Travel Sweepstakes & Vacation Giveaways

Here’s a fun one if you’d rather do something than just sit by a hotel pool. The Fandango’s Destined for Adventure Sweepstakes is sending one winner and up to three guests to Los Angeles with round-trip economy airfare, two nights of hotel accommodations, daily breakfast, a wizard-themed escape game, a cooking class, and a private five-hour fairy-tale-themed tour of Los Angeles. There’s a free online entry option, so you don’t need to buy a movie ticket to enter. At least one person traveling must be 21+, and the trip must be completed within 12 months of winner notification. Open to U.S. residents and D.C. age 18+. Ends November 29, 2026.

Scotland fans, this is a nice one. The Glenmorangie Once Upon A Time in Scotland Sweepstakes is sending one winner and a guest to Scotland with round-trip economy airfare to Inverness, three nights at Glenmorangie House, breakfast and dinner, ground transportation, a tour of the Glenmorangie Distillery, and additional Highland activities. It’s a simple one-time online entry. Travel must be booked during 2027 at least 30 days in advance and is subject to availability and blackout dates, and if selected you’ll have two business days to respond to the winner notification. Open to U.S. residents 21+, excluding Utah. Ends December 15, 2026.

Japan fans, here’s another good one. The Sapporo Flyaway to Japan Sweepstakes is sending one winner and a guest to Tokyo with round-trip airfare, four nights of hotel accommodations, and a $1,500 check for spending money. Five additional winners will each receive a custom Onimusha fan kit with collectibles and branded gear. It’s a simple one-time online entry. The sponsor will choose the travel dates, and both travelers will need valid passports that meet the stated travel requirements. If selected, you’ll have 48 hours to respond to the initial notification. Open to U.S. residents 21+. Ends December 31, 2026.

Cancun with the flights covered is much more our kind of travel prize. The Klean Freak $5,000 Cancun Getaway is sending one winner and a guest to Cancun for four nights, with round-trip economy airfare and hotel accommodations included. You can start with a free online entry and earn more through referrals and other activities. Purchases also earn entries, but there’s a free mail-in option awarding 25 entries per request with no stated maximum. Both travelers will need valid passports, and meals, ground transportation in Cancun and other personal expenses aren’t included. Open to residents of the contiguous U.S. and D.C. age 18+. Ends November 10, 2026.