Caribbean countries be like:

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Sources:
Antigua and Barbuda: Boasta - Old Time Something
Anguilla: Yama x Billy x CL Productions - Buss It
Aruba: Jeon - Dushi Bida ft. Ataniro
Bahamas: Bahamas - Be My Witness ft. Madison Cunningham
Barbados: Lil Macks - Barbados
Bermuda: Bermuda - Davis D Feat. Bulldogg Bushali
British Virgin Islands: Pressure - Virgin Islands Nice
Cayman Islands: Kings Of Convenience - Cayman Islands
Cuba: Buena Vista Social Club - Chan Chan
Curacao: Sonnos - No Bai
Dominica: Reo - Dominica I From
Dominican Republic: Haraca Kiko - Los Bobo Son Mio
Grenada: Jab King - Cant stay away
Guadeloupe: Railfé - Guadeloupe
Haiti: ROODY ROODBOY - TRANBLE
Jamaica: Charly Black - Sidung
Martinique: HollyG - Bandit ( Oui Oui Oui )
Montserrat: Emerald Shamiole Masqueraders and Lloyd Bimsha Francis
Puerto Rico: Lin-Manuel Miranda - Almost Like Praying (feat. Artists for Puerto Rico)
Saint Kitts and Nevis: Byron Messia - Talibans
Saint Lucia: 10.Pong - Babylon Vex
Saint Vincent and the Grenadines: Skinny Fabulous - This Island is Mine ft. Rodney Small
Trinidad and Tobago: Like Ah Boss - Machel Montano Soca 2015
US Virgin Islands: Mic Love - VI To The Bone