Getaways by Southwest Offers $500 Savings on Travel Packages

Image: Southwest Airlines plane landing at Baltimore/Washington International Airport. (Photo Credit: Patrick Clarke)

by Patrick Clarke
Last updated: 8:55 AM ET, Wed January 28, 2026

Getaways by Southwest, the low-cost carrier's new in-house vacation product, is enticing travelers to bundle their trips to save as much as $500 this winter.

This January, customers can save as much as $250 on a domestic flight and hotel package of at least five nights or save up to $500 on select vacation packages of five or more nights.

Additionally, Getaways by Southwest will allow two bags to fly free for an added savings of $320 roundtrip.

The vacation packager is currently offering a slew of deals, including some timely discounts on escapes to sun-kissed Mexico and the Caribbean. For example, travelers can fly from Orlando and spend three nights at the Melia Caribe Beach All Inclusive in the Dominican Republic for under $1,000 per guest.

Contact your travel advisor or visit Southwest.com/Vacations to learn more and book.

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Patrick Clarke

Senior Editor

A Maryland native and wanderer who has lived across the U.S. from North Carolina to SoCal, Patrick Clarke graduated from Towson University with a B.S. in journalism. He previously worked for Bleacher