The Montserrat Annual Festival, also known as the Montserrat Carnival, is a vibrant celebration that showcases the island's rich heritage in talent, music, culture, and history. Celebrated in December, this exuberant event culminates at the end of the year and runs over a period of two weeks.

The festival finds its grand finale on New Year's Day, marked by a colorful and grand parade. The origins of the Montserrat Carnival trace back to 1962 when it was first celebrated with the intent to honor and promote Caribbean heritage and culture. Additionally, December 31st in Montserrat is not only celebrated as New Year's Eve but also recognized as an official public holiday known as Festival Day.