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Current sweepstakes and winners

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

Make memorable experiences on Seven Mile Beach with a vacation to Grand Cayman.

Enter now for your chance to experience the brand new Grand Cayman Marriott Beach Resort, your own Caribbean Beach House located directly on Seven Mile Beach. This give away also includes a food and beverage credit, round trip air travel, and round trip airport/hotel transfers. Enter by 9/30/17.

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Enter for a chance to win a vacation to Punta Cana and get pampered.

We’re giving away a four night stay at Excellence Punta Cana. The winner and their guest will also enjoy round trip air travel and round trip airport/hotel transfers. Enter by 9/30/17.

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Congratulations winners!

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

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!

Southwest Vacations – 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!

Southwest Vacations – February In A Nutshell vacation to Montego Bay sweepstakes
Winner: Heather P. – Arizona

Heather and her guest will be off to experience the exclusive All-In Luxury™ in Jamaica with a stay at Royalton Blue Waters in Montego Bay where they'll be treated to unlimited food and drink, 24-hour room service, roundtrip air travel, airport hotel/transfers, and even phone calls back home to the U.S. Thanks for entering!

Southwest Vacations – January vacation to Music City – Nashville sweepstakes
Winner: Joseph S.  Ohio

Joseph is the lucky winner of a vacation to Music City including flights, hotel accommodations at Doubletree by Hilton Hotel Nashville Downtown, dining, and the Music City Backstage Attraction Pass which includes admission to the Grand Ole Opry and other attractions in the Nashville area.

Southwest Vacations – November cool ski trip sweepstakes
Winner: William F. – Ohio

William and his guest will experience a three night vacation including flights, hotel accommodations at The Osprey at Beaver Creek, a dining credit, lift tickets, and a rental car. Enjoy your trip!

Southwest Vacations – October Ghosts, Voodoo, and Vampires New Orleans sweepstakes
Winner: Ralph C. – California

Congratulations, Ralph! You and a guest will be off to New Orleans with Southwest Vacations for a no tricks just treats vacation with hotel stay at Wyndham New Orleans - French Quarter, breakfast buffet daily, a New Orleans Ghost, Voodoo, and Vampire Tour, plus round trip air travel and round trip airport/hotel transfers!

Southwest Vacations – July Universal Orlando Resort™ On Line Game giveaway
Winner: Mary S. - Nevada

It's off to Universal Orlando Resort™ for Mary and her three guests to enjoy a fun-filled vacation with hotel stay, admission tickets to Universal Studios Florida™ and Universal's Islands of Adventure™ theme parks, a VIP Experience, Blue Man Group show tickets, and an Avis® rental car. Congratulations on winning this fabulous trip!

Southwest Vacations – August exciting Anaheim getaway
Winner: Patrick K. - Pennsylvania

Patrick and three guests will be off to Anaheim with Southwest Vacations to enjoy a vacation with hotel stay, meals, shopping, activities plus roundtrip air travel and an Alamo rental car. Have a fantastic vacation!

Southwest Vacations  August In A Nutshell vacation to Cancun
Winner: Charles M. - Texas

Charles won an all-inclusive vacation with Southwest Vacations to the Hotel Zone in Cancun for a four-night, all-inclusive vacation to the Riu Palace Peninsula, plus roundtrip air travel and airport hotel/transfers.

Southwest Vacations – June three night getaway to Phoenix
Winner: Bob R. - Wisconsin

Bob is the winner of our June Arizona sweepstakes. He and a guest will be off to Phoenix for a vacation featuring a stay at the Arizona Grand Resort & Spa plus roundtrip air fare and an Alamo rental car. Congratulations!

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