Vacation Sweepstakes and Giveaways 2026 - Page 2
Found 31 total
Enter to win the Elvis Duran and the Morning Show's Sandals Resorts Vacation Flyaway Sweepstakes for a chance to escape on a 4-day, 3-night all-inclusive getaway for two at a Sandals "couples only" Resort in Jamaica, The Bahamas, Curaçao, or Saint Vincent & The Grenadines, valued at up to $5,054. This incredible prize includes deluxe accommodations, meals, drinks, entertainment, and activities like scuba diving and snorkeling, courtesy of Sandals Resorts. Plus, score two $500 airline credits and an Island Routes Tour voucher. Don't miss your chance to win - enter the Elvis Duran and the Morning Show's Sandals Resorts Vacation Flyaway Sweepstakes before entries close on February 15, 2026, at 11:59 PM EST with Sandals Resorts and the Elvis Duran Morning Show.
Enter the DreamVacations $10,000 Vacation Sweepstakes for a chance to win a $10,000 travel credit with World Travel Holdings. This exciting prize can be applied to a new cruise, tour, or resort vacation booking with Dream Vacations or CruiseOne, covering costs like cabin fare, taxes, and gratuities. Eligible trips include those with featured cruise lines or preferred partners like American Airlines Vacations and Sandals Resorts. The credit, valid until December 15, 2026, has no cash value and is subject to additional terms. Join the sweepstakes with World Travel Holdings, including Dream Vacations, for a free entry to win this incredible $10,000 prize.
Win $10,000 in value – DreamVacations $10,000 Vacation Sweepstakes - Enter Now
Enter the Visit Orlando Family Vacation Sweepstakes for a chance to win an unforgettable getaway. The grand prize is a five-day, four-night trip to Orlando for you and up to three guests, valued at $4,359.92. This incredible prize package includes Frontier Airlines flight vouchers, a four-night stay at the DoubleTree by Hilton at SeaWorld, multi-day admission to SeaWorld Orlando and Aquatica, meal vouchers, and a full-size rental vehicle. Travel with ease, courtesy of Visit Orlando, and enjoy a stress-free family vacation. Don't miss out on this amazing opportunity to create lasting memories with your loved ones, courtesy of Visit Orlando.
Win $4,360 in value – Visit Orlando Family Vacation Sweepstakes - Enter Now
Enter the JetBlue Vacations Win a Trip to Universal Orlando Resort Sweepstakes for a chance to win an unforgettable Orlando getaway. One lucky group of four will score an incredible prize package, courtesy of JetBlue Vacations and Universal, including round-trip flights on JetBlue, hotel accommodations at the Terra Luna Resort, ground transportation, and admission to Universal Studios Florida, Islands of Adventure, Epic Universe, and Volcano Bay. Don't miss your chance to win this amazing prize, valued at thousands, with a free entry. The sweepstakes closes on April 30, 2026, at 11:59 PM ET, so enter to win now with JetBlue Vacations.
Get ready to Escape with the Escape Weekly Choose Your Vacation In Paradise Getaway Sweepstakes. Enter to win a fantastic 3-day, 2-night hotel stay for two adults (21+) and up to two kids under 18, valued at a prize package that's perfect for a family mini-vacation. Choose from stunning destinations like Miami, Daytona, and Puerto Rico, or scenic getaways like Lake Tahoe, Gatlinburg, and the Pocono Mountains. Don't miss this free entry giveaway, courtesy of Escape Weekly, ending on 1/31/2026 at 11:59 pm EST - enter now for your chance to win with Escape Weekly.
Win $1,500 in value – Escape Weekly Choose Your Vacation In Paradise Getaway Sweepstakes - Enter Now
Enter the DisneyPlus 70th Memories of a Lifetime Sweepstakes for a chance to win an unforgettable Disneyland Resort vacation valued at $10,838. This incredible prize includes a 3-night concierge-level hotel stay, round-trip airfare, ground transfers, 4-Day Park Hopper tickets for you and up to three guests, a $500 Disney Gift Card, a VIP Tour Guide, Lightning Lane Multi Passes, and exclusive Keys to Disneyland to experience the park's 70th Celebration. With Disney, create lifelong memories with your loved ones - enter to win this amazing sweepstakes and get ready for the ultimate Disney adventure, courtesy of DisneyPlus.
Win $10,838 in value – DisneyPlus 70th Memories of a Lifetime Sweepstakes - Enter Now
Enter the Breckenridge Epic Getaway 2025-2026 Sweepstakes for a chance to win an unforgettable prize package. One Grand Prize winner will receive a five-night stay at a Breckenridge Grand Vacations property, four Epic Day Passes for non-peak dates during the 2026-2027 ski season, $5,000 in cash, and four pairs of Glade Optics goggles, valued at approximately $10,248. Join Breckenridge Grand Vacations for this exciting giveaway and take a shot at winning big with a free entry. Breckenridge Grand Vacations brings you this amazing sweepstakes opportunity.
Win $10,248 in value – Breckenridge Epic Getaway 2025-2026 Sweepstakes - Enter Now
Enter the 717 Supply 2025 Kia Telluride #38 Sweepstakes to win a grand prize worth up to $71,000! Choose from a 2025 Kia Telluride SX Prestige X-Line, $10,000 cash, and a dream vacation, or opt for a $50,000 cash prize.
Win $61,000 in value – 717 Supply 2025 Kia Telluride #38 Sweepstakes - Enter Now
Enter the Sandals and Beaches Giveaway Q1, 2026 Sweepstakes for a free 4-day/3-night all-inclusive vacation for two to a Sandals or Beaches Resort. Win a grand prize valued at a luxurious getaway, excluding select locations, with travel to be completed within a year. Sweepstakes ends April 10, 2026. The Prize drawing will be conducted on or about April 10, 2026. The potential Sandals and Beaches winner will be contacted by the Sponsor via phone, email and/or USPS mail.
Win $3,054 in value – Sandals and Beaches Giveaway Q1, 2026 Sweepstakes - Enter Now
Yamas Greek Kitchen + Bar is giving a dream vacation for two to Rhodes, Greece, in June 2026, including round trip flights and a 7 night stay. Runs December 2, 2025, through February 2, 2026.
