| Flag | Date | Use | Description |
 | 1498 - 1500 | Royal Flag of The Crown of Castile | a quartered heraldical field of Castile, represented by a castle, and León, represented by a lion. |
 | 1500 - 1516 | Royal Flag of The Crown of Castile | a rectangular variant of the previous flag. |
 | 1516 - 1609 1609 - 1650 | The Spanish Cross of Burgundy Flag | A red saltire resembling two crossed, roughly-pruned (knotted) branches, on a white field. |
 | 1650 - 1762 1779 - 1783 | Flag of The Kingdom of France | A white field with several Fleur-de-lis and the Royal Arms in the centre. |
 | 1609 | Flag of The Kingdom of England | A white field with centred red cross. |
 | 1762 - 1779 1783 - 1801 | Flag of The Kingdom of Great Britain | A superimposition of the flags of England and Scotland. |
 | 1801 - 1967 | The Union Jack | A superimposition of the flags of England and Scotland with the Saint Patrick's Saltire (representing the Kingdom of Ireland). |
 | 1886 - 1903 | Flag of The British Windward Islands | a Blue Ensign with the badge of the Governor-in-chief in the fly. |
 | 1886 - 1903 | Flag of The Governor of The British Windward Islands | A Union Jack defaced with the badge of the Governor-in-chief. |
 | 1903 - 1953 | Flag of The British Windward Islands | a Blue Ensign with the badge of the Governor-in-chief in the fly. |
 | 1903 - 1953 | Flag of The Governor of The British Windward Islands | A Union Jack defaced with the badge of the Governor-in-chief. |
 | 1953 - 1958 | Flag of The British Windward Islands | a Blue Ensign with the badge of the Governor-in-chief in the fly. |
 | 1953 - 1958 | Flag of The Governor of The British Windward Islands | A Union Jack defaced with the badge of the Governor-in-chief. |
 | 1958 - 1962 | Flag of the West Indies Federation | Four equally spaced narrow white stripes with a large orange-gold circle over the middle two lines in the center of the flag, undulating horizontally across a blue field. |
 | 1958 - 1962 | Flag of the governor-general of the West Indies Federation | A lion standing on a St. Edward's crown, with the name "The West Indies" below. |
 | 1875 - 1903 | Flag of British Grenada | A Blue Ensign defaced with the first colonial badge of Grenada. |
 | 1903 - 1967 | Flag of British Grenada | A Blue Ensign defaced with the first colonial badge of Grenada. |
 | 1967 - 1974 | Flag of Grenada | A horizontal tricolour of blue, yellow, and green bands, with a sprig of nutmeg on a white oval at the centre. |
 | 1967 - 1974 | Flag of The Governor of Grenada | A Union Jack defaced with the Emblem of Grenada. |