Travel Sweepstakes & Vacation Giveaways

Horse racing fans, this is a big one. The 2026 Breeders’ Cup The Champion’s Ticket is sending one winner and a guest to the 2027 Breeders’ Cup World Championships at Belmont Park in New York, with round-trip airfare, four nights of hotel accommodations, airport and racetrack transportation, and two VIP tickets, plus $5,000 cash and $5,000 in betting credit for the races. The trip is tied to the October 29–30, 2027 Breeders’ Cup, and if selected you’ll need to be reachable within 24 hours of the initial winner notification. Open to residents of the U.S. and Canada excluding Quebec who are 21+. Ends November 30, 2026.

Japan is calling. The House of Suntory Japan Travel Package Promotion is sending one winner and a guest to Japan with round-trip economy airfare, four nights in Tokyo, two nights in Kyoto, and first-class train travel between Tokyo and Kyoto, plus a planned itinerary that may include dining and cocktail experiences, a Yamazaki Distillery visit, and a day trip to Osaka. You get one standard entry, one optional bonus entry for signing up for House of Suntory marketing, and 10 more optional entries by completing the Art of Suntory Time experience and submitting the generated image, with no social media post required. Mobile SMS verification is required to enter. Travel must be completed during 2027, and no alcohol is included in the prize. Open to residents of the U.S., Canada excluding Quebec, and the UK who are 21+ and of legal drinking age. Ends December 1, 2026.

Want to see the Macy’s Thanksgiving Day Parade from the grandstands? The Planters x Macy’s Thanksgiving Parade Sweepstakes is giving one winner up to five grandstand tickets to the parade in New York City, plus a $10,000 travel voucher to help cover round-trip airfare and hotel accommodations for the winner and up to four guests. The trip is for November 26, 2026, so you’ll need to be available to travel over Thanksgiving, and the rules only specifically guarantee one hotel room with double occupancy. It’s a simple one-time online entry, and if selected you’ll have 48 hours to respond. Open to U.S. residents who are the age of majority in their state. Ends October 22, 2026.