Vacation Sweepstakes and Giveaways 2026 - Page 5
Found 66 total
Enter the Best Breckenridge Father’s Day Giveaway 2026 for a chance to win an unforgettable prize package. One grand prize winner will receive a 3-night stay at a Breckenridge Grand Vacations Resorts property, dinner for two at Breckenridge Distillery Restaurant, a VIP distillery tour, 18 holes of golf, and a half-day fishing trip. The total prize value is $2,695. Don't miss out on this amazing giveaway. Submit your free entry before 11:59:00 p.m. MST on 6/21/2026 to win this incredible Breckenridge experience.
Win $2,695 in value – Best Breckenridge Father’s Day Giveaway 2026 - Enter Now
Enter the Choice Hotels Choice Privileges Sweepstakes for a chance to win exciting prizes. Choice Hotels International, Inc. is offering a grand prize deluxe vacation package to Hawaii, Las Vegas, or Orlando, including round-trip air transportation, 7-night accommodations, car rental, and 2,000,000 Choice Privileges Points, valued at $19,400. Alternatively, the grand prize winner can choose a $10,000 cash alternative. Additionally, 12 monthly prizes are available, each consisting of a 3-night stay at a Choice Hotels location, 100,000 Choice Privileges Points, a 5-day car rental, and a cruise, valued at $1,525. To enter, visit the website and follow the on-screen instructions, or use the alternate method of entry online without a mobile phone. Bonus entries are also available. The Choice Hotels sweepstakes is open to legal US residents 25 years or older, and winners must be Choice Privileges members. Enter now for a free chance to win, courtesy of Choice Hotels International, Inc. Giveaway begins on 5/1/26 at 12:00 AM ET and ends on 4/30/27 at 11:59 PM ET.
Win $37,700 in value – Choice Hotels Choice Privileges Sweepstakes - Enter Now
Enter The Grandview Condos 5-Night Stay in Paradise on Grand Cayman Giveaway for a chance to win a dream vacation. One lucky winner will receive a 5-night stay in a 2-bedroom condo, accommodating up to 4 guests, on stunning Seven Mile Beach. Don't miss this free entry opportunity to win a paradise getaway - enter to win before the deadline of January 15, 2027.
Win $4,250 in value – Grandview Condos 5-Night Stay in Paradise on Grand Cayman Giveaway - Enter Now
Enter the Apple Vacations PowerReviews Giveaway Sweepstakes for a chance to win a grand prize. The sweepstakes, sponsored by Apple Vacations, begins on May 1, 2026, and ends on July 1, 2026. To enter, leave a review about your booking experience on PowerReviews and fill out the information on the giveaway entry landing page. The grand prize includes a standard resort room for two adults for three nights at any participating RIU property, with an approximate retail value of $2,000. Winner will be selected via random drawing and notified via email. Apple Vacations reserves the right to modify or terminate the sweepstakes at any time. By entering, you agree to the official rules and grant Apple Vacations the right to use your name and likeness for promotional purposes. Enter now for a free chance to win this amazing prize, courtesy of Apple Vacations.
Win $2,000 in value – Apple Vacations PowerReviews Giveaway Sweepstakes - Enter Now
Enter the Sandals and Beaches Giveaway Q2, 2026 Sweepstakes for a chance to win an all-inclusive 4-day/3-night vacation package for two to a Sandals Resort or Beaches Resort of your choice. To enter, visit www.sandals.com/sweepstakes or www.beaches.com/sweepstakes, or click on online advertisements and provide the requested contact information. You can also refer friends to earn additional entries. The sweepstakes is open to legal residents of the USA and Canada, 18 years or older. The grand prize includes a deluxe suite, all-inclusive amenities, and local airport transfers, with an approximate retail value of $3,054 - $3,538USD. Unique Travel Corp, the worldwide representative of Sandals and Beaches Resorts, is the sponsor of this sweepstakes, administered by American Sweepstakes & Promotion Co, Inc. Enter by June 30, 2026, for your chance to win.
Win $3,054 in value – Sandals and Beaches Giveaway Q2 2026 Sweepstakes - Enter Now
( 2 Winners ) Enter the MetroFamily Magazine Ultimate Summer Fun Contest for a chance to win amazing prizes. The Summer Giveaway Prize Package #1 includes an Ultimate Branson Family Vacation, tickets to Tanganyika Wildlife Park, OKC Zoo, Main Event Family Fun pass, Science Museum Oklahoma, and more, with a total ARV. Alternatively, win the Summer Giveaway Prize Package #2, featuring a 2-night stay at OKANA Resort and Indoor Water Park, tickets to Tanganyika Wildlife Park, Main Event Family Fun pass, Science Museum Oklahoma, and other exciting experiences. Enter daily from May 21 to June 27 for a free chance to win one of two incredible prize packages in the MetroFamily Magazine Ultimate Summer Fun Contest, courtesy of MetroFamily Magazine.
Win $235,245 in value – MetroFamily Magazine Ultimate Summer Fun Contest - 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
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 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
