The Loggerhead Kingbird (Tyrannus caudifasciatus) is found on the islands of the northern Caribbean.
The Loggerhead Kingbird has seven subspecies, each endemic to one or more Caribbean islands.
For example, there is one on the island of Cuba (Cuban Kingbird - Tyrannus caudifasciatus caudifasciatus), on Puerto Rico (Puerto Rican Kingbird - Tyrannus caudifasciatus taylori) and on Jamaica (Jamaican Kingbird - Tyrannus caudifasciatus jamaicensis).
The Puerto Rican subspecies has been proposed as a separate species, the Puerto Rican Kingbird (Tyrannus taylori).

1st & 2nd photo: Tamarind Great House B&B garden, Saint Mary, Oracabessa, Jamaica, 21 January 2018
3rd photo: San San area, Portland, Jamaica, 23 January 2018
4th photo: Hope Gardens, Kingston, Jamaica, 18 January 2018
5th photo: Tranquility Estate B&B garden, Jacks Hill, Kingston, Jamaica, 18 January 2018