| Host |  Gotland, Sweden |
|---|---|
| Teams | 22 islands |
| Athletes | 1858 |
| Events | 14 |
| Opening | June 26, 1999 |
| Closing | July 2, 1999 |
| Opened by | Carl XVI Gustaf |
The 1999 Island Games were the eighth Island Games, and were held in Gotland, Sweden, from June 26 to July 2, 1999. Gotland hosted Island Games again in June 2017.
* Host nation (Host nation (Gotland))
| Rank | Nation | Gold | Silver | Bronze | Total |
|---|---|---|---|---|---|
| 1 |  Gotland (Gotland)* | 37 | 27 | 29 | 93 |
| 2 |  Guernsey (GUE) | 27 | 27 | 31 | 85 |
| 3 |  Jersey (JEY) | 24 | 30 | 29 | 83 |
| 4 |  Isle of Man (IOM) | 16 | 18 | 21 | 55 |
| 5 |  Isle of Wight (IOW) | 13 | 17 | 10 | 40 |
| 6 |  Cayman Islands (CAY) | 11 | 2 | 9 | 22 |
| 7 |  Åland (ALA) | 9 | 8 | 7 | 24 |
| 8 |  Rhodes | 8 | 9 | 4 | 21 |
| 9 |  Faroe Islands (FRO) | 7 | 12 | 9 | 28 |
| 10 |  Shetland (SHE) | 6 | 3 | 8 | 17 |
| 11 |  Saaremaa | 4 | 6 | 10 | 20 |
| 12 |  Greenland (GRL) | 4 | 1 | 2 | 7 |
| 13 |  Ynys Môn/Anglesey | 2 | 1 | 3 | 6 |
| 14 |  Gibraltar | 1 | 5 | 3 | 9 |
| 15 |  Falkland Islands | 1 | 2 | 3 | 6 |
| 16 |  Orkney Islands | 0 | 1 | 1 | 2 |
| 17 |  Alderney | 0 | 0 | 1 | 1 |
 Saint Helena | 0 | 0 | 1 | 1 | |
| 19 |  Frøya | 0 | 0 | 0 | 0 |
 Hitra | 0 | 0 | 0 | 0 | |
 Prince Edward Island | 0 | 0 | 0 | 0 | |
 Sark | 0 | 0 | 0 | 0 | |
| Totals (22 entries) | 170 | 169 | 181 | 520 | |
The sports chosen for the games were:
Football (1) ()