View our Accessibility Statement Skip to main content
> Close Email Subscription Form

Wanna be in the know?

MEXICO & CARIBBEAN DEALS

Southwest Vacations® offers spectacular vacation deals to destinations in both Mexico and the Caribbean.
Filter your search
Filter your search
Filter your search
All-inclusive only
Hotel class
Destination
Number of nights
-
up to
$
Enter atleast $815
Sort by
All-inclusive only
-
up to
$
Enter atleast $815
Hotel class
Number of nights
Destination
  • 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
    Jun 30, 2024
    5 nights hotel + flight from
    $2,117 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
    2024: May 2 - May 10 (Thu, Fri Departures); May 6, May 13
    5 nights hotel + flight from
    $1,325 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 5, 2024
    5 nights hotel + flight from
    $1,602 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 10, 2024
    5 nights hotel + flight from
    $1,248 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: May 10, May 11
    5 nights hotel + flight from
    $1,814 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 5, 2024
    5 nights hotel + flight from
    $1,653 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 18, 2024
    5 nights hotel + flight from
    $1,891 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
    Jun 29, 2024
    5 nights hotel + flight from
    $2,016 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
    2024: Apr 27, May 2 - May 10 (Thu, Fri Departures); May 6, May 13
    5 nights hotel + flight from
    $1,431 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 12, 2024
    5 nights hotel + flight from
    $1,387 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
    Jun 29, 2024
    5 nights hotel + flight from
    $1,941 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
    $1,629 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Riu Ocho Rios - All Inclusive
    4 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Jamaica, Montego Bay

    Best priced departure dates
    May 13, 2024
    5 nights hotel + flight from
    $1,214 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Save up to 40%
    $200 in resort coupons + free in-room breakfast + 25% spa discount
    Zoëtry Agua 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 10, 2024
    5 nights hotel + flight from
    $1,798 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Save up to 40%
    $200 in resort coupons + free in-room breakfast + 25% spa discount
    Breathless Punta Cana 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 10, 2024
    5 nights hotel + flight from
    $1,331 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Save up to 40%
    $200 in resort coupons + free in-room breakfast + 25% spa discount
    Dreams Onyx 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 5, 2024
    5 nights hotel + flight from
    $1,265 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Save up to 40%
    $200 in resort coupons + free in-room breakfast + 25% spa discount
    Secrets Cap Cana Resort & Spa - All Inclusive
    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Dominican Republic, Punta Cana

    Best priced departure dates
    Jun 30, 2024
    5 nights hotel + flight from
    $2,048 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Bahia Principe Grand Punta Cana- All Inc
    4.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive

    Dominican Republic, Punta Cana

    Best priced departure dates
    Apr 27, 2024
    5 nights hotel + flight from
    $990 per person
Not seeing deals? Modify your travel preferences, change your destination, or select new dates.

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®.