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| All Schools |
| All Sports |
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| Basketball - Girls | | 12.09.2023 – Islesboro 27, North Haven 25 |
| 12.12.2023 – Pine Tree Academy 47, Islesboro 32 |
| 12.15.2023 – Islesboro 38, Wiscasset 16 |
| 12.16.2023 – Islesboro 47, North Haven 22 |
| 12.27.2023 – Islesboro 32, Temple 30 |
| 1.05.2024 – Buckfield 35, Islesboro 16 |
| 1.06.2024 – Temple 43, Islesboro 42 |
10 am 1.10.2024 – Vinalhaven at Islesboro |
| 1.11.2024 – Pine Tree Academy 38, Islesboro 36 |
11 am 1.13.2024 – Buckfield at Islesboro |
| 1.15.2024 – Islesboro 43, North Haven 35 |
4 pm 1.16.2024 – Islesboro at Pine Tree Academy |
| 1.19.2024 – Carrabec 61, Islesboro 36 |
| 1.22.2024 – Islesboro 44, Vinalhaven 31 |
3 pm 1.24.2024 – Islesboro at Forest Hills |
5 pm 1.29.2024 – Islesboro at Richmond |
12 PM 2.02.2024 – Valley at Islesboro |
10 am 2.03.2024 – Vinalhaven at Islesboro |
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