Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 47 total
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
Enter the Hawaii.com Oʻahu Family Vacation Sweepstakes for a chance to win an unforgettable prize package for up to four travelers. This incredible giveaway includes a 4-night stay at ʻAlohilani Resort Waikīkī Beach, private SUV airport transportation, and exciting activities like a Polynesian Cultural Center Aliʻi Lūʻau Package, Dolphin Snorkel Tour, UTV Raptor Adventure Tour, and a "Distiller for a Day" Deep Dive Tour. Plus, enjoy a $200 dinner gift card. The total prize value is approximately $5,700. Don't miss this opportunity to win a free family vacation in Oʻahu - enter the Hawaii.com Oʻahu Family Vacation Sweepstakes today.
Win $5,700 in value – Hawaii Oahu Family Vacation Sweepstakes - Enter Now
Enter the Golf PEI Golf Vacation Giveaway Contest today for your chance to win an incredible PEI golf vacation valued at $10,000. This grand prize pack includes $7,500 in Golf PEI gift cards for golf rounds and accommodations, $1,000 in gift cards to Prince Edward Island restaurants, a $1,000 rental car voucher, $500 in Island activities, and 4 tickets to the 2027 Charlottetown Festival. Enter to win this amazing prize for free. Contest ends October 31, 2026.
Win $10,000 in value – Golf PEI Golf Vacation Giveaway Contest - Enter Now
Enter the WildWoods Ultimate Family Vacation Sweepstakes, courtesy of the Greater Wildwoods Tourism Improvement and Development Authority, for a chance to win an unforgettable 4-night mid-week stay in the Wildwoods. This amazing prize package, valued at $2,500, includes a stay at the Madison Resort, tickets to Barefoot Country Music Fest, and exciting activities like a Back Bay Boat Tour, Morey's Piers & Beachfront Waterpark passes, and more. To enter, simply submit your contact information online during the sweepstakes period, which runs from April 1, 2026, to April 30, 2026. The winner will be selected by random drawing and notified by email and mail. Open to residents of NJ, NY, DE, PA, VA, CT, and MD, aged 25+. No purchase necessary. Visit WildwoodsNJ.com for more information and to enter the WildWoods Ultimate Family Vacation Sweepstakes.
Win $2,500 in value – WildWoods Ultimate Family Vacation Sweepstakes - Enter Now
