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The 1999 Island Games on the island of Gotland was the 6th edition in which a men's football tournament was played at the multi-games competition. It was contested by 14 teams.
| Tournament details | |
|---|---|
| Host country | Gotland |
| Dates | 22 June – 7 July |
| Teams | 14 |
| Venue(s) | (in 8 host cities) |
| Final positions | |
| Champions |  Ynys Môn (1st title) |
| Runners-up |  Isle of Man |
| Third place |  Isle of Wight |
| Fourth place |  Jersey |
| Tournament statistics | |
| Matches played | 30 |
| Goals scored | 156 (5.2 per match) |
| Top scorer(s) | Peter Langridge (8 goals) |
← 1997 2001 → | |
Ynys Môn won the tournament for the first time.
Group 1
Fardhem
Group 2
| Rank | Nation | Pld | W | D | L | GF | GA | Pts | GD |
|---|---|---|---|---|---|---|---|---|---|
| 1 | Isle of Man | 3 | 2 | 1 | 0 | 19 | 5 | 7 | +14 |
| 2 |  Gotland | 3 | 2 | 1 | 0 | 19 | 6 | 7 | +13 |
| 3 |  Shetland | 3 | 1 | 0 | 2 | 6 | 6 | 3 | 0 |
| 4 |  Hitra | 3 | 0 | 0 | 3 | 2 | 29 | 0 | –27 |
Gutavallen
| Isle of Man | 2–1 | Shetland |
|---|---|---|
Dalhem
| Hitra | 0–13 | Isle of Man |
|---|---|---|
Corkill  ?'Dixon ?'Hawley ?'Langridge ?', ?', ?', ?', ?', ?', ?'Duggan ?'Gartland ?', ?' |
Fardhem
| Gotland | 4–4 | Isle of Man |
|---|---|---|
| F.Larsson ?', ?' Hansson ?'Ahlqvist ?' |
Hurt ?' Langridge ?'Gartland ?', ?' |
Group 3
| Rank | Nation | Pld | W | D | L | GF | GA | Pts | GD |
|---|---|---|---|---|---|---|---|---|---|
| 1 | Isle of Wight | 3 | 3 | 0 | 0 | 19 | 5 | 9 | +14 |
| 2 |  Greenland | 3 | 2 | 0 | 1 | 9 | 9 | 6 | 0 |
| 3 |  Frøya | 3 | 1 | 0 | 2 | 7 | 10 | 3 | –3 |
| 4 |  Saare County | 3 | 0 | 0 | 3 | 3 | 14 | 0 | –11 |
| Isle of Wight | 6–2 | Frøya |
|---|---|---|
| Raggett ?', ?', ?' Dent ?', ?', ?' |
Furberg ?' Måsöval ?' |
Fardhem
| Greenland | 4–1 | Saare County |
|---|---|---|
| Davidsen ?', ?' Nielsen ?'Overballe ?' |
Piehl ?' |
Dalhem
| Saare County | 1–6 | Isle of Wight |
|---|---|---|
| Azarov ?' |
Miller ?' Barsdell ?', ?'Plenty ?', ?'Dent ?' |
| Isle of Wight | 7–2 | Greenland |
|---|---|---|
| Barsdell ?' Plenty ?', ?'Dent ?', ?'Sunsburg ?'Young ?' |
Enggaard ?' Rosbach ?' |
| Saare County | 1–4 | Frøya |
|---|---|---|
| Piehl ?' |
Måsoval ?', ?', ?' Skarpnes ?' |
Dalhem
Group 4
13th place match
| Hitra | 2–1 | Saare County |
|---|---|---|
| Fiskvik ?' Lervik ?' |
Mölder ?' |
Dalhem
9th – 12th place semi-finals
5th – 8th place semi-finals
Fardhem
11th place match
9th place match
7th place match
Norrbacka
5th place match
Semi-finals
| Isle of Wight | 1–3 | Ynys Môn |
|---|---|---|
| Plenty ?' |
Parry ?' Hazelaar ?'Rowlands ?' |
| Isle of Man | 1–0 | Jersey |
|---|---|---|
| Langridge ?' |
Gutavallen, Visby
3rd place match
| Isle of Wight | 2–0 | Jersey |
|---|---|---|
Gutavallen, Visby
Final
| Ynys Môn | 1–0 | Isle of Man |
|---|---|---|
Gutavallen, Visby
| 1999 Island Games Winners |
|---|
 Ynys Môn First Title |
| Rank | Team |
|---|---|
 | Ynys Môn |
 | Isle of Man |
 | Isle of Wight |
| 4 | Jersey |
| 5 |  Rhodes |
| 6 |  Åland |
| 7 | Gotland |
| 8 | Greenland |
| 9 |  Guernsey |
| 10 | Shetland |
| 11 |  Gibraltar |
| 12 | Frøya |
| 13 | Hitra |
| 14 | Saare County |
|
|
* May have scored more
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