5 Free Travel Contests Not To Miss This Winter

Who doesn’t love to win something for free, especially if it’s a free vacation? These are five of the latest travel contests that are free to enter and come with some dream-worthy prizes to get you through the winter months. From frequent flyer miles that can take you almost anywhere around the world to a cruise vacation in Antarctica or your favorite European river, these free sweepstakes offers could have you packing in no time. Act fast as many have deadlines that are fast-approaching.

Sail on the Viking cruise of your dreams, for free

This contest, which wraps up March 31, offers a grand prize of one of any 2023-2024 eight-day river, ocean or expedition cruise for two people, including economy class airfare from many gateway cities. Viking Cruises operates a global network of small-ship cruise experiences with an all-inclusive luxury model. In addition, the winner would receive a suite upgrade, which varies based upon the itinerary they choose. With cruises to Antarctica, Europe and Asia, as well as domestic sailings on the Mississippi River and through the Great Lakes, the options are vast. Entry for this contest is free.

“Jet Set & Reset” Sweepstakes from United

Now through June 30, United co-branded credit cards from Chase are offering a 50% discount on Timeshifter, a jet lag management app. To complement the partnership, there is also a sweepstakes with the grand prize offering one million United MileagePlus miles and a one-year subscription to Timeshifter. Eight people will win 500,000 United miles and a one-year subscription to Timeshifter, and 500 people will win a free Timeshifter subscription. The app aims to help frequent travelers find a way to combat jet lag. They can make a “pledge to take on jet lag” on the sweepstakes website. Each pledge counts as one entry, and the sweepstakes will last through Feb. 7.

Free roundtrip flights to Reno-Tahoe

Four lucky winners can win a pair of airline tickets (valued up to $600) to Reno/Tahoe Nevada this week. The contest, which just launched on the heels of National Plan a Vacation Day (Jan. 31), is live until the end of February. Home to plentiful outdoor adventure (hiking, skiing and snowboarding, mountain biking and even the famous Burning Man festival), Reno and Tahoe have a lot to explore. In town, guests can shop, gamble, enjoy great dining, visit dozens of craft breweries or attend the area’s numerous live music events. The contest is free to enter, and the prize is good through the end of the year.

Win 4 nights in Florence, Italy

Dream of Italy and Italy Perfect are offering a contest for a free, four-night winter trip valued between $2,500 and $4,000. By completing a simple form on the contest website, adults over the age of 21 have a chance to win a visit to Florence with an apartment rental. Enter by the end of February for your chance to win.

Win a trip to the GRAMMYS

If you can correctly guess the winners in each of the four categories for the 2023 GRAMMY Awards, you’ll be entered to win a trip for two to the famous music award show in 2024. Sponsored by Grey Goose, the prize includes flights, two nights in a hotel and $100 for ground transportation. Ten additional winners will win a pair of AirPods so they can enjoy their favorite songs at home. Act quickly as the free-to-enter contest (only open to those in the continental U.S.) ends Feb. 5.

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