Jamaica

Jamaica is an island nation located in the Caribbean Sea. It lies to the south of Cuba and west of Hispaniola.

Grand Theft Auto

 * The Brotherhood of Jah Army of Love and their leader, Brother Marcus, are a Jamaican gang present in Vice City.

Grand Theft Auto III, Advance and Liberty City Stories

 * The Uptown Yardies, led by King Courtney, are a Jamaican gang.
 * K-JAH, a radio station in Grand Theft Auto III and Grand Theft Auto: Liberty City Stories, plays reggae music, which originated in Jamaica.

Grand Theft Auto: Vice City

 * Jeremy Robard says he has an office in Jamaica.

Grand Theft Auto: San Andreas

 * The radio station K-Jah West play reggae, dub and dancehall, which are music genres associated with Jamaica.
 * Several Jamaican pedestrians and taxi drivers appear, mostly in San Fierro.

Grand Theft Auto IV

 * The characters of Little Jacob and Real Badman are Jamaican.
 * The Homebrew Café is a Jamaican café.
 * There is a store called Grass Roots that sells Rastafarian, Jamaican and other West Indian products. The store has two locations in Willis and Schottler.
 * The Yardies are a Jamaican gang.
 * Willis of Dukes, Schottler and Beechwood City of Broker are all Jamaican influenced neighborhoods in Liberty City.
 * The radio stations Tuff Gong Radio, Massive B Soundsystem 96.9 and RamJam FM play reggae.
 * Pride Brew is a Jamaican beer brand.

Grand Theft Auto: Chinatown Wars

 * The Yardies are one of the drug dealing gangs; they sell enormous amounts of Weed and usually give good prices on Downers.
 * Ticklah is a reggae/dub radio station, with its name borrowed from Jamaican artist Ticklah and all of its songs are made by him.

Grand Theft Auto V and Grand Theft Auto Online

 * The radio station Blue Ark plays reggae music.
 * "Two Jamaican guys" are mentioned on Tavell Clinton's Lifeinvader, possibly referring to Little Jacob and Real Badman.
 * The Crucial Fix is a Jamaican café chain.
 * The San Andreas Flight School Update added a Jamaica Chute Bag in the game.
 * Ragga Rum is a Jamaican product, also serves as a racing sponsor for certain vehicles in Grand Theft Auto Online, such as the Flash GT.
 * Pride Brew re-appears from Grand Theft Auto IV.
 * The Jamaican flag can be added to the Kosatka in GTA Online.