Caribbean vacations

Southwest Vacations® offers spectacular vacation deals to the Caribbean. With a variety of exciting destinations and amazing accommodations, you can create an ideal tropical all-inclusive vacation package.

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Caribbean destinations

Featured deals to the Caribbean

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Jamaica, Montego Bay

Secrets St. James Montego Bay By AMR Collection - All Inclusive
Save up to $150 in instant savings

4 nights hotel + flight from

^$ 1,262 total per person

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All-inclusive

Jamaica, Montego Bay

Iberostar Selection Rose Hall Suites - All Inclusive
Save up to 45%

Up to $600 resort credits

4 nights hotel + flight from

^$ 1,243 total per person

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All-inclusive

Jamaica, Montego Bay

Iberostar Rose Hall Beach - All Inclusive
Save up to 40%

Up to $600 resort credits

4 nights hotel + flight from

^$ 1,005 total per person

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Caribbean vacations

Caribbean destinations

Aruba

Grand Cayman

Jamaica via Montego Bay

Nassau

Punta Cana

San Juan

Turks and Caicos

Featured deals to the Caribbean

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