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MEXICO & CARIBBEAN DEALS

Southwest Vacations® offers spectacular vacation deals to destinations in both Mexico and 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

    Best priced departure dates
    Jul 22, 2024
    5 nights hotel + flight from
    $2,410 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

    Best priced departure dates
    May 27, 2024
    5 nights hotel + flight from
    $1,229 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

    Best priced departure dates
    May 19, 2024
    5 nights hotel + flight from
    $1,601 per person
  • Save up to 40%
    $200 in resort coupons + free in-room breakfast + 25% spa discount
    Dreams Flora Resort & Spa - All Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Dominican Republic, Punta Cana

    Best priced departure dates
    May 11, 2024
    5 nights hotel + flight from
    $1,356 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Save up to 25%
    Resort credits up to $800 + free private roundtrip transfers
    Iberostar Grand Bavaro - All-Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Dominican Republic, Punta Cana

    Best priced departure dates
    2024: Jul 22, Jul 29
    5 nights hotel + flight from
    $1,930 per person
  • Hard Rock Hotel and Casino Punta Cana - All-Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Dominican Republic, Punta Cana

    Best priced departure dates
    May 11, 2024
    5 nights hotel + flight from
    $1,879 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Save up to 40%
    25% discount on spa services + free in-room breakfast + $200 in resort coupons
    Secrets St. James Montego Bay - All Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Jamaica, Montego Bay

    Best priced departure dates
    May 11, 2024
    5 nights hotel + flight from
    $1,643 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Iberostar Grand Rose Hall - All Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Jamaica, Montego Bay

    Best priced departure dates
    2024: Jul 5, Jul 6
    5 nights hotel + flight from
    $1,640 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Grand Palladium Jamaica Resort and Spa - All Inclusive
    4 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Jamaica, Montego Bay

    Best priced departure dates
    May 12, 2024
    5 nights hotel + flight from
    $1,321 per person
  • Royalton Negril, An Autograph Collection - All Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Jamaica, Montego Bay

    Best priced departure dates
    May 19, 2024
    5 nights hotel + flight from
    $1,566 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Save up to 40%
    25% discount on spa services + free in-room breakfast + $200 in resort coupons
    Secrets Wild Orchid Montego Bay - All Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Jamaica, Montego Bay

    Best priced departure dates
    Jul 29, 2024
    5 nights hotel + flight from
    $1,690 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Riu Palace Jamaica - All Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Jamaica, Montego Bay

    Best priced departure dates
    May 12, 2024
    5 nights hotel + flight from
    $1,662 per person
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Mexico and Caribbean vacation deals

Southwest Vacations® offers spectacular vacation deals to destinations in both Mexico and the Caribbean. With a variety of exciting destinations and amazing accommodations, you can create an ideal tropical all-inclusive vacation package with both style and budget in mind. Plus, book any of the great vacation deals to Mexico or the Caribbean below and save because bags fly free®† with Southwest Vacations. Even golf bags fly free.

Cancun, Montego Bay, Jamaica, and Punta Cana are just a few of the beautiful destinations waiting for you, and each is home to popular all-inclusive resorts. Learn more about the benefits of an all-inclusive vacation package and book yours today! Or, shop our exclusive perks in Mexico and the Caribbean. ​

†First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag.

Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. Flight and hotel rates may vary by day of week. Hotel surcharges may apply to weekends, holidays, and convention periods. Flights available on published scheduled service only. Rates may be subject to change until purchased. Discounts are valid per reservation before taxes are applied. Offer not valid on existing reservations and may not be combined with any other offer. Subject to availability. Restrictions apply. ALG Vacations Corp. is the tour operator for Southwest Vacations®.