| Date & Time | Game | Venue |
|---|---|---|
| December 15, 2018 | (3) Hanover Hawks at (1) Duxbury Dragons | The Bog |
| December 19, 2018 | (3) Duxbury Dragons at (1) Silver Lake Lakers | Hobomock Arena |
| December 22, 2018 | (3) Quincy Presidents at (4) Duxbury Dragons | The Bog |
| December 27, 2018 | (0) Braintree Wamps at (2) Duxbury Dragons
ISLAND CREEK OYSTER CUP |
The Bog |
| December 29, 2018 | (2) Natick Red Hawks at (4) Duxbury Dragons
Island Creek Oysters Cup |
The Bog |
| January 02, 2019 | (3) Duxbury Dragons at (1) Scituate Sailors | Hobomock Arena |
| January 05, 2019 | (1) Plymouth South Panthers at (7) Duxbury Dragons | The Bog |
| January 07, 2019 | (3) Duxbury Dragons at (4) Hingham Harbormen | Pilgrim Arena |
| January 09, 2019 | (1) Duxbury Dragons at (0) Whitman-Hanson Panthers | Rockland Arena |
| January 12, 2019 | (1) Plymouth North Eagles at (6) Duxbury Dragons | The Bog |
| January 16, 2019 | (5) Duxbury Dragons at (2) North Quincy Red Raiders | Quincy Youth Arena |
| January 19, 2019 | (1) Silver Lake Lakers at (5) Duxbury Dragons | The Bog |
| January 21, 2019 | (0) Marshfield Rams at (3) Duxbury Dragons | The Bog |
| January 26, 2019 | (2) Duxbury Dragons at (0) Xaverian Hawks | Canton Ice House |
| January 30, 2019 | (2) Duxbury Dragons at (0) Quincy Presidents | Quincy Youth Arena |
| February 02, 2019 | (1) Barnstable Red Hawks at (2) Duxbury Dragons | The Bog |
| February 06, 2019 | (5) Duxbury Dragons at (1) Pembroke Titans | Hobomock Arena |
| February 09, 2019 | (1) Whitman-Hanson Panthers at (2) Duxbury Dragons | The Bog |
| February 13, 2019 | (7) Duxbury Dragons at (1) Plymouth North Eagles | Armstrong Arena |
| February 16, 2019 | (0) Archbishop Williams Bishops at (2) Duxbury Dragons
Buddy Ferreira Classic |
Falmouth Ice Arena |
| February 18, 2019 | (1) Duxbury Dragons at (3) Hingham Harbormen
Buddy Ferreira Classic |
Falmouth Ice Arena |
| February 20, 2019 | (2) Austin Prep Cougars at (0) Duxbury Dragons
Buddy Ferreira Classic - 3rd Place Game |
Falmouth Ice Arena |
| February 25, 2019 | (4) Xaverian Hawks at (2) Duxbury Dragons
Play-In game |
Chelmsford Forum |
| March 02, 2019 | (0) Wellesley Raiders at (2) Duxbury Dragons | Canton Ice House |
| March 06, 2019 | (2) Barnstable Red Hawks at (3) Duxbury Dragons
2OT |
Gallo Arena |
| March 10, 2019 | (0) Franklin Panthers at (3) Duxbury Dragons | Gallo Arena |
| March 17, 2019 | (3) Duxbury Dragons at (1) Winchester Red & Black | TD Garden |
