Latest Travel Contests and Sweepstakes

July 13, 2026

Win a Great Lakes Cruise for Two in the Victory Cruise Lines USA250 Discover the Great Lakes Sweepstakes

If a Great Lakes cruise sounds like a memorable trip, Victory Cruise Lines USA250 Discover the Great Lakes Sweepstakes is giving one winner a cruise for two aboard Victory Cruise Lines, including a standard stateroom and airfare. The prize is valid for select 2026/2027 departures and is valued at about $20,000. You can enter once per day. Open to legal U.S. residents 18+. Ends July 31, 2026.

July 8, 2026

Win a Queen Mary 2 Transatlantic Crossing in the Cunard Crossing Giveaway

If a classic ocean voyage sounds incredible, Cunard Crossing Giveaway is giving one winner and a guest a 7-night Transatlantic Crossing aboard Queen Mary 2. The prize includes a balcony stateroom, one-way airfare to London, return airfare from New York, one night of hotel accommodations in Southampton, ground transportation, onboard meals, and entertainment. You can enter once, with one optional bonus entry available through a photo upload or poll. Open to legal U.S. residents and D.C. residents 21+. Ends July 31, 2026.

June 24, 2026

Win a Trip to Finland in The Long Drink Company Summer Sweepstakes 2026

If a Finland getaway sounds exciting, The Long Drink Company Summer Sweepstakes 2026 is giving one grand prize winner and a guest a trip to Helsinki, Finland. The prize includes round-trip airfare, a 4-night hotel stay, one curated Finnish activity, and $800 in per diem. Ten second prize winners will each receive a $500 Visa gift card. You can enter once per day. Open to eligible U.S. residents 21+. Ends July 31, 2026.

June 15, 2026

Win a $5,000 Travel Gift Card in the Dramamine Your Why. Your Way. Sweepstakes

If a flexible travel prize sounds good, Dramamine Your Why. Your Way. Sweepstakes is giving one grand prize winner a $5,000 travel gift card from a sponsor-designated list of hotel or airline gift card providers. Additional prizes include Bose QuietComfort headphones and Dramamine product prize packs. You can enter once per day, with optional bonus entries available by spinning the vacation wheel after entering. Open to legal U.S. residents 18+. Ends September 7, 2026.

June 12, 2026

Win a New York City Holiday Trip in the Snapple Americana QR Code Sweepstakes

If a holiday trip to New York City sounds exciting, Snapple Americana QR Code Sweepstakes is giving one winner a trip for two to NYC during the 2026 holiday season. The prize includes a 3-night stay, two tickets to an event at Madison Square Garden, and either a guided MET Museum tour or a private holiday history tour depending on travel dates. You can enter once per day during the promotion. Open to legal residents of the contiguous U.S. and D.C. who are 21+. Ends August 11, 2026.

May 29, 2026

Win a NASCAR Championship Weekend Trip in the CRAFTSMAN Race With CRAFTSMAN Sweepstakes

If NASCAR and tools are your kind of combo, CRAFTSMAN Race With CRAFTSMAN Sweepstakes is giving one Entry Period 1 winner a 5-day, 4-night trip for two to the 2026 NASCAR Cup Series Championship Weekend at Homestead-Miami Speedway, plus up to $700 in CRAFTSMAN tools. Two additional entry periods will award CRAFTSMAN tool prizes valued at up to $1,468.92 and $794. You can enter once per day during each applicable entry period. Open to legal U.S. residents 18+ who have reached the age of majority in their state. Ends November 8, 2026.

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