Vacation Sweepstakes Sweepstakes
Found 39 total
Enter the Walt Disney World Cool Kids Summer Sweepstakes, presented by Disney Destinations, LLC, for a chance to win an unforgettable 3-night vacation to Walt Disney World Resort near Orlando, Florida. The prize package, valued at approximately $7,917.76, includes round-trip airfares, ground transportation, hotel accommodations, 4-Day Walt Disney World Theme Park Tickets with Park Hopper Option, and a $300 Disney Gift Card. To enter, visit the sweepstakes website and log in with your MyDisney account between March 12, 2026, at 5:00 AM ET, and April 10, 2026, at 11:59 PM ET. Open to legal residents of the 50 United States or the District of Columbia, 18 years or older, with internet access and a MyDisney account. Limit one entry per person per day. Disney Destinations, LLC, is the sponsor of this exciting giveaway, and the winner will be selected in a random drawing on or about April 14, 2026. Enter now for your chance to win a magical Walt Disney World vacation, courtesy of Disney Destinations, LLC.
Win $7,917 in value – Walt Disney World Cool Kids Summer Sweepstakes - Enter Now
Enter the AARP (AMOE) Delta Air Lines Sweepstakes for a chance to win big. Five grand prize winners will each receive a $500 Delta Air Lines gift card, perfect for booking your dream flight. With a total prize value of $2,500, this sweepstakes is a great opportunity to score a valuable prize. Delta Gift Cards can be used towards airfare sold on Delta.com or Delta Vacations packages that include airfare, making it easy to plan your next trip. Enter to win this exciting prize, courtesy of Delta Air Lines.
Win $2,500 in value – AARP (AMOE) Delta Air Lines Sweepstakes - Enter Now
Enter the BJ's Travel Grand Giveaway Sweepstakes for a chance to win exciting prizes. No purchase necessary, and a purchase doesn't increase your chances of winning. Open to legal US residents (excluding AZ, CA, OR, WA) 18+ years old. Visit https://travel.bjs.com/promotion/sweepstakes.do and complete the entry form by April 30, 2026. One entry per person. Win a $10,000 Norwegian Cruise Line voucher, a 5-night Punta Cana vacation package, a 2-night Aruba hotel stay, or a 1-week mid-size car rental. Total prize value: $15,660. Sponsored by World Travel Holdings, BJ's Wholesale Club Holdings, Inc., and Realtime Media LLC. Enter now for a free chance to win with BJ's Travel Grand Giveaway Sweepstakes.
Win $15,660 in value – BJ’s Travel Grand Giveaway Sweepstakes - Enter Now
Enter the Classic Anniversary Sweepstakes, a year-long celebration by Classic Vacations, where travel advisors can win exciting prizes to Europe, The Islands of Tahiti, and Costa Rica. To participate, advisors must be 18+ years old, legal residents of the 50 US states or DC, and have an active account with Classic Vacations. Employees of Classic Vacations and their families are not eligible. The sweepstakes features three Destination Spotlights, each with a quiz, and advisors can earn entries through eligible bookings or by mailing a handwritten entry ( AMOE in rules ). The Europe Spotlight Period runs from January 6 to May 31, 2026, while the Tahiti & Costa Rica Spotlight Period is from June 1 to September 30, 2026. Nine prizes will be awarded, including trips to Rome, Florence, Venice, Mykonos, Santorini, and more. Travel must be completed by December 15, 2027, and is subject to availability and blackout dates. Enter now for a chance to win with Classic Vacations.
Win $270,000 in value – Classic Anniversary Sweepstakes - Enter Now
Enter the AARP (AMOE) Royal Caribbean Sweepstakes for a chance to win a grand prize. Five lucky winners will each receive a $500 Royal Caribbean gift card, perfect for booking a dream cruise vacation. To redeem, simply book your cruise online at http://www.RoyalCaribbean.com or call 866-504-3941, then follow the redemption instructions. The total prize value is $2,500. Don't miss this opportunity to win a free Royal Caribbean gift card and start planning your next adventure with Royal Caribbean.
Win $2,500 in value – AARP (AMOE) Royal Caribbean Sweepstakes - Enter Now
Enter the USA Pickleball Association 2026 Golden Ticket Sweepstakes for a chance to win an incredible prize. One lucky winner will receive a four-day, three-night all-inclusive Caribbean vacation for two adults in a deluxe luxury room at any Sandals Resort, valued at $3,186.00. Don't miss this opportunity to win a dream getaway - enter to win the USA Pickleball Association 2026 Golden Ticket Sweepstakes today.
Win $3,186 in value – USA Pickleball Association 2026 Golden Ticket Sweepstakes - Enter Now
Enter the KrollTravel Explore the World Giveaway to win an exciting 'Explore the World' Prize Pack. This fantastic sweepstakes offers a chance to win a collection of four culinary and travel books, valued at $200, to inspire your next adventure. The prize pack includes a Dining Guide to Paris, France, Best Getaways in North America, Asian Cooking, and World's Best Eco-Lodges & Hotels. Get free entry to win this amazing prize and start planning your dream vacation with KrollTravel.
Win $200 in value – KrollTravel Explore the World Giveaway - Enter Now
Caden Lane and Pipette Baby are giving away the ultimate vacation bundle in their Vacation Ready Giveaway. One lucky winner will receive a $200 Caden Lane Gift Card and Pipette's spring break essentials, including Mineral Sunscreen SPF 50, Baby Lotion, Calming Balm, Skin Rescue Spray, and Baby Shampoo Wash. Enter to win this amazing prize bundle by following the instructions. The giveaway ends on April 4th and is open to individuals 18 years and older. This is a free entry sweepstakes with one winner. Enter to win and get ready for your next vacation.
Win $200 in value – Caden Lane and Pipette Baby Vacation Bundle Giveaway - Enter Now
Enter to win the AM 570 - The Answer Dream Vacation for Two to Italy Sweepstakes and take home an unforgettable Italy Unfiltered trip for two. One lucky Grand Prize winner will receive a 10-day getaway from September 29 to October 8, 2026, complete with 4-star accommodations, guided tours, and more. The prize package, valued at $9,990, includes centrally located hotels, entrance fees, daily breakfast, and four dinners with drinks. However, winners are responsible for their own air travel to and from Rome, Italy. Don't miss your chance to win this incredible prize - enter the AM 570 - The Answer Dream Vacation for Two to Italy Sweepstakes before 12:59 am EDT on September 1, 2026.
Win $9,990 in value – AM 570 - The Answer Dream Vacation for Two to Italy Sweepstakes - Enter Now
Get ready to win big with the WHUT Howard University Television Disney World Sweepstakes, courtesy of 96.3 WHUR and WHUT-TV. Enter to win a magical 3-night Walt Disney World Resort vacation package for four, valued at $7,617.76. To participate in this exciting giveaway, simply visit the WHUR-FM or WHUT-TV website and submit your entry between March 25, 2026, and April 30, 2026. Open to Maryland, Virginia, and DC residents, 21+, this free entry sweepstakes offers a chance to create unforgettable memories. One grand prize winner will be randomly selected from eligible entries. Sponsored by 96.3 WHUR, a Howard University Radio Network company, with no purchase necessary, making it easy to enter and win with WHUT Howard University Television Disney World Sweepstakes.
Win $7,617 in value – WHUT Howard University Television Disney World Sweepstakes - Enter Now
