Latest Travel Contests and Sweepstakes

January 29, 2026

Win a Big Game Getaway in the Russell Stover Valentine’s Day Sweepstakes

Enter the Tackle Valentine’s Day with Russell Stover sweepstakes and play for a sweet win, where one lucky couple scores a three-day trip for two to celebrate the Big Game 2027 in Los Angeles style, while 50 additional winners take home couple’s prize packs loaded with game day gear, cozy swag, and classic Russell Stover chocolates, making this a standout Valentine’s Day sweepstakes with plenty of chances to win, free to enter, open to U.S. residents 18+, and running through February 27, 2026.

January 28, 2026

Win a $10,000 Ski.com Trip in the Sumo Citrus Joy Ride Sweepstakes

Enter the Sumo Citrus Joy Ride Sweepstakes for a chance to hit the mountains in serious style with a $10,000 Ski.com travel experience you can use to build your dream ski or snowboard getaway, plus sweet extras like boxes of Sumo Citrus and fun swag, and with up to 17 different ways to enter, this one brings more chances to win and big winter energy, open to U.S. residents 18+ and accepting entries through February 15, 2026.

January 17, 2026

Win a Rock-Your-Reset Concert & Travel Prize Package!

The Dave’s Killer Bread Rock Your Reset Sweepstakes is serving up a fresh start with a prize that’s all about music, travel, and fun. Three winners will score a stacked package that includes airfare, hotel stays, concert tickets, rideshare credit, and cash you can use however you want. It’s a daily entry giveaway, so checking in each day gives you more chances to win 📅. Open through February 28, 2026. Add it to your daily entry routine and keep the Contest Bee buzz going.

January 12, 2026

Win A 9-Night Caribbean Cruise for Two with Cunard!

Enter Cunard’s Caribbean Voyage Sweepstakes by March 6, 2026 for your chance to win an unforgettable nine-night Caribbean cruise for two aboard Cunard’s Queen Elizabeth, sailing roundtrip from Miami in October–November 2026. The grand prize includes round-trip airfare, one night hotel stay in Miami before embarkation, ground transportation, a balcony stateroom, all standard onboard meals and entertainment, and a $200 onboard credit to use during the voyage. Open to U.S. residents age 21 and over, no purchase necessary, with one entry per person for the entire sweepstakes period—so if a luxury Caribbean escape is calling your name, be sure to get your entry in and good luck!

January 12, 2026

Win A Year of Free Organicgirl Salads + a $2,500 Expedia Gift Card!

Enter the organicgirl January 2026 Sweepstakes by February 13, 2026 for your chance to win a delicious and travel-ready prize lineup, including one Grand Prize featuring a $2,500 Expedia gift card (issued via Giftly) plus a full year of free organicgirl salads, or one of 25 additional prizes awarding a year of free salads. Open to U.S. and Canada residents ages 18+, no purchase necessary, and bonus actions unlock unlimited extra entries, making this a great one to revisit—daily entry available if you complete bonus actions, so keep it on your routine and good luck!

October 20, 2025

Win A Trip For Two To Whistler, British Columbia!

Enter the Dare to Go Deeper Contest by May 5, 2026, for your chance to win an unforgettable winter vacation in Whistler, British Columbia! The grand prize includes round-trip airfare for two to Vancouver, six nights in a one-bedroom Mountain View suite at the Sundial Hotel, round-trip shuttle transportation, 3-day Whistler Blackcomb lift tickets, premium ski or snowboard rentals, a snowshoe and sauna experience, Vallea Lumina tickets, a thrilling bungee jump, and multiple gourmet dining experiences including The Raven Room, Earls Whistler, Hunter Gather, and Alta Bistro. Don’t miss this incredible opportunity to experience the magic of Whistler in luxury and style!

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