Winning Your Dream Vacation

Want to win free vacations? Learn all about travel sweepstakes and get tips to improve your odds of winning a dream getaway.
Man and woman cliff jumping
Want to Win a Trip? Here's What You Should Know Before You Enter
Couple relaxing on a beach in Hawaii
Enter These Sweepstakes for Your Chance to Win Free Hawaiian Vacations
Woman in a bathtub, illustrating About.com's Spa Sweepstakes List.
Enter Spa Sweepstakes to Win Relaxing Vacations, Free Massages, and Home Spa Prizes
Taxes on Vacation Prizes
Taxes and Fees You Can Expect to Pay on Vacation Prizes
Celebrating on a road trip.
Pepsi Is Giving Away a $16,000 ATV
Mature couple driving in convertible
Win a Trip to Florida from Visit St. Pete Clearwater's Sweepstakes
Smiling family traveling in airplane
Enter to Win $3,000 in Live Nation Gift Cards from Clorox's Sweepstakes
Woman cheering in sport utility vehicle
Enter to Win a Trip to an Enrique Iglesias & Ricky Martin Concert from Sirius XM's Sweepstakes
Man spreads arms wide across mountain lake
You Could Win a Caribbean Cruise From CruiseOne
Woman looking through her vacation photos
W Hotels The Store's 2021 Sweepstakes Is Giving Away a $1,500 Hotel Stay
Time for a holiday aircraft
Spend a Week on a Music Cruise for Entering the Soul Train Giveaway
Passport and airline tickets
You Could Win a Trip to Hawaii from Hallmark
Overpacked suitcase on bed, suburban home
DISH Network's Sweepstakes Is Giving Away a $1,500 VR Prize Pack
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Enter to Win a Trip to a Disney Resort in Florida Worth $10,000
Passport sitting on antique map
Ford's 2021 F-150 Sweepstakes Is Giving Away $50,000 Toward a F-150
USA, New Jersey, Woman ready to go on vacations
Enter to Win a Trip to Florence From 1440 Media's Giveaway
English seaside scene inside a suitcase, bedroom
Take Your Sweetheart on a Romantic Vacation with Sandals' Giveaway
Businesswoman holding up boarding pass and passport
You Could Win a $2,500 Amazon Shopping Spree from 720 Credit Score
Family with two children walking by resort swimming pool
Take a Romantic Vacation in Antigua with Bridal Guide's Sweepstakes
Couple At The Airport
Enter to Win a Honda Civic or Dozens of Other Prizes
Photo of a bride and groom, illustrating About.com's Wedding Sweepstakes List.
Use Sweepstakes to Win a Free Honeymoon: Here's How
Family with suitcases going on vacation
Go On a Free Music Cruise with the 2021 Country Music Cruise Giveaway
Guy taking city pictures with phone
Sweepon's Sweepstakes Is Giving Away $2,000 in Cash
Woman looking through her vacation photos
Enter This Contest to Win a Family Vacation to Florida Worth $7,000
Airbus A380
World Surf League's Sweepstakes Is Giving Away an Ultimate Surf Experience
Airbus A380
Win a Free Trip to a Concert of Your Choice from Jersey Mike's Sweepstakes
Man's hand holding passport and euro currency
You Could Win a $17,000 Trip to Puerto Rico for Entering Here
Overpacked suitcase on bed, suburban home
Love to Travel? Enter to Win a $22,000 Cruise from Viking
Woman relaxing in hammock on beach
Want to Go to the Beach? Enter These Sweepstakes to Win a Free Trip
Couple At The Airport
Enter to Win $5,000 Toward Your Dream Vacation from Woman's Day
Woman looking through her vacation photos
Win One of Three Prize Packages from NortonLifeLock's Sweepstakes
Brother and sister sharing digital tablet in back seat of car
Lands' End Is Giving Away a $5,000 Cash Prize
Family with two children walking by resort swimming pool
Win a $5,000 Cash Prize From iHeart Radio's Sweepstakes
Family with suitcases going on vacation
Win a $2,500 Expedia Travel Credit or Other Prizes from Corona's Giveaway
Celebrating on a road trip.
6 People Will Win Grocery Gift Cards Worth up to $2,600 From ACME Markets
Jet plane flying low over Three different kind of architecture
You Could Win 1 of 3 Laptop and Game Prizes from Intel's Sweepstakes
Smiling family traveling in airplane
Win a Chevrolet Camaro or Amazon Gift Cards from Wyndham
Brother and sister sharing digital tablet in back seat of car
You Could Win a Dream Villa Getaway from Luxury Travel Holdings
Celebrating on a road trip.
Pamper Yourself by Winning a Trip to St. Croix from Stellar Partnership Marketing
Passport sitting on antique map
Love Live Music? Enter to Win a Trip to an Eagles Concert from SiriusXM's Giveaway
Smiling family traveling in airplane
You Could Win Free Beer Every Month for a Year From Oskar Blues' Sweepstakes (Expired)
Passenger receiving documents from airport check-in attendant
Enter to Win a Beach Vacation From Live Sozy (Expired)
Woman cheering in sport utility vehicle
Win a Trip to a 2021 World Series Game
Brother and sister sharing digital tablet in back seat of car
Coca-Cola and Bass Pro Shops Team Up to Give Away $10,000 and More
Passenger receiving documents from airport check-in attendant
5 People Will Win $20,000 in Cash from ABC's Sweepstakes
Passport sitting on antique map
Food Network's Burger Recipe Contest Is Giving Away Two $10,000 Cash Prizes!
Brother and sister sharing digital tablet in back seat of car
Find Out How You Could Win Free Airline Miles From American Way (Expired)
Passport sitting on antique map
MLB's Contest Is Giving Away $200,000 for Your Prediction
Young woman exploring a metropolitan city at night
Win a Custom Ford Mustang for Entering Pennzoil's Sweepstakes
Airbus A380
Win a Week-Long Caribbean Cruise from Expedia Cruises
Young woman exploring a metropolitan city at night
Enter to Meet an Olympic Athlete and More from Coca-Cola
Close up of passport and travel accessories
Good Housekeeping's Sweepstakes Is Giving Away $5,000 for a Trip
Brother and sister sharing digital tablet in back seat of car
Be 1 of 2 People to Visit London, If You Win Beefeater's Sweepstakes
Businesswoman holding up boarding pass and passport
Go on a $10,000 Trip of Your Choice With Travelocity's Sweepstakes
Smiling couple walking along corridor in Venice
Enter to Win a Trip to St. Croix Worth $3,500 from Stellar Partnership
Young woman exploring a metropolitan city at night
You Could Win a Hawaii Vacation from Quiksilver
Airbus A380
You Could Win a Shopping Spree Or a Tumbler From Shop LC's Sweepstakes
Airbus A380
You Could Win a $2,000 Home Bar From Jameson's Sweepstakes
Time for a holiday aircraft
Enter to Win a Truck Worth $51,000 from Campbell Soup's Sweepstakes
Airbus A380
3 People Will Win a Trip to See the Denver Broncos Play