Caribbean Dove
Leptotila jamaicensis
The Caribbean dove is 29 to 33 cm (11 to 13 in) long and weighs 117 to 190 g (4.1 to 6.7 oz). The adult male of the nominate subspecies has a white forehead, face, and throat; a gray hindcrown; and an iridescent purple nape. The mantle and the sides of the neck are rosy red with an iridescent green and/or purple gloss. The entire underparts are white. The upperparts are olive-brown with a white band showing in front of the folded wing. The tail's inner feathers are grayish brown and the outer ones black with white tips. Voice: The Caribbean dove's song is "a rather rhythmic series of four mournful monotonous notes, with emphasis on the last one 'wo-o-o-oooooo'."
ID text from Wikipedia, CC BY-SA 4.0

Grey-headed Dove
Leptotila plumbeiceps
The grey-headed dove is 23.5 to 26 cm (9.3 to 10.2 in) long and weighs 139 to 205 g (4.9 to 7.2 oz). The adult male of the nominate subspecies has a pale bluish gray forehead and a slightly darker crown, nape, upper mantle, and sides of the neck. The rest of the face is pinkish buff. The throat and belly are white and the breast is pale pink. The upperparts are olive brown with a rufous wash. The central tail feathers are dark olive brown and the outer three are black with white tips. The bill is black and the legs and feet are pink. Voice: The grey-headed dove's song is "a single mournful monotonous note 'wooOOOoo' which fades in and out."
ID text from Wikipedia, CC BY-SA 4.0
Where you might meet both
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Play today's Daily BirdPhotos and recordings are credited to their authors under the licence shown. Full profiles: Caribbean Dove and Grey-headed Dove.