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Sweepstakes

Thank you for your interest in our sweepstakes and promotions. Come back often to check out our new sweepstakes, and see if you're a winner. Winners will be contacted via phone and/or e-mail.


Current sweepstakes

 

We’re giving away a vacation to Punta Cana

The winner and a guest will experience a stay at Royalton Bavaro Resort & Spa. Roundtrip air travel, and round trip airport/hotel transfers are also included. Enter by 5/31/18.

Enter Now


Congratulations winners!

Listed below are our latest winners! We are looking forward to giving you the vacation experience you deserve!

 

March: Experience Grand Cayman

Winner: Latrice J. – Wisconsin

Latrice will be heading to Grand Cayman to enjoy a stay at the brand new Grand Cayman Marriott which includes a resort credit. Roundtrip air travel, and round trip airport/hotel transfers are also included for her and a guest. Have a fantastic trip!
 

February: Enjoy a Punta Cana vacation

Winner: Bryan H. – Indiana

Bryan and his guest will be vacationing in Punta Cana at the all-inclusive Excellence El Carmen. Round trip air travel and round trip airport/hotel transfers are also included. Have a great time!
 

January: Enter for a chance to win a vacation to Belize

Winner: Rebekah N. – Oklahoma

Rebekah will enjoy a vacation to Belize where she and her guest will fly round trip and stay at the intimate Ka’ana Resort And Spa as well as receive full breakfast daily. Enjoy your vacation!
 

December: Enter for a chance to win a vacation to San Jose, Costa Rica

Winner: Tom P. – Tennessee

Tom and a guest will be vacationing at the picturesque Los Suenos Marriott Ocean & Golf Resort in Costa Rica as well as enjoying a food and beverage credit. Round trip flights are also included. Congratulations and Happy New Year!
 

Southwest Vacations – November: Enter for a chance to win a vacation to the new Riu Dunamar in Cancun

Winner: Kurt B. – Pennsylvania

It is the perfect destination for a vacation prize with white sandy beaches and crystal clear waters. The winner will enjoy the various restaurants and buffets, the exciting water sports, and the daily entertainment. This vacation to paradise also includes round trip air travel and round trip airport/hotel transfers.
 

Southwest Vacations October: Universal Orlando Resort™ vacation

Winner: Heather H. – Louisiana

This winner and guest will enjoy jaw-dropping theme parks, spectacular on-site resort hotels, and unforgettable dining and entertainment. The vacation includes round trip air travel, hotel accommodations, theme park tickets, and a car.
 

Southwest Vacations – October: Live the Palace Life while on vacation in Cancun

Winner: Michael S. - Illinois

This all-inclusive stay at Moon Palace Cancun with endless entertainment options and activities plus meals, beverages, round trip air travel, and round trip airport/hotel transfers will be enjoyed by Michael and a guest.
 

Southwest Vacations, Southwest Community Sweepstakes – October: Enter for a chance to win a vacation to Riu Caribe in Cancun

Winner: Megan B. – Maryland

The winner and her guest will enjoy meals, beverages, and entertainment. Plus, round trip flights and airport hotel transfers are also included.
 

Southwest Vacations – September: Pampered vacation to Punta Cana sweepstakes

Winner: Deborah F. – Texas

This winner and a guest will get pampered with their four night stay at the all-inclusive Excellence Punta Cana including meals, beverages, and entertainment. Also included are round trip air travel and round trip airport/hotel transfers. Congratulations and relax!
 

Southwest Vacations – September: Make memorable experiences on Seven Mile Beach sweepstakes

Winner: Andrea G. – Pennsylvania

Andrea and her guest won a stay at the Grand Cayman Marriott Resort where they’ll get a $300 food and beverage credit per day to experience all the hotel offers. Also included are round trip air travel and round trip airport/hotel transfers. Enjoy and indulge!
 

Southwest Vacations – August: Rock out and relax sweepstakes

Winner: Nancy P. Missouri

Nancy and a guest will live out their rock star fantasies with a vacation to Hard Rock Hotel Vallarta where they’ll enjoy an all-inclusive stay including meals, beverages, and entertainment. Also included are round trip air travel and round trip airport/hotel transfers. Congratulations and enjoy the fame!
 

Southwest Vacations – July: Dreaming of Cabo sweepstakes

Winner: Lance G. – Illinois

There's no dreaming anymore for Lance and his guest. They are off to Los Cabos for a stay at the all-inclusive Hyatt Ziva Los Cabos to enjoy delectable meals and beverages and extensive activities and amenities. Also included are round trip air travel and round trip airport/hotel transfers. Pinch yourself and indulge!
 

June: Southwest Airlines 46th birthday celebration Cancun sweepstakes

Winner: Cynthia G. – Virginia

It was Southwest Airlines birthday but Cynthia and her guest got the present. They are off to the all-suite, all-butler, all-gourmet Generations Riviera Maya including round trip air travel, all-inclusive hotel accommodations, and round trip airport/hotel transfers. Enjoy this memorable vacation!
 

Southwest Vacations – May vacation to Punta Cana sweepstakes

Winner: Sandra G. – Illinois

The lucky winner Sandra and her guest will experience the award-winning CHIC Punta Cana featuring the All-Exclusive™ concept. Their four night vacation includes air travel, all-inclusive hotel accommodations, and round trip airport/hotel transfers. Have a great vacation!
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