Win a Mystery Trip With the Southwest Destination: Love Sweepstakes Win a Mystery Trip With the Southwest Destination: Love Sweepstakes

Win a Mystery Trip With the Southwest Destination: Love Sweepstakes

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Fancy a mystery trip focusing on barbecues, pickleball, or Western TV? Southwest has launched a sweepstakes called Destination: Love, giving members a chance to win a trip to one of three theme-specific destinations: Texas, Florida, or Montana. Here are the details.

Southwest Destination Love Sweepstakes

Southwest Destination Love Sweepstakes banner

Southwest Airlines might not have had the best year in the eyes of some customers, and free drinks plus easier status next year will be offset by a devaluation in points starting in 2024.

Still, there are some good promotions coming out for members. Presently, there is a sweepstakes for Rapid Rewards members to travel to a mystery destination based on one of three themes: barbecue, pickleball, and Western drama. Members can enter the sweepstakes until December 4, 2023.

When entering, you can choose the theme you hope to win. The drawing will take place around December 20, 2023, and the winners will be notified around January 3, 2024. These are supposed to be mystery destinations, but it's pretty clear that Texas is the capital of barbecues, Florida is the capital of pickleball, and Montana is the capital of Western dramas.

The key restrictions for the sweepstakes are that winners must be at least 19 years old when they travel and that the grand prize is claimed by January 30, 2025.

Grand prizes

Three grand prize winners will receive all of the following, each of which has an approximate retail value of $15,300:

  • Round-trip air travel for the winner and one guest from the closest major U.S. airport to the winner’s residence served by Southwest Airlines to/from one of the following three destinations (as selected at the time of entry): Florida, Montana, or Texas.
  • Four nights of hotel accommodations (one standard room with double occupancy) at a hotel selected by the sponsor.
  • Booked adventures and activities at the destination city.
  • A $3,500 check that the winner can use as spending money.
  • 25,000 Rapid Rewards bonus points (subject to Rapid Rewards Restrictions outlined below) to use toward future travel on Southwest Airlines. Points bookings do not include taxes, fees, and other government/airport charges of at least $5.60 per one-way flight.
  • If a winner is from Alaska, North Dakota, or South Dakota, he/she will receive a $1,000 check for transportation to/from the closest major U.S. airport to the winner’s residence served by Southwest Airlines.
  • The winner will also receive a check in the amount of $2,000 to assist with the payment of applicable taxes associated with the prize.

Entering the sweepstakes

Southwest Destination Love Sweepstakes Entry Form

To enter the sweepstakes, go to and fill in the form with your name, email, phone number, Rapid Rewards account number, and chosen theme for the destination. That counts as one entry to the sweepstakes. Additionally, Southwest Rapid Rewards cardholders will automatically receive a bonus entry to the sweepstakes for the same destination they selected. There is no option to apply for two separate destinations. To get the second entry, the applicant must have a Rapid Rewards credit card that is active from the time they enter the sweepstakes through December 4.

Note that Rapid Rewards members do not need to hold a Southwest credit card to enter the sweepstakes, only to claim the second entry. All Rapid Rewards cards, personal and business, automatically entitle the applicant to a second entry.

Additional terms and conditions

  • The winner and their guest must complete a Travel Release form.
  • Blackout dates apply.
  • Winners must travel by January 30, 2025.
  • Grand transportation to and from the winner's airport and between the destination's airport and hotel are not included.
  • Must be 19 years of age or older. at the time of travel.
  • Either the winner or the guest must present a valid credit card to the hotel upon check-in.
  • The winner and their guest are responsible for their own travel insurance.
  • If the winner lives within 150 miles of the destination, ground transportation could be substituted for the flights.
  • The winner and their guests must travel together on the same itinerary and booked flights.

Our Take

Sweepstakes are always interesting. No purchase is necessary, and this particular Southwest sweepstakes has some pretty amazing grand prizes. It doesn't look like there are any other prizes available other than the three grand prizes. Winners will have a year to claim the prize. And if you hold a Southwest Rapid Rewards card, you get an automatic second entry.

Will you enter this Southwest Destination: Love sweepstakes? Which destination are you choosing?

5 / 5 - (1 vote)
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