| Date & Time | Game | Venue |
|---|---|---|
| Dec. 18, 7:45 PM | (3) Scituate Sailors at (1) North Quincy Red Raiders | Quincy Youth Arena |
| Dec. 21, 7:50 PM | (0) Barnstable Red Hawks at (3) Scituate Sailors | Hobomock Arena |
| Dec. 23, 7:20 PM | (4) Scituate Sailors at (1) Duxbury Dragons
ISLAND CREEK OYSTER CUP |
The Bog |
| Dec. 26, 7:20 PM | (5) Nauset Warriors at (4) Scituate Sailors
ICO Cup 2nd Round |
The Bog |
| Dec. 28, 3:50 PM | (1) Masconomet Chieftains at (2) Scituate Sailors | Hobomock Arena |
| Jan. 1, 3:00 PM | (3) Norwell Clippers at (4) Scituate Sailors
OLD OAKEN BUCKET |
Hobomock Arena |
| Jan. 4, 11:50 AM | (3) Bedford Bucs at (1) Scituate Sailors
Non League Game |
Rockland Arena |
| Jan. 8, 5:50 PM | (2) Scituate Sailors at (1) Silver Lake Lakers | Hobomock Arena |
| Jan. 11, 3:30 PM | (4) Scituate Sailors at (3) Plymouth North Eagles | Armstrong Arena |
| Jan. 15, 7:50 PM | (2) Pembroke Titans at (6) Scituate Sailors | Hobomock Arena |
| Jan. 18, 3:40 PM | (3) Scituate Sailors at (1) Hanover Hawks | Hobomock Arena |
| Jan. 20, 4:00 PM | (1) North Quincy Red Raiders at (3) Scituate Sailors | Hobomock Arena |
| Jan. 22, 7:30 PM | (5) Scituate Sailors at (2) Plymouth South Panthers | Armstrong Arena |
| Jan. 25, 3:50 PM | (0) Marshfield Rams at (1) Scituate Sailors | Hobomock Arena |
| Jan. 29, 4:00 PM | (4) Scituate Sailors at (2) Dartmouth Indians | Hetland Arena |
| Feb. 1, 7:50 PM | (2) Nauset Warriors at (1) Scituate Sailors | Hobomock Arena |
| Feb. 5, 7:50 PM | (1) Whitman-Hanson Panthers at (1) Scituate Sailors | Rockland Arena |
| Feb. 8, 7:50 PM | (3) Scituate Sailors at (3) Pembroke Titans | Hobomock Arena |
| Feb. 12, 5:50 PM | (5) Hanover Hawks at (2) Scituate Sailors | Hobomock Arena |
| Feb. 15, 5:50 PM | (2) Plymouth South Panthers at (4) Scituate Sailors | Hobomock Arena |
| Feb. 17, 2:00 PM | (3) Wachusett Mountaineers at (6) Scituate Sailors | Hobomock Arena |
| Feb. 20, 1:00 PM | (0) Lynnfield Pioneers at (5) Scituate Sailors | Hobomock Arena |
| Feb. 26, 6:00 PM | (1) Norton Lancers at (4) Scituate Sailors
MIAA D3 BOYS STATE TOURNAMENT - Round 32 |
Hobomock Arena |
| Mar. 1, 6:10 PM | (3) Taunton Tigers at (6) Scituate Sailors
MIAA D3 BOYS STATE TOURNAMENT - Round 16 |
Hobomock Arena |
| Mar. 6, 7:00 PM | (0) Triton Vikings at (6) Scituate Sailors
MIAA D3 BOYS STATE TOURNAMENT - Round 8 |
O'Brien Arena |
| Mar. 9, 5:30 PM | (0) Scituate Sailors at (8) Nauset Warriors
MIAA D3 BOYS STATE TOURNAMENT - Semi Finals |
Gallo Arena |
