Trinidad and Tobago competed at the 2026 Winter Olympics in Milan and Cortina d'Ampezzo, Italy, from 6 to 22 February 2026.
Alpine skiers Nikhil Alleyne and Emma Gatcliffe were the country's flagbearer during the opening ceremony. Meanwhile, bobsledder De Aundre John was the country's flagbearer during the closing ceremony.
The following is the list of number of competitors participating at the Games per sport/discipline.
Trinidad and Tobago qualified one male and one female alpine skier through the basic quota. The country qualified in the sport for the first time ever.