Article snapshot taken from Wikipedia with creative commons attribution-sharealike license.
Give it a read and then ask your questions in the chat.
We can research this topic together.
Jump-up Day is a holiday celebrated on January 1 in Montserrat. It commemorates the emancipation of the slaves of Montserrat, and is the last day of Carnival on the island. Jump-up Day incorporates steelbands and masquerades, as well as male dancers chosen for their large size, who dance encumbered by chains to represent slavery.
References
Mesener, John (1999). "Montserrat". Garland Encyclopedia of World Music, Volume Two: South America, Mexico, Central America, and the Caribbean. Routledge. pp. 922–926. ISBN0-8153-1865-0.