This is a list of the largest metropolitan areas in the insular Caribbean, based on the latest official population estimates or projections.
Rank Metropolitan area Population Year Country/territory 1 Santo Domingo 3,751,036 2025 2 Port-au-Prince 3,206,000 2026 3 Havana 2,732,971 2024 4 San Juan 2,035,733 2023 5 Kingston 1,190,763 2015 6 Santiago de los Caballeros 1,074,684 2015 7 Nassau 296,522 2024 8 Willemstad 136,660 9 Port of Spain 81,142 2024
See also List of Caribbean countries by population List of populated places in the Caribbean
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