Twenty-eight years after the United States ended a four-decade World Cup absence with a stunning victory at Trinidad, the Americans’ chances for the 2018 tournament in Russia ended on this island nation off the coast of Venezuela in even more astonishing fashion.

Needing only a tie and confident of victory against the world’s 99th-ranked team, the U.S. was eliminated from World Cup contention Tuesday night with a 2-1 loss to Trinidad and Tobago that ended a run of seven straight American appearances at soccer’s showcase.