Several free trips are up for grabs this year for a few lucky winners.
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Spin the lucky wheel to see if this spring has some free travel in store for you. These travel contests and sweepstakes have everything from island adventure to European dream trips in the cards. While the miles and points game or credit card perks always come in handy, there is something special about an all-expenses-paid vacation. Here’s where you can test your luck.
America250’s America’s Field Trip Contest
As the sun peaks up over the horizon of Mount Rushmore, it begins to light up this South Dakota national landmark.
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The ultimate field trip for America is for students in grades 3-12. By April 16, they can write an essay or create some art that explains what America means to them for a chance to win a free field trip to iconic U.S. landmarks this summer. America250 is the official organization in charge of the country’s 250th anniversary. There are 75 first-place winners, who will receive a three-day, two-night trip to a destination of their choice like Yellowstone National Park, Mount Rushmore or the Smithsonian Museum of Natural History among others. It will include behind-the-scenes experiences that others cannot easily access. If you don’t win this year, they plan to open it up again for next year.
Seadust Cancun Sun & Fun Sweepstakes
Win an all-inclusive family vacation to paradise.
Seadust Cancun
Win a 3-night, all-inclusive stay for two people along the Caribbean Sea while enjoying the Seadust Cancun Family Resort. The deadline to enter is April 2. The stay includes all-day activities by the pool and at the beach plus evening entertainment.
Condor Airlines Match the Stripes Contest
Condor Airbus A330-900 airplane at Frankfurt Airport.
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On your next Condor flight, you can help the airline celebrate its third anniversary of unveiling its new striped livery. Passengers that dress in matching striped clothing on flights between April 4 and April 30 will receive a 10 euro voucher to redeem for the airline’s onboard café. There are rules for what colors and stripes you can wear on each flight. Passengers can check the livery of their flight a few days before departure to know how to dress accordingly.
Stopover, do-over in Singapore
Supertree grove, Cloud garden greenhouse and Marina Bay Sands hotel in Singapore
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The Singapore Tourism Board knows its hometown airline is famous for carrying transit passengers around the globe. But, many of them may just be in transit so it is encouraging people to stay longer with this contest. One lucky grand prize winner will score an all-expenses-paid trip to Singapore with airfare, hotel and activities included. Sixty free tickets, the number was chosen to honor the nation’s 60th anniversary, will be awarded (two tickets per person) to travel to Singapore to experience a free vacation. Enter by April 18 to be eligible.
NCAA March Madness points for points from Marriott Bonvoy
Marriott Bonvoy members can also bid their points on tickets to attend the Men’s and Women’s Final Four.
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Marriott Bonvoy is awarding 134 winners with the chance to earn Marriott points equal to the total number of points scored during the 2025 Men’s and Women’s DI Basketball Tournaments. Marriott is the official hotel partner of the NCAA and March Madness. Once the 134 games are over, 134 lucky winners can boost their hotel loyalty accounts with extra points.
Parisian guide masterclass experience from GetYourGuide
Aerial view of Paris with Eiffel tower during sunset
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Between now and July 14, lucky travelers can score tickets to “The Pleasure Atelier: A Parisian Guide with Marie Morice” masterclass experience. GetYourGuide’s contest will give winners the chance to learn more about self-care in Paris through group activities, journaling lessons and a private shopping experience to reboot their fashion and self-esteem.
Win ANA tickets to Japan
All Nippon Airways (ANA) Boeing B787-8 Dreamliner
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The country’s largest airline and Star Alliance member All Nippon Airlines is putting two roundtrip economy class tickets up for grabs. They will be available from any ANA gateway to a Japanese destination beyond Tokyo. The free contest is valid through April 3.
Free Manhattan stay or local NYC prizes up for grabs
New modern building rises above the old historic buildings of SoHo in Manhattan, New York City
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Arlo Hotels and DoNYC are giving away a trip to Arlo SoHo in New York for one lucky winner between now and April 19. Additional prizes include gift cards for craft beer, specialty cocktails, local gifts and specialty ice cream in the neighborhood beefing up your chances at scoring something special. The giveaway is free to enter.
Win two Florida beach vacations
Long stretch of Miramar Beach, in Destin, Florida
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From April 1 to May 5, up for grabs is a two-night stay at Hotel Effie in Sandestin, Florida as part of the Sandestin Golf and Beach Resort. The prize includes breakfast, a 50-minute spa treatment and free beach chair rentals. Hotel Effie is part of Marriott Bonvoy’s Autograph Collection of hotels. Another two-night stay is available as a grand prize during the same dates at Osprey Pointe in Miramar Beach. In addition to overnight accommodations, this big prize includes a beach chair setup and $150 food and beverage credit.
