Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 64 total
Enter the American Humane Dream Cancún Vacation Sweepstakes for a chance to win a Dream Cancún Vacation worth $3,500. To participate, you must be at least 18 years old, or the age of majority in your local jurisdiction, and not a resident of Washington state or certain sanctioned countries. The sweepstakes begins on May 28, 2026, and ends on August 27, 2026. You can enter by making a donation online or by mail, with various donation levels offering multiple entries. Alternatively, you can enter without making a donation by mail. American Humane Society will select one winner at random on September 8, 2026. The winner will be notified and must respond within 30 days to claim their prize. Enter now for a free chance to win this amazing vacation, courtesy of American Humane Society.
Win $3,500 in value – American Humane Dream Cancun Vacation Sweepstakes - Enter Now
Enter the Citizens Bank Vacation Club Disney Giveaway Sweepstakes for a chance to win a $5,000 Disney gift card prize. The Citizens Bank of Philadelphia sponsors this exciting giveaway, open to legal residents of Mississippi who are at least 18 years old. To enter, visit any branch location of The Citizens Bank and open a Vacation Club Account, or mail-in your entry by July 26, 2026. The sweepstakes period runs from June 1, 2026, to July 31, 2026. One winner will be selected in a random drawing on August 7, 2026. The Citizens Bank of Philadelphia will notify the winner and award the prize, with no substitutions or cash equivalent. Enter now for your chance to win, courtesy of The Citizens Bank of Philadelphia.
Win $5,000 in value – Citizens Bank Vacation Club Disney Giveaway Sweepstakes - Enter Now
Enter to win the exciting Wenrine - Women’s dress shop vacation Giveaway, courtesy of Wenrine. Three lucky winners will receive amazing prizes: a $50 Amazon Gift Card, 3 stylish Wenrine pieces, or 1 trendy Wenrine piece. Don't miss your chance to win, free entry is available until June 10. Participate now and take home a fantastic prize from Wenrine, a leading women's dress shop, with this incredible giveaway.
Win $218 in value – Wenrine - Women’s Dress Shop Vacation Giveaway - Enter Now
Enter the AARP (AMOE) Royal Caribbean sweepstakes for a chance to win a grand prize. Fifteen lucky winners will each receive a $100 Royal Caribbean eGift Card, perfect for booking a dream cruise vacation. To redeem, simply book your trip online at RoyalCaribbean.com or call 866-504-3941, then follow the instructions. Terms and conditions apply, with an approximate retail value of $100.
Win $1,500 in value – AARP (AMOE) Royal Caribbean Sweepstakes - Enter Now
Enter the SD Missouri River Tourism Association Winchester SX4 Shotgun Sweepstakes for a chance to win one of three exciting prizes. One winner will be selected for each giveaway in a random drawing, with no duplicate wins. Prizes include a Family Vacation Giveaway worth over $600, a 2-Day Fishing Trip valued at $1,270, and a Huntsman's Drawing featuring a Winchester SX4 12-gauge semi-automatic shotgun worth $1,000. Enter to win a free prize package, with eligibility open to participants who meet the requirements. Winners will receive their prizes, including IRS 1099 forms for tax reporting in 2028, with the shotgun shipped to an FFL dealer of the winner's choice in 2027.
Enter the Kentucky Living sweepstakes for a chance to win a 4-night houseboat vacation on The Dream 750 Series, courtesy of Suntex Marinas. This incredible giveaway is open to persons 21+ in the continental United States, excluding employees and family members of Kentucky Living and affiliated companies. The prize, valued at approximately $6,500, includes a complimentary houseboat rental fee, but winners are responsible for tax, insurance, and fuel costs. To enter, complete the reader reply form by July 15, 2026, for a free entry. NO PURCHASE NECESSARY. Don't miss this opportunity to cruise and relax on the water - enter to win today with Kentucky Living and Suntex Marinas.
Win $6,500 in value – Kentucky Living 2026 State Dock Giveaway - Enter Now
Escape to Miami by way of your inbox and enter to win a stay. *It appears you signup for a chance to win periodically as with other similar promotions. **Scroll to bottom of page.
Win $300 in value – Casa Canita Miami Beach Vacation Win a Stay Giveaway - Enter Now
Brick Loot is excited to announce a Lego Set Giveaway to celebrate their new brand look and the moving of the Brick'Em Young brand into the Brick Loot brand. Two winners will receive a set of Lego pieces, including the Manti Temple, the Vacation Airlines Airplane, and the Bait & Tackle Mini Build. The giveaway runs from May 29th to June 4th, and the winners will be contacted on June 5th. Enter to win by following, liking, and saving the post, and commenting with your favorite piece count range. Extra entries can be earned by reposting the post, sharing stories, and tagging friends. This sweepstakes is open to residents only and is not sponsored or endorsed by Instagram.
Win $145 in value – Brick Loot Lego Set Giveaway - Enter Now
TopCashback's Summer Giveaway is here. Enter to win a $250 Hotels.com gift card by answering the question: What's your dream vacation destination? This giveaway is open to TopCashback members who are U.S. residents only, with a limit of one entry per person. The giveaway runs from May 29, and the winner will receive the gift card. Terms and conditions are linked in the bio. Good luck and happy saving. This is a free entry sweepstakes with one winner.
Win $250 in value – TopCashback Summer Giveaway - Enter Now
Enter the United Vacations Email Giveaway to win an unforgettable getaway. One lucky winner will receive a three-night stay for two adults in a standard hotel room at any participating RIU Resort in Mexico or the Caribbean, with an Approximate Retail Value of $2,000.00. Don't miss this free entry opportunity to win a fantastic prize from United Vacations.
Win $2,000 in value – United Vacations Email Giveaway - Enter Now
