1. Trinidad and Tobago
The smallest ever nation to qualify for the World Cup, the team whose record that Iceland are trying to beat is Trinidad and Tobago. With a population of just about 1.3 million, Trinidad and Tobago made history when they qualified for the 2006 World Cup in Germany. Although they started their campaign really well against Sweden with a 0-0 draw, they went onto lost their next two games and finished at the bottom of the group.
Although they have played three games, they are yet to score a goal in the World Cup and with the CONCACAF region getting even more difficult to get through. It is unlikely that Trinidad are ever going to change that record. But, in football, you can never say never and that is why the Trinidadians will be hoping for their day in the sun will arrive, before too long.