Getaways by Southwest review

Getaways by Southwest is the package site for anyone who already flies Southwest. You can book Flight + Hotel, Flight + Hotel + Car or Flight + Car, and the site promotes savings of up to $250 on select five-night domestic packages and up to $500 on select international ones, applied automatically to the price. The fine print matters: those savings are based on two-person, five-night stays, need one day of advance purchase, and may disappear if you change the reservation after booking. The bigger everyday saving for families is luggage, since Getaways customers get their first and second checked bags free, which Southwest puts at $400 round trip. Packages earn Rapid Rewards points, and featured deals are shown per guest with estimated taxes and fees included, which makes comparing easier. The catch is reach: you only get Southwest flights, and Southwest says a new Rapid Rewards program starts January 1, 2027, so earning rules may shift.

Who it is for

Couples and families flying Southwest who check bags

Price

See vendor pricing (USD check pending).

US price check pending. See the vendor pricing page.

Key features

• Flight + Hotel, Flight + Hotel + Car and Flight + Car packages
• Bundle and save up to $250 on select 5-night domestic packages for two, or up to $500 on select international ones
• First and second checked bags free for Getaways customers
• Rapid Rewards points earned on packages, with 5X points promoted
• Featured package prices shown per guest including estimated taxes and fees

Strengths and weaknesses

• Strength: Two checked bags free, which Southwest values at $400 round trip
• Strength: Package savings applied automatically in the price
• Strength: Prices shown with estimated taxes and fees included
• Weakness: Bundle savings are based on two-person, five-night stays
• Weakness: Changing the reservation after booking may cancel the savings
• Weakness: Only Southwest flights, so routes are limited to its network

Key facts

• Bundle savings claim: Up to $250 domestic, $500 international
• Checked bags: First and second bag free
• Package types: Flight + Hotel, Flight + Hotel + Car, Flight + Car
• Loyalty: Rapid Rewards points
• Advance purchase: One day for bundle savings

Where it ranks

Getaways by Southwest is No. 4 in our Best Vacation Package Sites verdict.