Getaways by Southwest Vacations: Save Up to $500 on Vacation Packages & Check Bags for Free Getaways by Southwest Vacations: Save Up to $500 on Vacation Packages & Check Bags for Free

Getaways by Southwest Vacations: Save Up to $500 on Vacation Packages & Check Bags for Free

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If you want to save money on a vacation package and earn Rapid Rewards points at the same time, now’s a great time to book through Getaways by Southwest. On eligible bookings, you can save up to $500 on select international vacation packages or $250 on select domestic packages.

Packages must meet a minimum spend to qualify for the discount. Unlike regular Southwest flights, which no longer include free checked baggage, Getaways by Southwest still offers up to two free checked bags.

These deals aren’t limited to Rapid Rewards members, but it may be worth joining if you aren’t already a member since members earn extra points on packages. Here are the details for the current promotions.

If you are looking for promo codes to use on award flights, we cover those in a separate post. You can find Southwest promo codes here.

What Is Getaways by Southwest?

Getaways by Southwest is Southwest Airlines' vacation package platform. Travelers can bundle flights, hotels, rental cars, and activities, often with significant savings. Rapid Rewards members earn points on the flight portion of their package, along with bonus points from select brands.

Many airlines offer similar platforms, including Delta Vacations and Stays by Alaska Vacations. While bundling can be convenient and cost-effective, you might still save more or earn additional rewards by booking each piece separately. It’s worth comparing prices before you commit.

Southwest Vacations Information
Credit: Getaways by Southwest

Booking through Getaways by Southwest at certain resorts may also come with added perks like complimentary meals, entertainment, and on-site activities. On May 28, 2025, Southwest changed its baggage fees. However, vacation packages with Getaways by Southwest still come with two free checked bags.

The other way to get free bags on Southwest is by getting a Southwest credit card. Don't have one yet? Here are the top card offers available now:

Southwest Rapid Rewards® Plus Credit Card
Southwest Rapid Rewards® Plus Credit Card
Welcome Bonus Earn 50,000 bonus points after spending $1,000 on purchases in the first 3 months from account opening.
Annual Fee$99Rates & Fees
Credit ScoreExcellent, Good
  • 2X points per $1 spent on Southwest® purchases
  • 2 points for every $1 you spend at gas stations and grocery stores on the first $5,000 in combined purchases per anniversary year
  • 1X point per $1 spent on all other purchases
Southwest Rapid Rewards® Priority Credit Card
Southwest Rapid Rewards® Priority Credit Card
Welcome Bonus Earn 50,000 bonus points after spending $1,000 on purchases in the first 3 months from account opening.
Annual Fee$229Rates & Fees
Credit ScoreExcellent, Good
  • 4X points per $1 spent on all Southwest® purchases
  • 2X points per $1 spent at gas stations and restaurants
  • 1X point per $1 spent on all other purchases
Southwest® Rapid Rewards® Performance Business Credit Card
Southwest® Rapid Rewards® Performance Business Credit Card
Welcome Bonus Earn 80,000 points after you spend $5,000 on purchases in the first 3 months from account opening.
Annual Fee$299Rates & Fees
Credit ScoreExcellent, Good
  • 4X points per $1 spent on Southwest® purchases
  • 2X points per $1 spent at gas stations and restaurants
  • 2X points per $1 on hotel accommodations booked directly with the hotel
  • 2X points per $1 spent on rideshare
  • 1X point per $1 spent on all other purchases

Save Up to $500 on Getaways by Southwest Vacation Packages

Getaways by Southwest regularly offers great deals on vacation packages to a variety of destinations. An ongoing promotion with no end date offers up to $250 off packages within the U.S. or up to $500 off trips to Hawaii or international destinations.

Eligible packages must include a stay of five or more nights and are valid for all destinations offered through Getaways by Southwest.

Unlike other offers, this promotion doesn’t require a promo code, as the savings are applied automatically. The offer also doesn’t specify a booking window or travel dates.

As usual, a hotel stay is required for the entire length of the package to qualify for the discount, and a one-day advance purchase is required.

Getaways by Southwest 500 Off Vacation Pacakges November 2025 Promotion
Credit: Getaways by Southwest

General terms and conditions for Getaways by Southwest offers

  • Registration is not required for Getaways by Southwest vacation promotions.
  • Only valid on new bookings.
  • Vacation and hotel stay lengths must match.
  • As of May 28, 2025, packages no longer automatically include free checked bags.
  • Rapid Rewards members can add their membership number to earn bonus Rapid Rewards points on the package.
  • Only valid on packages booked at least one day in advance.
  • Restrictions, exclusions, and blackout dates may apply to hotel offers.
  • Seats are limited on some flights that operate during peak travel times and holiday periods.
  • Hotel surcharges may apply to weekends, holidays, and convention periods.

How to Maximize Your Getaways by Southwest Vacation Package Purchase

Most Getaways by Southwest vacation promotions are not just for Rapid Rewards members. However, if you are a member, make sure to add your Rapid Rewards number when booking to collect points on your vacation package.

Additionally, you'll want to use a credit card that gives the best return for travel purchases to make your booking. Remember that all Southwest credit cards give 2X points on all Southwest purchases, including Getaways by Southwest vacation packages. Between your credit card bonus earnings, accrued Rapid Rewards points, and direct savings on your vacation package, you should get a fantastic deal booking through Getaways by Southwest.

Better yet, remember that Southwest credit card spending (plus any welcome bonuses you collect) can help you earn a Companion Pass. If you'd like to enjoy this valuable perk for the next two years, booking a vacation package can potentially help you achieve it.

Southwest Rapid Rewards® Plus Credit Card
Southwest Rapid Rewards® Plus Credit Card
Annual Fee$99
Welcome Bonus Earn 50,000 bonus points after spending $1,000 on purchases in the first 3 months from account opening.
The Southwest Rapid Rewards® Plus Credit Card is the most cost-effective option for enjoying Southwest benefits. Cardholders receive 2 EarlyBird Check-Ins per year, 25% back on inflight purchases, and a boost of 10,000 Companion Pass qualifying points annually, all at a lower annual fee compared to other Southwest-branded cards. The card offers 3,000 anniversary points, and 2 points per $1 spent on Southwest® purchases.
  • Earn 50,000 bonus points after spending $1,000 on purchases in the first 3 months from account opening.
  • 3,000 anniversary points each year.
  • Earn 2 points per $1 spent on Southwest Airlines® purchases
  • Earn 2 points for every $1 you spend at gas stations and grocery stores on the first $5,000 in combined purchases per anniversary year
  • Cardmembers and up to 8 additional passengers in the same reservation can check their first bag at no additional cost.
  • Select a Standard seat within 48 hours prior to departure, when available.
  • Earn 1 point for every $1 spent on all other purchases.
  • No foreign transaction fees.
  • Member FDIC
  • 2X points per $1 spent on Southwest® purchases
  • 2 points for every $1 you spend at gas stations and grocery stores on the first $5,000 in combined purchases per anniversary year
  • 1X point per $1 spent on all other purchases

Our Take

If you're interested in planning a cohesive travel experience with minimal effort, now is a great time to book a vacation with Getaways by Southwest. In fact, this is one of the best promotions we've seen all year. Save up to $250 with vacation packages to U.S. destinations, and up to $500 for Hawaii and international destinations.

As always, to get the best deal on your vacation package, add your Rapid Rewards number and pay with the credit card that gives you the best return on your travel purchase. It's also good to see that two free checked bags are still included with Getaways by Southwest vacation packages.

Have you booked with Getaways by Southwest before? Do these promotions inspire you to book a vacation package?

For rates and fees of the cards mentioned in this post, please visit the following links: Southwest Rapid Rewards® Plus Credit Card (Rates & Fees), Southwest Rapid Rewards® Priority Credit Card (Rates & Fees), and Southwest® Rapid Rewards® Performance Business Credit Card (Rates & Fees)

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