The Saint Kitts and Nevis national football team is the national team of Saint Kitts and Nevis and is controlled by the St. Kitts and Nevis Football Association. They are affiliated to the Caribbean Football Union of CONCACAF. They are nicknamed The Sugar Boyz due to the sugar cultivation on the island of St. Kitts. History Beginnings (1938–1990) Saint Kitts and Nevis played their first match on 18 August 1938, against Grenada, a match that ended in a 2–4 defeat. They participated in the Leeward Islands Tournament from 1949 however had to wait until 1979 to play their first official matches, in the qualifying rounds for the 1979 CFU Championship, losing twice to Jamaica, both results finishing 2–1. They would again fail to qualify for the final phase of the 1983 CFU Championship, after advancing due to Jamaica's withdrawal, they'd be eliminated by Martinique, who won 12–0 on aggregate. 1990–2000 The Sugar Boyz qualified for their first tournament at the 1993 Caribbean Cup, defeating Dominican Republic (3–2) and British Virgin Islands (5–0) to top their qualifying group. In the tournament proper, they finished second behind Jamaica to reach the semi-finals, before losing to Martinique on penalties. In the match for third place, they were defeated 3–2 by Trinidad and Tobago. Saint Kitts and Nevis finished bottom of their group in 1996 but in the 1997 Caribbean Cup, they advanced into the knock-out after finishing level on points with both Trinidad and Tobago and Martinique, then defeated Grenada 2–1 in extra-time with both goals scored by Keith Gumbs, but they succumbed to Trinidad and Tobago 0–4 in the final. Since they'd reached the final, Saint Kitts and Nevis were entered into a play-off against Cuba – runner-up in the 1996 Caribbean Cup – for the last ticket to the 1998 CONCACAF Gold Cup, but they lost 2–0. Saint Kitts and Nevis participated for the first time in the 1998 FIFA World Cup qualifiers. After benefiting from the withdrawal of the Bahamas, they beat Saint Lucia 5–1 in Basseterre and 1–0 in Castries, but fell in the third knockout round against Saint Vincent and the Grenadines, losing thanks to the away goals rule. 2000s In the 2002 World Cup qualifiers, after comfortably beating the Turks and Caicos Islands with an aggregate result of 14–0, Saint Vincent and the Grenadines once again dispatched the Sugar Boyz, winning both in Kingstown (1–0) as in