Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 45 total
Enter the Barefoot Country Music Fest Ultimate Country Music Beach Lover's Vacation Giveaway for a chance to win an unforgettable prize package. This exciting sweepstakes offers a free entry to win 2 Main Stage VIP tickets to the fest, a 4-night stay at the Blue Palms from June 18-22, 2026, plus $100 gift cards to both @jerseygirlww and @pigdogbeachbar. Don't miss out - enter to win by May 4, when the winner will be chosen.
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 Dad's Guide Coolest Summer Ever Sweepstakes, courtesy of WDW Magazine, for a chance to win an unforgettable Walt Disney World vacation package. This amazing prize, provided by Disney Destinations, LLC, includes round-trip airfare, ground transportation, accommodations, 4-Day Theme Park Tickets with Park Hopper Option, and a $300 Disney Gift Card, with an approximate retail value of $7,917.76. To enter, visit www.wdw-magazine.com/coolestsummerever and complete the online entry form between April 28, 2026, and May 17, 2026. Open to legal residents of the 50 United States and DC, aged 18 or older. Limit one entry per person, with additional entries available through bonus actions. Travel must be completed by May 31, 2027. WDW Magazine brings you this incredible sweepstakes, so enter now for your chance to win a magical Disney getaway.
Win $7,900 in value – Dad's Guide Coolest Summer Ever Sweepstakes - Enter Now
Enter the PHX Hydration Energy PHX Pineapple Contest, sponsored by One 11 Brands, for a chance to win a tropical getaway to Waikiki, Hawaii. This sweepstakes is open to legal residents of the United States and the District of Columbia, aged 18 or older. To enter, visit PHX Hydration Energy Drink's Instagram page, find the official Pineapple Contest Post, and respond with a minimum 200-word essay or 30-second video explaining why you deserve a tropical vacation. Alternatively, publish a post on your own public Instagram account, tagging @drink_phx and using the hashtag #PHXPineappleContest. The contest runs from April 27, 2026, to May 16, 2026. One winner will be selected by a panel of judges and will receive a trip for two to Waikiki, Hawaii, including round-trip airfare, hotel accommodations, and a $200 Visa Gift Card, with a total approximate retail value of $4,000. Enter now for your chance to win. One 11 Brands is not responsible for lost, late, or ineligible entries.
Win $3,999 in value – PHX Hydration Energy PHX Pineapple Contest - Enter Now
Enter the Club Med 7-night Stay Giveaway for a chance to win an unforgettable all-inclusive vacation. Win a 7-night stay for 2 adults and 2 children at either Club Med Cancun, Mexico, or Club Med Punta Cana, Dominican Republic. The prize includes a standard room with double occupancy, meals, snacks, and drinks, plus exciting activities. Enter to win this amazing giveaway by May 15, 2026, at 11:59 pm. Don't miss your free entry to win this incredible prize, courtesy of Club Med.
Win $1,000 in value – Club Med 7-Night Stay Giveaway - 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
Enter to win the ultimate Disney getaway in The Walt Disney World Coolest Summer Ever Sweepstakes. No purchase necessary, simply visit the website and log in with your MyDisney account to submit your free entry. Open to legal US residents 18+, the Disney sweepstakes runs from April 11, 2026, to May 31, 2026. One lucky winner will receive a 3-night vacation package to Walt Disney World Resort, including airfare, accommodations, theme park tickets, and a $300 Disney Gift Card, valued at approximately $7,917.76. Disney Destinations, LLC, is the sponsor of this exciting giveaway, and Probability, LLC, is the administrator. Don't miss your chance to win, enter now and make your summer unforgettable with Disney.
Win $7,917 in value – The Walt Disney World Coolest Summer Ever 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 ClickOnDetroit Fly Away to Florida Contest for a chance to win an unforgettable Florida getaway. Courtesy of VISIT FLORIDA, the prize package includes round-trip airfare for one winner and up to three guests, a full-size rental vehicle, and a four-night stay at Magic Village Vacation Homes. You'll also enjoy tickets to SeaWorld Orlando, Wild Florida, Medieval Times Orlando, and Lazy H Ranch. The approximate retail value of this amazing prize is $6,574.04. The sweepstakes starts on April 28, 2025, at 10:00 a.m. EDT and ends on May 4, 2025, at 11:00 p.m. EDT. Enter to win this incredible prize from VISIT FLORIDA in the ClickOnDetroit Fly Away to Florida Contest.
Win $6,574 in value – ClickOnDetroit Fly Away to Florida Contest - Enter Now
Enter the ABCmouse Family Vacation Giveaway for a chance to win an unforgettable trip to Disneyland and Disneyland California Adventure Parks. This exciting sweepstakes, sponsored by Age of Learning, Inc., offers a grand prize worth $17,700, including round-trip airfare, hotel accommodations, park tickets, and a VIP guided tour. To enter, simply visit the ABCmouse website or download the ABCmouse app and subscribe to a paid plan. You can also enter by filling out an online form with your contact information. The giveaway is open to legal residents of the 50 United States and DC, aged 18 and above, from April 15, 2026, to May 31, 2026. One lucky winner will be selected randomly and notified on or about June 8, 2026. Don't miss this opportunity to create lifelong memories with your family - enter the ABCmouse Family Vacation Giveaway today, courtesy of Age of Learning, Inc.
Win $17,700 in value – ABCmouse Family Vacation Giveaway - Enter Now
