Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 69 total
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
Get ready to win big with the Ava Resort Cancun Giveaway Sweepstakes, courtesy of Fun Jet Vacations. Enter to win an unforgettable 3-night trip for two adults at the stunning Ava Resort Cancun, complete with a standard hotel room. Imagine sharing this incredible experience with a friend or loved one in beautiful Cancun. Take a moment to enter for a chance to claim this amazing prize, courtesy of funjetvacations.
Win $2,000 in value – Ava Resort Cancun Giveaway Sweepstakes - Enter Now
As Revival's Summer Launch Giveaway is here, celebrating with a sweepstakes where TWO lucky winners will receive a $200 Revival gift card each to refresh their summer wardrobe. Enter to win by following, liking, saving, and sharing this post, and commenting your dream summer vacation below. Bonus entries are available by showing love to As Revival's posts this week. Winners will be announced on May 20, 2026. This giveaway is open to residents 18+ and is not sponsored or endorsed by Instagram. Enter for a free chance to win one of two $200 gift cards and make your summer dreams come true.
Win $400 in value – As Revival Summer Launch Giveaway - Enter Now
Enter the Expedia Cruises Win a Dream Vacation 2026 Sweepstakes for a chance to win a 7-night Caribbean cruise for two, including roundtrip airfare, valued at up to $5,000. No purchase necessary. To enter, visit www.expediacruises.com and complete the entry form or enter in person at any Expedia Cruises location. Limit one entry per person, with additional entries available through referrals. Sweepstakes runs from January 1, 2026 to November 1, 2026. Winner will be selected in a random drawing on November 16, 2026. Expedia Cruises reserves the right to modify or cancel the sweepstakes. See official rules for details.
Win $5,000 in value – Expedia Cruises Win a Dream Vacation 2026 Sweepstakes - Enter Now
Palmetto Moon is kicking off summer with a giveaway for 3 lucky winners to receive a YETI Camino tote bag and a $250 Palmetto Moon gift card, perfect for summer vacation. This sweepstakes is open to residents of the United States and ends at noon EST on 5/18/2026. Enter to win by posting on Instagram, with bonus points for sharing the post on your story. No purchase necessary, and winners have 1 hour to respond once notified. Enter for a chance to win this amazing prize package and get ready for summer.
Win $750 in value – Palmetto Moon Summer Giveaway - Enter Now
Enter the M&M Heroic Cruise Adventure Contest for a chance to win an unforgettable prize. With 45 prizes up for grabs, you could be one of the lucky winners of a Secondary Prize or the Grand Prize. The Grand Prize is a 4- or 5-Night Disney Cruise Line vacation for you and up to three guests, valued at approximately CAD$20,000. This incredible Vacation Package includes round-trip airfares, a 1-night hotel stay, ground transportation, and a Disney Destiny cruise with meals and onboard gratuities. Alternatively, you could win one of 44 Secondary Prizes, including Disney+ Subscriptions or Cinema Gift Cards, with a total value of CAD$4,620. Don't miss your chance to win - enter the M&M Heroic Cruise Adventure Contest before the contest closes on August 31, 2026.
Win $24,620 in value – M&M Heroic Cruise Adventure Contest - Enter Now
TikTok_kels_9 is hosting a Summer Vacation Giveaway where one winner will be chosen on May 29th. To enter, follow the account, post, and comment where you'd like to vacation this summer. This exciting sweepstakes offers a chance to win a free vacation. Enter to win and tell your friends for a chance to make your summer dreams come true. One winner will be selected, and the giveaway is open until May 29th.
Win $100 in value – TikTok_kels_9 Summer Vacation Giveaway - Enter Now
Enter the Regal Crown Club Ultimate AutoCamp Vacation Sweepstakes, sponsored by Regal Cinemas, Inc., for a chance to win a 2-night stay in a premium custom Airstream Suite at any AutoCamp location, valued at $1,100. The sweepstakes begins on May 7, 2026, and ends on June 4, 2026. To enter, Regal Crown Club members can swipe or scan their card, enter their card number online, or use their Unlimited Subscription Program pass. Alternatively, enter via the Regal Crown Club Reward Center, email, or social media. Limit 10 entries per day. To enter via e-mail: E-mail your full name, phone number and Regal Crown Club card number (if any) to [email protected] and include “Ultimate AutoCamp Vacation” in the subject line of your e-mail. Regal Cinemas, Inc. is the sole sponsor of the sweepstakes. No purchase necessary to enter or win. Enter now for a free chance to win a fantastic vacation prize, courtesy of Regal Cinemas, Inc.
Win $1,100 in value – Regal Crown Club Ultimate AutoCamp Vacation Sweepstakes - Enter Now
Fairytale Travel Planner is excited to announce a Disney Giveaway for all Disney lovers. One lucky winner will receive a $50 Disney Gift Card, a Simple Modern Tumbler, and a Portable Cooling Fan. Whether you're planning a magical family vacation, a couples getaway, or your little one's first Disney trip, this giveaway is for you. Enter to win by following Fairytale Travel Planner, liking and sharing this post, and tagging your Disney-loving friends in the comments. Unlimited entries are allowed, and the winner will be randomly selected on May 14th EST. Good luck to all participants in this fun Disney sweepstakes giveaway.
Win $50 in value – Fairytale Travel Planner Disney Giveaway - Enter Now
Enter the Walt Disney World National Keyword Contest, a sweepstakes giveaway conducted by Audacy Operations, LLC, for a chance to win a magical grand prize vacation package. The prize includes a 3-night stay at a Walt Disney World Resort hotel, 4-Day Walt Disney World Theme Park Tickets with Park Hopper Option, roundtrip airfares, and a $1000 Disney Gift Card, valued at approximately $8,617.76, courtesy of Disney Destinations, LLC. To enter, listen to participating Audacy radio stations from May 11 to May 29, 2026, for the hourly keyword announcement, then fill out the "Enter to Win" form on the station's website. Open to US residents 21+ in the 48 contiguous states and DC. One entry per email address per contest play, with a maximum of three entries per day. Winner will be randomly selected on June 1, 2026. Audacy Operations, LLC, is the contest administrator, and Disney Destinations, LLC, is the sponsor. No purchase necessary to enter or win. Void where prohibited. *Station list at bottom of page.
Win $8,618 in value – Walt Disney World National Keyword Contest - Enter Now
