Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 66 total
Superplay Ltd. invites you to participate in the Superplay Anniversary Sweepstakes, a thrilling giveaway where you can win exciting prizes. To enter, simply log into your free Disney Solitaire account via the mobile game app, complete the tutorial phase, and spin the wheel for a chance to earn entries into the sweepstakes. Alternatively, you can submit an email entry to participate. The grand prize winner will receive a fantastic Vacation Package for four nights and five days at Walt Disney World Resort in Orlando, Florida, with a value of approximately $12,857.68. Additionally, 100 winners will receive a $250 Disney Gift Card each. Don't miss this opportunity to win big - enter the Superplay Anniversary Sweepstakes today and get ready to spin your way to amazing prizes. The sweepstakes period runs from May 19, 2026, to June 14, 2026, so be sure to participate before the deadline. Superplay Ltd. wishes you the best of luck in this exciting sweepstakes.
Email Entry: To enter without need to play games or complete the tutorial phase in the App, once every four (4) hours during the Sweepstakes Period, you may send an email to [email protected] with the subject line “Anniversary Sweepstakes Email Entry” and the following information in the body of the email: User ID, request to enter without need to play or complete the tutorial phase. Upon sending the email, you will be granted a random number of entries out of the following possibilities 5, 7, 8, 10, 12, 15, 25, 100. You will receive a reply email indicating the number of entries you have been awarded, which is determined by the same random means applicable to App-based entries. Each email you submit is a Gameplay. Email Entry submissions count toward the daily limit of six (6) total Gameplays per person per day (as defined above). Email Entry does not require completing the Disney Solitaire tutorial or creating an Account in the App. Any attempt to submit more than one (1) Email Entry every four (4) hours will be rejected.
Win $37,587 in value – Superplay Anniversary Sweepstakes - Enter Now
Get ready to win big with LD Cigarettes Sun’s Out, Fun’s In Instant Win Game Sweepstakes. Enter now for a chance to score amazing prizes, including gift cards and a dream vacation for two. With 1,381 winners, you could be one of the lucky ones to take home instant win prizes like Amazon, Starbucks, or Apple eGift Cards, or even the grand prize - a 3-day, 3-night trip to a destination of your choice, valued at $5,000. To enter, simply participate in the daily entry sweepstakes, Don't miss out, enter by June 29, 2026, and visit LD Cigarettes for the official rules. Enter to win with LD Cigarettes.
Win $47,375 in value – LD Cigarettes Sun’s Out, Fun’s In Instant Win Game Sweepstakes - Enter Now
Shoboyshow is excited to announce the Disneylandia Family Vacation Giveaway. Enter to win a family 5-pack of 3-day park tickets to Disneyland Resort, plus a 2-night hotel stay. One winner will be chosen randomly and announced on Instagram on May 22, 2026. To enter, share this post and subscribe to the Shoboyshow YouTube channel. Registration ends on May 22, 2026, at 10:00 PST. This is a free entry sweepstakes with one winner. Don't miss this opportunity to create lifelong memories with your family at Disneyland.
Win $2,000 in value – Shoboyshow Disneylandia Family Vacation - Enter Now
Enter the Sandals Resorts Vacation for Two Sweepstakes, courtesy of Dream Vacations and World Travel Holdings, Inc., for a chance to win a luxurious 5-day, 4-night all-inclusive getaway for two at a Sandals Resort, valued at $4,248. This incredible prize includes a deluxe/luxury category room and ground transfers. To enter to win this amazing prize, simply visit https://www.DreamVacations.com/Contest or https://www.CruiseOne.com/Contest and submit an official entry form by July 13, 2026. A winner will be selected in a random drawing on July 14, 2026. Dream Vacations and World Travel Holdings, Inc. will verify eligibility and compliance with official rules, making this a fair and exciting sweepstakes for all participants, courtesy of Dream Vacations and World Travel Holdings, Inc.
Win $4,248 in value – Sandals Resorts Vacation for Two Sweepstakes - Enter Now
Travel With The Ewings is excited to send one lucky winner on a Disney vacation valued at $3,000. This giveaway is open to U.S. residents ages 18+ and ends on May 22, 2026, at 8pm EST. The winner will be randomly selected and announced on May 23, 2026, at 8pm EST. To enter, follow Travel With The Ewings and tag friends in the comments who would love a Disney vacation. This is a free entry giveaway with one winner. Enter to win a dream Disney vacation and make your dreams come true.
Win $3,000 in value – Travel With The Ewings Disney Vacation Giveaway - Enter Now
Enter the Margaritaville Beach Resort Hollywood Beach Resort Story Contest, a skill-based contest where chance plays no part in determining winners. Margaritaville Hollywood Beach Resort invites you to share your story for a chance to win exciting prizes. The grand prize includes a two-night family vacation stay at Margaritaville Beach Resort Hollywood Beach, a one-day poolside cabana, a 30-minute FlowRider experience, and a $250 dining resort credit. Two runners-up will receive a Margaritaville Swag Bag with a $50 gift card. To enter, submit a photo of your stay at the resort, taken by you, with a digital file that complies with the submission requirements. Limit one entry per person. No purchase necessary to enter or win. Open to individuals who have reached the age of majority in their jurisdiction of residence. Employees of Margaritaville and their immediate family members are not eligible. Contest is void where prohibited. Enter now for your chance to win with Margaritaville.
Win $1,500 in value – Margaritaville Beach Resort Hollywood Beach Resort Story Contest - Enter Now
Enter the Jamaica Flyaway Instagram Contest, courtesy of iHeartMedia + Entertainment, Inc., for a chance to win an incredible 4-day, 3-night all-inclusive vacation for two to a Sandals Resort in Jamaica, valued at up to $5,062. To participate, follow @hot995 on Instagram, like a contest post, and comment by tagging a friend. The contest starts on May 18, 2026, and ends on May 29, 2026. One winner will be randomly selected and notified via direct message. No purchase necessary, and the contest is open to US residents 18+ who reside in specific counties. iHeartMedia + Entertainment, Inc. brings you this exciting sweepstakes, so enter now for your chance to win a dream getaway to Jamaica.
Win $5,062 in value – Jamaica Flyaway Instagram Contest - Enter Now
Enter to win the Ventura County Coast Ultimate Trip to Ventura County Coast Contest Sweepstakes, a fantastic giveaway courtesy of Ventura County Coast. Anyone over 18 is eligible to win this incredible prize package, valued at a stunning getaway. The prize includes a 3-night stay at one of 60+ hotels in Ventura County Coast, a Channel Islands National Park trip for two, and a Ventura County Coast Swag Bag. To enter, simply sign up for the newsletter or follow on Instagram between April 1st, 2026, and June 30th, 2026. If you've already subscribed within this date range, you're automatically entered to win. The winner will be chosen at random after the contest deadline ends on June 30th, 2026, at 11:59am PST, and notified via email. With 12 months to book your trip, you can plan your dream vacation to Ventura County Coast, courtesy of Ventura County Coast.
LOFT is giving away a summer getaway package to one lucky winner, including a LOFT July suitcase and tote in the color of their choice, plus a $200 LOFT gift card for vacation-ready looks. The sweepstakes runs from 5/14-5/21 and is open to U.S. residents, 18+. Enter to win this amazing prize package by following LOFT on Instagram. Void where prohibited by law.
Win $200 in value – LOFT Summer Getaway Giveaway - Enter Now
Lauren Ashley Hansen's 30A Vacation Giveaway: Win a magical 5-night stay in Florida with family and friends, valued over $4,500. The prize includes a beach home with bed, bath, golf cart, bikes, and pool, pastries and coffee from a local coffee shop, and a shopping trip to Cabana Seaside and The Seaside Style. One winner will be randomly selected on June 1st. Enter by following the post, commenting, and tagging friends for extra entries. Reshare and share your story for a bonus entry. This giveaway is not affiliated with Instagram.
Win $4,500 in value – Lauren Ashley Hansen 30A Vacation Giveaway - Enter Now
