Which is the largest English speaking city in the Caribbean?

Kingston is the capital and largest city of Jamaica, located on the southeastern coast of the island. It was founded in 1692 after Port Royal, at the mouth of the harbour, was destroyed by an earthquake. Kingston is the largest predominantly English-speaking city south of the United States. Jamaica is the third largest of the Caribbean islands, and the largest English-speaking island in the Caribbean Sea. The metro area population of Kingston in 2020 was 591,000, a 0.17% increase from 2019.

Jamaica is regarded as a bilingual country, with two major languages in use by the population. The official language is English, which is "used in all domains of public life", including the government, the legal system, the media, and education. However, the primary spoken language is an English-based creole called Jamaican Patois (or Patwa). The two exist in a dialect continuum, with speakers using a different register of speech depending on context and whom they are speaking to.

Roseau is the capital of Dominica and is located on the western side of the island. English is the official language of Dominica and is universally spoken and understood. In addition, Dominican Creole, an Antillean Creole based on French, is widely spoken.

Hamilton is capital of the British overseas territory of Bermuda.

San Juan is the capital of Puerto Rico, and though it is an unincorporated territory of the United States, the main language is Spanish.