The Cayman Islands Men’s National Team makes its debut in League B of the Concacaf Nations League next month, with Concacaf confirming the dates, kick-off times and venues for the four CIMNT matches set for the September-October competition window. Cayman begins its 2026-27 Nations League campaign against Dominica at 8 p.m. Cayman time on Thursday, Sept. 24 at Windsor Park in Roseau, Dominica. Cayman is designated as the home team for the match.
Three days later, CIMNT returns to Windsor Park to face Guyana at 3 p.m. Cayman time on Sunday, Sept. 27. The competition then shifts to Puerto Rico, where Cayman will face the hosts twice at Estadio Centroamericano Juan Figueroa Freyre, in Mayagüez. Cayman is the designated home team for the first meeting with Puerto Rico at 8 p.m. on Thursday, Oct. 1, before the sides meet again at 6 p.m. on Sunday, Oct. 4. The matches represent Cayman’s first test in League B after CIMNT earned promotion from League C during the previous Concacaf Nations League cycle.
“This is another important step for this group,” CIMNT Head Coach Dougie Rowe said. “We worked hard to earn promotion and now we know exactly where and when we’ll begin this next challenge. League B will demand more from us, but these are the matches we want to be playing. We’ll prepare properly and go into every game believing we can compete.” Cayman was drawn into Group A of League B alongside Guyana, Puerto Rico and Dominica.
The CIMNT has remained active ahead of the competition, most recently playing to a 1-1 draw with Inter Miami CF U-20s in an exhibition match that marked the official opening of Field 2 at the Camana Bay Sports Complex on Saturday, Aug. 22. CIMNT Concacaf Nations League schedule Thursday, Sept. 24 | 8 p.m. Cayman Islands vs. Dominica Windsor Park — Roseau, Dominica Sunday, Sept. 27 | 3 p.m. Guyana vs. Cayman Islands Windsor Park — Roseau, Dominica Thursday, Oct. 1 | 8 p.m. Cayman Islands vs. Puerto Rico Estadio Centroamericano Juan Figueroa Freyre — Mayagüez, Puerto Rico Sunday, Oct. 4 | 6 p.m. Puerto Rico vs. Cayman Islands Estadio Centroamericano Juan Figueroa Freyre — Mayagüez, Puerto Rico The September-October window will feature 74 Group Stage matches across the three leagues, serving as the first of three FIFA Match Windows over which the 2026/27 Concacaf Nations League will be played.