| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 13 Jul 2023 | Isle of Wight | 2–3 | Jersey | A | ITL · Island Games |
| 11 Jul 2023 | Guernsey | 1–2 | Isle of Wight | A | ITL · Island Games |
| 10 Jul 2023 | Western Isles | 0–1 | Isle of Wight | A | ITL · Island Games |
| 09 Jul 2023 | Åland Islands | 0–2 | Isle of Wight | A | ITL · Island Games |
| 02 Jul 2015 | Isle of Wight | 1–2 | Greenland | A | ITL · Island Games |
| 30 Jun 2015 | Isle of Wight | 3–1 | Hitra | H | ITL · Island Games |
| 29 Jun 2015 | Isle of Wight | 3–0 | Falkland Islands | H | ITL · Island Games |
| 28 Jun 2015 | Shetland | 0–0 | Isle of Wight | D | ITL · Island Games |
| 01 Jul 2011 | Isle of Wight | 4–2 | Guernsey | H | ITL · Island Games |
| 30 Jun 2011 | Isle of Wight | 1–0 | Jersey | H | ITL · Island Games |
| 28 Jun 2011 | Isle of Wight | 3–2 | Gibraltar | H | ITL · Island Games |
| 27 Jun 2011 | Isle of Wight | 4–0 | Alderney | H | ITL · Island Games |
| 26 Jun 2011 | Isle of Wight | 4–0 | Ynys Môn | H | ITL · Island Games |
| 03 Jul 2009 | Gibraltar | 3–0 | Isle of Wight | H | ITL · Island Games |
| 30 Jun 2009 | Jersey | 4–1 | Isle of Wight | H | ITL · Island Games |
| 29 Jun 2009 | Isle of Wight | 5–1 | Saare County | H | ITL · Island Games |
| 28 Jun 2009 | Rhodes | 2–0 | Isle of Wight | H | ITL · Island Games |
| 04 Jul 2003 | Jersey | 3–0 | Isle of Wight | H | ITL · Island Games |
| 03 Jul 2003 | Guernsey | 3–1 | Isle of Wight | H | ITL · Island Games |
| 01 Jul 2003 | Isle of Wight | 2–1 | Gibraltar | H | ITL · Island Games |
| 30 Jun 2003 | Sark | 0–20 | Isle of Wight | A | ITL · Island Games |
| 29 Jun 2003 | Isle of Wight | 1–2 | Greenland | A | ITL · Island Games |
| 13 Jul 2001 | Isle of Wight | 0–2 | Jersey | A | ITL · Island Games |
| 12 Jul 2001 | Isle of Wight | 2–3 | Guernsey | A | ITL · Island Games |
| 10 Jul 2001 | Rhodes | 1–4 | Isle of Wight | A | ITL · Island Games |
| 08 Jul 2001 | Isle of Wight | 0–0 | Greenland | D | ITL · Island Games |
| 02 Jul 1999 | Isle of Wight | 2–0 | Jersey | H | ITL · Island Games |
| 01 Jul 1999 | Isle of Wight | 1–3 | Ynys Môn | A | ITL · Island Games |
| 29 Jun 1999 | Isle of Wight | 7–2 | Greenland | H | ITL · Island Games |
| 28 Jun 1999 | Saare County | 1–6 | Isle of Wight | A | ITL · Island Games |
| 27 Jun 1999 | Isle of Wight | 6–2 | Frøya | H | ITL · Island Games |
| 03 Jul 1997 | Isle of Wight | 3–1 | Guernsey | H | ITL · Island Games |
| 03 Jul 1997 | Ynys Môn | 0–0 | Isle of Wight | D | ITL · Island Games |
| 01 Jul 1997 | Hitra | 0–4 | Isle of Wight | A | ITL · Island Games |
| 29 Jun 1997 | Shetland | 0–0 | Isle of Wight | D | ITL · Island Games |
| 22 Jul 1995 | Gibraltar | 0–1 | Isle of Wight | A | ITL · Island Games |
| 20 Jul 1995 | Greenland | 1–2 | Isle of Wight | A | ITL · Island Games |
| 18 Jul 1995 | Isle of Wight | 1–1 | Guernsey | D | ITL · Island Games |
| 17 Jul 1995 | Åland Islands | 0–5 | Isle of Wight | A | ITL · Island Games |
| 16 Jul 1995 | Jersey | 2–0 | Isle of Wight | H | ITL · Island Games |