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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

 

Enter for a chance to win a vacation to Grand Cayman.

The winner and their guest will be heading to Grand Cayman for a stay at the Grand Cayman Marriott Beach Resort including a $100 resort credit, round trip air travel, and round trip airport/hotel transfers. Enter by May 31, 2019 for a chance to win.

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Congratulations winners!

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

 

April: We’re giving away a vacation to Paradise Island, Nassau, Bahamas.

Winner: Savannah A. – Georgia

Savannah and her guest will enjoy a four-night stay at the all-inclusive Riu Palace Paradise Island where they will enjoy meals, beverages, and entertainment. Also included are round trip air travel and round trip airport/hotel transfers. Have fun!
 

March: Enter for a chance to win a vacation to Punta Cana.

Winner: Steve P. – Indiana

Steve and his guest will enjoy a four-night stay at the all-inclusive Riu Palace Punta Cana featuring a wide variety of entertainment, activities, and culinary options. Also included are round trip air travel and round trip airport/hotel transfers. Have a fantastic trip!
 

February: Enter for a chance to win a vacation to Turks & Caicos.

Winner: Page D. – Texas

Page and her guest will enjoy a vacation to Blue Haven Resort with all meals, beverages, and use of water trampoline, snorkeling gear, kayaks, sail boats, and stand-up paddle boards included, as well as an included spa credit. They’ll also receive round trip air travel and round trip airport/hotel transportation. Congratulations again Page!
 

January: Enter for a chance to win a vacation to Cancun and it could be a happier New Year.

Winner: Ellen K. – Louisiana

It will be an even happier New Year for Ellen and her guest who will enjoy an escape to the all-inclusive Royalton Riviera Cancun Resort & Spa with exceptional service, stylish architecture, and incredible food. Also included in this vacation are round trip air travel and round trip airport/hotel transportation. Enjoy Ellen!
 

December: Make your holidays happier, enter for a chance to win a vacation to Cancun.

Winner: Joe C. – Indiana

Joe and his guest's holidays were made even happier because he won a vacation to Reflect Krystal Grand Cancun where they'll be treated to Unlimited-Luxury®. Round trip air travel and round trip airport/hotel transportation are also included. Congratulations Joe!
 

November: Enter for a chance to win a vacation to Puerto Vallarta

Winner: Sharon S. – Arizona

Congratulations to Sharon and her guest who will enjoy a unique stay in an environment full of comfort and relaxation at the Fiesta Americana Puerto Vallarta where everything is included. They'll also enjoy round trip air travel and round trip airport/hotel transfers.
 

October: Enter for a chance to win a vacation to Costa Rica

Winner: Fred G. - Texas

This vacation takes Fred and his guest to the scenic mountains and secluded beaches of Costa Rica to immerse themselves in Unlimited-Luxury® where everything is included. They’ll also enjoy roundtrip air travel.
 

September: We're giving away a vacation to Belize and you could be going

Winner: Floyd F. ��� Illinois

Beautiful beaches and relaxation are in abundance at this luxurious resort offering a seaview suite with a fully-equipped kitchen and a living room all at a magnificent location. The winner and his guest will also enjoy roundtrip air travel.
 

August: It could be your luxurious vacation to Jamaica

Winner: Jeannie B. – Texas

Jeannie and her guest are off to enjoy the breathtaking clear water beach at the Royalton Negril with its luxury product featuring top quality service, unlimited food and drinks, and even phone calls back to the U.S. Round trip air travel and round trip airport/hotel transportation are also included. Have an amazing vacation!
 

July: Enjoy a vacation to Aruba

Winner: Frances R. – Florida

BON BINI! is what Frances and her guest will hear when arriving in Aruba. And at the all-inclusive Riu Palace Antillas they'll experience everything from restaurants and an ice cream shop to a complete entertainment program with various activities. And of course round trip air travel and round trip airport/hotel transportation are included. Enjoy!
 

June: It’s an all-inclusive trip to Nassau for this winner

Winner: Keith C. – Maryland

Keith and his guest will experience Melia Nassau Beach - All Inclusive overlooking the stunning Cable Beach. Featuring three spectacular pools with waterfalls facing the sea and an array of onsite activities ranging from daily fitness events to evening entertainment. And of course round trip air travel and round trip airport/hotel transportation are included. Have a great trip!
 

May: We’re giving away a trip to Punta Cana

Winner: Monica S. – Minnesota

Monica and her guest will experience a stay at Royalton Bavaro Resort & Spa with an unforgettable luxury escape featuring all meals, beverages, and resort activities. Plus, roundtrip air travel, and round trip airport/hotel transfers are also included. Congratulations!
 

April: Visit Los Cabos on us

Winner: Marvin M. – California

Marvin and his guest will enjoy this vacation package featuring a stay at the all-inclusive Hyatt Ziva Los Cabos, roundtrip air travel, and round trip airport/hotel transfers. Relax and enjoy!
 

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.
 
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