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.

Caribbean destinations

Featured deals to the Caribbean

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Jamaica, Montego Bay

Secrets Wild Orchid Montego Bay - Unlimited-Luxury
Save up to 46%

Free upgrade + free beach dinner + free spa treatment

4 nights hotel + flight from

^$ 1,263 total per person

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All-inclusive

Jamaica, Montego Bay

Iberostar Selection Rose Hall Suites - All Inclusive
Save up to 55%

Up to $800 in resort coupons

4 nights hotel + flight from

^$ 1,026 total per person

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Jamaica, Montego Bay

Riu Ocho Rios - All Inclusive
Save up to 49% + kids free

4 nights hotel + flight from

^$ 877 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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