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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

Featured deals to the Caribbean

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  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Save up to 40%
    25% discount on spa services + free in-room breakfast + $200 in resort coupons
    Breathless Montego Bay Resort & Spa - All Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Jamaica, Montego Bay

    Departure Dates at this price:
    Nov 25, 2023
    5 nights hotel + flight from
    $2,234 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Savings up to $300
    Riu Palace Tropical Bay - All Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Jamaica, Montego Bay

    Departure Dates at this price:
    Nov 4, 2023
    5 nights hotel + flight from
    $1,226 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Savings up to $300
    Royalton Blue Waters Montego Bay, An Autograph Collection - All Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Jamaica, Montego Bay

    Departure Dates at this price:
    Nov 26, 2023
    5 nights hotel + flight from
    $1,327 per person
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