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SPECIAL OFFER:

Sale extended! More time to save.
Get up to $400 off at checkout.*

Get up to $400 off at checkout on your next vacation.*

Save even more when you book a flight + hotel vacation package to any destination we offer. Promotion code applied at checkout.

Up to $400 off international vacations*
Up to $200 off U.S. vacations*
Up to $400 off Hawaii vacations*

Book: 11/27/2020 – 12/7/2020 by 6:00 p.m. CT
Travel: 11/28/2020 – 4/11/2021

One-day advance purchase is required.
Restrictions, exclusions, and blackout dates may apply to hotel offers.
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Hotel class
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Filter your search
Filter your search
All-inclusive only
Hotel class
Traveling between
Number of nights
-

Jamaica hotels:

  • Aerial View

    Montego Bay

    Grand Palladium Jamaica Resort and Spa - All Inclusive
  • Aerial View

    Montego Bay

    Secrets Wild Orchid Montego Bay - Optional Unlimited-Luxury
  • Aerial View

    Montego Bay

    Iberostar Grand Rose Hall - All-Inclusive

Punta Cana hotels:

  • Aerial View

    Punta Cana

    Dreams Macao Beach Punta Cana - Unlimited-Luxury
  • Aerial View

    Punta Cana

    Riu Palace Bavaro - All Inclusive
  • Exterior, Pool and Beach

    Punta Cana

    Iberostar Grand Bavaro - All-Inclusive

Los Cabos hotels:

  • Aerial View

    Los Cabos

    Hard Rock Hotel Los Cabos - All Inclusive
  • Aerial View

    Los Cabos

    Secrets Puerto Los Cabos Golf & Spa Resort - Unlimited-Luxury
  • Aerial View

    Los Cabos

    Dreams Los Cabos Suites Golf Resort & Spa - Unlimited-Luxury

Florida hotels:

  • Exterior

    Orlando

    Walt Disney World Dolphin
  • Clearwater via Tampa

    Clearwater Beach Marriott Suites on Sand Key
  • Exterior

    Ft. Lauderdale

    Hilton Cabana Miami Beach

Cancun hotels:

  • Aerial View

    Cancun - Riviera Maya Hotels

    Dreams Riviera Cancun Resort & Spa - Optional Unlimited-Luxury
  • Aerial of Resort

    Cancun - Riviera Maya Hotels

    Riu Palace Mexico - All-Inclusive
  • Aerial View

    Cancun

    Iberostar Selection Cancun - 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.

*Up to $400 per reservation savings apply on flight + hotel packages of $3,000 or more to Hawaii or any international destination we offer. Savings is reflected in the package price when using promotion code INSTANT400 at the time of booking. Save $100 on domestic vacation packages (excluding Hawaii) totaling $500 – $999. Savings is reflected in the package price when using promotion code INSTANT200 at the time of booking. Save $150 on domestic vacation packages (excluding Hawaii) totaling $1,000 – $1,499. Savings is reflected in the package price when using promotion code INSTANT200 at the time of booking. Save $200 on domestic vacation packages (excluding Hawaii) totaling $1,500 or more. Savings is reflected in the package price when using promotion code INSTANT200 at the time of booking.  Save $200 on international and Hawaii vacation packages totaling $500 – $1,999. Savings is reflected in the package price when using promotion code INSTANT400 at the time of booking. Save $300 on international and Hawaii vacation packages totaling $2,000 – $2,999. Savings is reflected in the package price when using promotion code INSTANT400 at the time of booking. Save $400 on international and Hawaii vacation packages totaling $3,000 or more. Savings is reflected in the package price when using promotion code INSTANT400 at the time of booking. Promotion code is applied to the package price at the time of checkout. Length of stay for flight and hotel components must match. Promotion code intended for redemption by individual consumer only. One-day advance purchase is required. Restrictions, exclusions, and blackout dates may apply to hotel offers. Savings valid if booked 11/27/2020 – 12/7/2020 by 6:00 p.m. CT for travel 11/28/2020 – 4/11/2021.

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®.