| Date & Time | Game | Venue |
|---|---|---|
| Dec. 10, 2:00 PM | (3) Norwell Clippers at (2) Nantucket Whalers | Nantucket Ice Skating Rink |
| Dec. 13, 5:15 PM | (4) Nauset Warriors at (6) Nantucket Whalers | Nantucket Ice Skating Rink |
| Dec. 16, 1:00 PM | (4) Nantucket Whalers at (1) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| Dec. 20, 4:00 PM | (5) Nantucket Whalers at (4) Barnstable Red Hawks | Kennedy Memorial Skating Rink |
| Dec. 30, 5:15 PM | (1) Framingham Flyers at (3) Nantucket Whalers | Nantucket Ice Skating Rink |
| Jan. 3, 4:00 PM | (4) Nantucket Whalers at (0) Dennis-Yarmouth Dolphins | Tony Kent Arena |
| Jan. 8, 5:15 PM | (1) St. John Paul II Lions at (7) Nantucket Whalers | Nantucket Ice Skating Rink |
| Jan. 15, 4:30 PM | (6) Nantucket Whalers at (1) St. John Paul II Lions | Hyannis Youth and Community Center |
| Jan. 17, 4:00 PM | (6) Nantucket Whalers at (4) Mashpee/Monomoy Monarchs | Tony Kent Arena |
| Jan. 20, 2:00 PM | (0) Bishop Stang Spartans at (5) Nantucket Whalers | Nantucket Ice Skating Rink |
| Jan. 24, 5:15 PM | (0) Dennis-Yarmouth Dolphins at (6) Nantucket Whalers | Nantucket Ice Skating Rink |
| Jan. 27, 2:00 PM | (2) Old Rochester/Fairhaven Bulldogs at (8) Nantucket Whalers | Nantucket Ice Skating Rink |
| Jan. 31, 3:35 PM | (4) Nantucket Whalers at (1) Old Rochester/Fairhaven Bulldogs | Falmouth Ice Arena |
| Feb. 3, 2:00 PM | (3) Martha's Vineyard Vineyarders at (5) Nantucket Whalers | Nantucket Ice Skating Rink |
| Feb. 10, 2:30 PM | (2) Nantucket Whalers at (1) Bishop Stang Spartans | Hetland Arena |
| Feb. 11, 2:30 PM | (0) Mashpee/Monomoy Monarchs at (5) Nantucket Whalers | Nantucket Ice Skating Rink |
| Feb. 15, 4:00 PM | (2) Nantucket Whalers at (6) Nauset Warriors
postponed from 2/14 |
Charles Moore Arena |
| Feb. 19, 4:00 PM | (1) North Reading Hornets at (1) Nantucket Whalers
Jeffrey Hayes Memorial Tournament (N. Reading wins in SO) |
Gallo Arena |
| Feb. 20, 4:00 PM | (0) Nantucket Whalers at (2) Sandwich Blue Knights
Jeffrey Hayes Memorial Tournament - Consolation Game |
Gallo Arena |
| Feb. 22, 2:40 PM | (1) Nantucket Whalers at (5) Sandwich Blue Knights | Gallo Arena |
| Mar. 1, 5:15 PM | (3) St. John Paul II Lions at (6) Nantucket Whalers
MIAA D4 BOYS STATE TOURNAMENT - Round 32 |
Nantucket Ice Skating Rink |
| Mar. 3, 2:00 PM | (2) Bourne Canalmen at (3) Nantucket Whalers
MIAA D4 BOYS STATE TOURNAMENT - Sweet 16 |
Nantucket Ice Skating Rink |
| Mar. 6, 3:15 PM | (4) Stoneham Spartans at (1) Nantucket Whalers
MIAA D4 BOYS STATE TOURNAMENT - Elite 8 |
Gallo Arena |
