| | | | 0-0 (0-0) | Scrimmage | Nantucket, MA | - | - |
| | | T 1-1 | 0-0-1 (0-0) | Non League | Nantucket, MA | - | - |
| | | W 2-1 | 1-0-1 (1-0) | League | Oak Bluffs, MA | - | - |
| | | W 2-0 | 2-0-1 (2-0) | League | Nantucket, MA | - | - |
| | | L 0-2 | 2-1-1 (2-1) | League | Nantucket, MA | - | - |
| | | CANC | 2-1-1 (2-1) | Non League | Nantucket, MA | - | - |
| | | W 2-1 | 3-1-1 (2-1) | Non League | Nantucket, MA | - | - |
| | | PPD | 3-1-1 (2-1) | Non League | Nantucket, MA | - | - |
| | | W 2-1 | 4-1-1 (2-1) | Non League | Nantucket, MA | - | - |
| | | L 0-2 | 4-2-1 (2-2) | League | North Eastham, MA | - | - |
| | | W 3-0 | 5-2-1 (2-2) | Non League | South Yarmouth, MA | - | - |
| | | L 0-2 | 5-3-1 (2-2) | Non League | Falmouth, MA | - | Watch |
| | | CANC | 5-3-1 (2-2) | League | Nantucket, MA | - | - |
| | | | 5-3-1 (2-2) | League | Nantucket, MA | - | - |
| | | W 4-0 | 6-3-1 (3-2) | League | Nantucket, MA | - | - |