Hobomock Arena |
| Jan. 20 Postponed | Scituate Sailors at Plymouth South Panthers | Armstrong Arena |
| January 22, 2021 | (2) Plymouth South Panthers at (6) Scituate Sailors | Hobomock Arena |
| January 23, 2021 | (3) Scituate Sailors at (1) North Quincy Red Raiders | Quincy Youth Arena |
| January 24, 2021 | (1) Pembroke Titans at (8) Scituate Sailors
GAME ADDED |
Hobomock Arena |
| January 27, 2021 | (2) Hanover Hawks at (4) Scituate Sailors | Hobomock Arena |
| January 29, 2021 | (0) Whitman-Hanson Panthers at (4) Scituate Sailors | The Bog |
| January 30, 2021 | (4) Scituate Sailors at (1) Pembroke Titans | Hobomock Arena |
| January 31, 2021 | (1) North Quincy Red Raiders at (3) Scituate Sailors | Hobomock Arena |
| February 03, 2021 | (4) Scituate Sailors at (1) Quincy Presidents | Quincy Youth Arena |
| February 05, 2021 | (4) Quincy Presidents at (5) Scituate Sailors | Hobomock Arena |
| February 06, 2021 | (4) Plymouth South Panthers at (8) Scituate Sailors
Time updated |
Gallo Arena |
| Feb. 9 Postponed | Scituate Sailors at Hanover Hawks | Hobomock Arena |
| February 13, 2021 | (0) Marshfield Rams at (2) Scituate Sailors
patriot Cup Round 2 |
Hobomock Arena |
| February 17, 2021 | (5) Hingham Harbormen at (2) Scituate Sailors
Boys Patriot Cup Semi Finals |
Gallo Arena |
