Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 68 total
Enter the Apple Vacations Dominican Republic Giveaway for a chance to win an unforgettable getaway. The grand prize package, valued at $2,500.00, includes a 4-night stay for two at a participating RIU resort, roundtrip airfare, a shared excursion gift certificate, and private transfers. Don't miss your opportunity to win this incredible prize - enter to win before the contest ends on 6/31.
Win $2,500 in value – Apple Vacations Dominican Republic 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
Fera Pets and AvantStay are excited to announce the Pawsh Giveaway, where one lucky winner will receive the ultimate vacation for them and their furry friend. The prize package includes $500 Travel Credits to use at any AvantStay property and a Best Selling Bundle from Fera Pets, valued at $500. To enter, simply follow and post, then tag who you'd bring along. This giveaway is not affiliated with or endorsed by Instagram. The winner will be selected randomly and contacted via Fera Pets. The giveaway ends on May 31, 2026, at 11:59 PST, and the winner will be chosen in June 2026. Enter to win this amazing prize and get ready for a pawsh vacation with your furry friend.
Win $1,000 in value – Fera Pets and AvantStay Pawsh Giveaway - Ends Today - 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
Shop Avara is hosting a $1,500 Cash Giveaway for one lucky winner to spend on their best summer ever, whether it's a dream vacation or a dream wardrobe. To enter, like and save this post, and tag friends in the comments. Each comment is an extra entry. The giveaway ends on Monday, June 1st at 12PM CST, and the winner will be announced later that day. This giveaway is open to residents of the United States who are 18 years or older. No purchase is necessary to enter, and the winner will be selected randomly and notified via Instagram direct message.
Win $1,500 in value – Shop Avara Cash Giveaway - Enter Now
Enter the Disney+ Perks: Cool Kids Summer Sweepstakes for a chance to win an unforgettable 5-night vacation to the Walt Disney World Resort. The grand prize, valued at $13,267, includes round-trip airfares, ground transportation, hotel accommodations, 4-Day Theme Park Tickets with Park Hopper Option, a $1,000 Disney Gift Card, and a VIP Tour Guide. To enter, visit the Disney+ website and log in with your MyDisney account or create a new one. Alternatively, mail a 3" x 5" card with your name, email address, city, and state to the specified address. Open to legal US residents, 18 years or older. No purchase necessary. Sweepstakes runs from May 29, 2026, to July 3, 2026. Disney Streaming Services LLC is the sponsor of this exciting giveaway, offering a unique opportunity to experience the magic of Disney.
Win $13,267 in value – Disney+ Perks: Cool Kids Summer Sweepstakes - Enter Now
Enter the MSC Cruises 7-Night Caribbean Cruise Sail Into Paradise Cruise Giveaway Sweepstakes, sponsored by OLA Vacations, Inc., for a chance to win a fantastic cruise prize. This exciting giveaway offers a balcony cabin for two on an MSC Cruises 7-Night Caribbean cruise, with an approximate retail value of $3,200. To enter, simply visit the sweepstakes site and complete the entry form, or use the free alternate method of entry by mailing in a 3x5 card with your contact information. The promotion period runs from May 13, 2026, to June 12, 2026, and is open to legal residents of the United States and the District of Columbia who are at least 21 years old. One entry per person is allowed, and the winner will be selected in a random drawing on or about June 22, 2026. Don't miss this opportunity to sail into paradise with OLA Vacations, Inc. and MSC Cruises.
Enter the Ultimate Florida Vacation Sweepstakes, courtesy of VISIT FLORIDA, for a chance to win an unforgettable 6-day, 5-night trip to Stuart, Florida. This incredible prize package, valued at $6,610, includes round-trip airfare, accommodations at the Marriott Hutchinson Island Beach Resort, Golf & Marina, and exciting activities like an eco-tour adventure and a sunset cruise. To enter, simply visit the Website and provide your contact information between May 20, 2026, and June 14, 2026. You can enter once per day, with a limit of 26 entries per person. The grand prize winner will be selected in a random drawing on June 16, 2026. Don't miss this opportunity to win a dream vacation - enter the Ultimate Florida Vacation Sweepstakes today, courtesy of VISIT FLORIDA.
Win $6,610 in value – Ultimate Florida Vacation Sweepstakes - Enter Now
