Longest-running drag queen competition

Longest-running drag queen competition
Who
Miss Fire Island Pageant
What
59 year(s)
Where
United States (Fire Island)
When
30 August 2025

The longest-running drag queen pageant is the Miss Fire Island Pageant (USA), which has been held annually on Fire Island, an outer barrier island off the South Shore of Long Island in New York, USA, since 1966.

A drag queen called Matty was crowned the first winner in 1966.

Contestants compete in categories such as daywear, evening wear and talent, and are judged by a panel on their make-up, poise, overall presentation and entertainment value.

The winner receives a tiara and a cash prize, and the pageant has its own original song that is sung during the crowning ceremony.

At the 59th edition, Sophya Medina was named Miss Fire Island 2025 on 30 August.

Miss Fire Island 2025 15 former winners with drag historian Joe E Jeffreys credit Wilsonmodels

Fifteen former Miss Fire Island Pageant winners, including Miss Fire Island 1969 Rita George (second from left), and GWR's drag consultant Joe E Jeffreys at the 59th edition of the Miss Fire Island Pageant on 30 August 2025. Credit: Wilsonmodels.