American Eagle--when I worked there--had layovers in:
St. Thomas
St. Croix
Tortola/Beef Island
DR--Santo Domingo, Puerto Plata, La Romana
St. Kitts
Nevis
Canouan
Anguilla
Antigua
Barbados
Port-of-Spain
Aruba
Bonaire
Curacao
These were constantly changing, and I'm sure it's way different with the reduction in flying.
I never did one longer than 13hrs; most were in the 10-11hr range. We'd often get in after dark and leave as the sun was rising. Nevis and Canouan (sp?) were day-only airports, so there was a little more time on those overnights. We generally stayed in quite nice hotels.
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