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Tropical vacation offer.

Save $250 on Cancun and Jamaica vacation packages.*

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Enjoy sun-kissed bliss. Save $250 on your next Mexico or Jamaica vacation.*

Save $250 when you book a flight + hotel vacation package of $1,500 or more to Cancun or Jamaica. Use promo code VACAY250 at checkout.

Book: 7/2/2024–8/5/2024 by 6:00 p.m. CT
Travel: 7/3/2024–3/5/2025

One-day advance purchase is required. Restrictions, exclusions, and blackout dates may apply to hotel offers.

 

Featured deals:

Featured deals:

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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
    Sep 7, 2024
    5 nights hotel + flight from
    $2,058 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
    Sep 8, 2024
    5 nights hotel + flight from
    $1,411 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
    Sep 15, 2024
    5 nights hotel + flight from
    $1,660 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
    Sep 8, 2024
    5 nights hotel + flight from
    $1,565 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
    Sep 13, 2024
    5 nights hotel + flight from
    $1,600 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: Sep 6, Sep 7
    5 nights hotel + flight from
    $1,449 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
    Sep 8, 2024
    5 nights hotel + flight from
    $1,434 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
    Sep 8, 2024
    5 nights hotel + flight from
    $1,641 per person
Not seeing deals? Modify your travel preferences, change your destination, or select new dates.

Cancun featured hotels:

  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Cancun

    Breathless Cancun Soul Resort & Spa - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Cancun - Riviera Maya Hotels

    Riu Palace Mexico - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Cancun

    Iberostar Selection Cancun - All Inclusive

Cozumel featured hotels:

  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Cozumel Via Cancun

    Secrets Aura Cozumel - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Cozumel Via Cancun

    Sunscape Sabor Cozumel - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Cozumel Via Cancun

    Grand Park Royal Luxury Resort Cozumel - All Inclusive

Los Cabos featured hotels:

  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Los Cabos

    Hard Rock Hotel Los Cabos - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Los Cabos

    Secrets Puerto Los Cabos Golf & Spa Resort - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Los Cabos

    Dreams Los Cabos Suites Golf Resort & Spa - All Inclusive

Puerto Vallarta featured hotels:

  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Puerto Vallarta/Riviera Nayarit

    Secrets Vallarta Bay Puerto Vallarta - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Puerto Vallarta/Riviera Nayarit

    Hard Rock Hotel Vallarta - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Puerto Vallarta/Riviera Nayarit

    Villa Premiere Boutique Hotel & Romantic Getaway - All Inclusive

Riviera Maya featured hotels:

  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Cancun - Riviera Maya Hotels

    Secrets Moxche Playa del Carmen - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Cancun - Riviera Maya Hotels

    Valentin Imperial Riviera Maya - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Cancun - Riviera Maya Hotels

    Riu Palace Riviera Maya - All Inclusive

Jamaica featured hotels:

  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Montego Bay

    JOIA Rose Hall by Iberostar (Formerly Iberostar Grand Rose Hall) - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Montego Bay

    Zoëtry Montego Bay Jamaica - All Inclusive
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Montego Bay

    Royalton Negril, An Autograph Collection - All Inclusive

Customized vacation packages include:

  • Round trip flight via Southwest Airlines®.
  • Hotel accommodations (including taxes).
  • Bags fly free® with Southwest Vacations®. Even golf bags fly free®.

Learn more about the benefits of booking with Southwest Vacations.

*$250 promotion code savings apply on flight + hotel vacation packages of $1,500 or more to Cancun or any Jamaica destination we offer. Savings are reflected in the package price when using promotion code VACAY250 at the time of booking. Length of stay for flight and hotel components must match. Promotion code intended for redemption by individual consumer only. Restrictions, exclusions, and blackout dates may apply to hotel offers. One-day advance purchase is required. Savings valid if booked 7/2/2024–8/5/2024 by 6:00 p.m. CT for travel 7/3/2024–3/5/2025. 

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®.