Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 50 total
Enter the Taco 'bout A Trip Giveaway for a chance to win a $5,000 prize toward your dream Mexican vacation. Imagine napping under a palm tree or salsa dancing until sunrise in your own paradise. The grand prize is $5,000 for your ultimate getaway, while the second prize is a limited-edition bottle of Cincoro Extra Añejo. Don't miss out - enter to win this amazing sweepstakes before it ends on April 27, 2025, and get ready for a free entry to a trip of a lifetime.
Win $5,000 in value – Taco bout A Trip Giveaway - Enter Now
Enter the Shaminece Hawkins Gift Card Giveaway for a chance to win an exciting prize package. Score a $150 Hotel Gift Card to enjoy a relaxing getaway, plus a FREE vacation of your choice. Don't miss out on this incredible opportunity to win big - enter to win before the deadline on 4/29/2026.
Win $150 in value – Shaminece Hawkins Gift Card Giveaway - Enter Now
Enter the Wanderlust Luxury Rentals Giveaway for a chance to win a complimentary 3-night stay at Miramar Tides, a stunning oceanfront vacation rental in Montecito, California. This luxurious prize, valued at a 3-night stay, features 2 bedrooms, 2 bathrooms, and accommodates up to 4 guests. Don't miss your opportunity to win this incredible prize - enter to win by Thursday, May 28, 2026, at 11:59 PM PT and make your luxury getaway dreams a reality with Wanderlust Luxury Rentals.
Win $3,000 in value – Wanderlust Luxury Rentals Giveaway - Enter Now
Enter the VisitOrlando Family Vacation Sweepstakes for a chance to win an unforgettable 5-day, 4-night trip to Universal Orlando Resort. The Grand Prize, valued at $4,425.36, includes air transportation vouchers from Frontier Airlines, hotel accommodations, non-exclusive ground transportation, and Universal Orlando 4-Day Park-to-Park Tickets. To enter, visit www.VisitOrlando.com/win-a-trip and follow the on-screen instructions. Open to legal US residents, 21+, in the 48 contiguous states and Washington D.C. No purchase necessary. Sweepstakes runs from April 15, 2026, to July 14, 2026. Winner will be selected via random drawing and notified by email. Trip must be completed by July 14, 2027. VisitOrlando, the sponsor, reserves the right to modify or cancel the sweepstakes at any time.
Win $4,425 in value – VisitOrlando Family Vacation Sweepstakes - Enter Now
The Traveling Steph is celebrating their one-year anniversary with an exciting giveaway. Enter for a chance to win a $500 Disney Gift Card and $200 toward merchandise and travel services. One winner will be announced on May 16th. This sweepstakes is a great opportunity to win a fantastic prize and make your Disney vacation dreams come true. Enter now for your free chance to win.
Win $700 in value – The Traveling Steph Disney Gift Card Giveaway - Enter Now
Enter the NatGeo Earth Month Sweepstakes for a chance to win an incredible prize package. The grand prize includes a choice of one of two National Geographic-Lindblad Expeditions vacation packages, each with a value of up to $95,592. The packages include an 8-day "Alaska's Inside Passage and Hubbard Glacier" trip or a 10-day "Exploring Galapagos" trip, complete with accommodations, internal air, services of local experts, and more. The winner will also receive a one-time payment to help defray taxes payable as a result of the prize. To enter, visit the National Geographic website and submit your email address during the entry period, which runs from April 13, 2026, to April 30, 2026. Open to legal residents of the 50 United States or the District of Columbia who are at least 18 years old. Sponsored by National Geographic Partners, LLC, and administered by Probability, LLC, a company affiliated with Disney Destinations, LLC. Enter now for your chance to win this amazing prize, courtesy of National Geographic and Disney Destinations, LLC.
Win $95,592 in value – NatGeo Earth Month Sweepstakes - Enter Now
Enter the Maryland Lottery St. Petersburg Luxury Resort Vacation Second Chance Giveaway for a chance to win an unforgettable 4-night luxury stay at The Vinoy Resort & Golf Club in downtown St. Petersburg, Florida. This incredible prize package for two includes hotel accommodations with daily breakfast, roundtrip airfare, spa or golf experiences, and $1,000 in spending money. With an estimated prize value of $17,362.45, this is an opportunity you won't want to miss. Simply enter to win and you could be randomly drawn as the lucky winner. Don't wait - enter the Maryland Lottery St. Petersburg Luxury Resort Vacation Second Chance Giveaway before the contest ends on Tuesday, July 6, 2026.
Enter the OLA Vacations, Inc The Waves Caribbean Cruise Sweepstakes for a chance to win an unforgettable 7-Night Caribbean cruise. The prize includes a luxurious Infinite Veranda Stateroom for two on a Celebrity Cruises vessel, departing on December 6, 2026, with an approximate retail value of $3,486. Don't miss your opportunity to win this amazing getaway - enter to win by May 10, 2026, at 11:59 PM EST for a free chance to set sail in style with OLA Vacations, Inc.
Win $3,486 in value – OLA Vacations The Waves Caribbean Cruise Sweepstakes - Enter Now
Enter the Viking Q2 2026 2027 8-Day Journey Sweepstakes for a chance to win an incredible 8-day cruise for two, complete with airfare. This free entry sweepstakes is open to residents of the 50 U.S. states, D.C., and Canada, excluding Quebec. To enter, simply submit your entry online, by mail, through a webinar, or on Facebook/Instagram. One lucky winner will be selected in a random drawing on August 7, 2026, to receive a grand prize valued up to $40,588 CAD. The prize includes a choice of cruises, such as the Paris Heart of Normandy or Nordic Wonders, with all expenses covered. Don't miss this opportunity to win a dream vacation with Viking River Cruises. Enter now through June 30, 2026.
Win $26,988 in value – Viking Q2 2026 2027 8-Day Journey Sweepstakes - Enter Now
Enter to win the ultimate getaway in The Sandals and Beaches Giveaway Q2, 2026 Sweepstakes. One lucky Grand Prize Winner will receive a 4-day/3-night "All-Inclusive" vacation package for two to a Sandals Resort or Beaches Resort of their choice, with a prize value of $3,054 - $3,538USD. The prize includes a Deluxe Suite, "All-Inclusive" amenities like food, beverages, and activities, and local airport transfers. Note that airfare is not included and the winner must redeem the prize within the specified time period. The winner and their travel companion must obey local laws and are responsible for expenses not expressly stated in the package. Enter now for a chance to win this incredible prize, courtesy of Sandals and Beaches.
Win $3,583 in value – Sandals and Beaches Giveaway Q2, 2026 Sweepstakes - Enter Now
