Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 62 total
Enter the Undercover Tourist 5-day Vacation Giveaway for a chance to win an unforgettable 5-day vacation for a family of four to Universal Orlando Resort. The prize includes a 5-day, 4-night stay for four guests at an on-site hotel, plus theme park tickets for all Universal Orlando Resort parks. Enter 6/5/26 through 6/12/26. Winner contacted by 6/13/26. Prize must be redeemed by 6/14/2027.
Win $4,900 in value – Undercover Tourist 5-Day Universal Orlando Vacation Giveaway - Enter Now
Get ready to soak up the sun with Stitchy Fish 30A Beach Vacation Sweepstakes. Join the Stitchy Fish VIP Text Group for a free entry to win an incredible 6-night beach vacation. With a prize valued at a dream getaway, enter to win by joining the text group. Winner will be announced on 06/24/26 by 5:00pm and notified via text. Enter now with Stitchy Fish for a chance to win a beach vacation, courtesy of Stitchy Fish.
Win $5,000 in value – Stitchy Fish 30A Beach Vacation Sweepstakes - Enter Now
Enter the Suede Boutique Summer Giveaway for a chance to win an amazing prize package. Score a Stanley 16qt Plastic Easy-Carry Outdoor Cooler, Turtlebox Ranger, Supergoop Glowscreen SPF 40, Vacation Classic Spray, Vacation Chardonnay Oil, Sun Squad Inflatable Swim Tube, Room Essentials Beach Towel, and two gift cards: a $100 Threads Gift Card and a $100 Suede Gift Card. The winner will be announced on June 20th.
Win $550 in value – Suede Boutique Summer Giveaway - Enter Now
Enter the Mizzen+Main Summer trip Giveaway for a chance to win an amazing prize bundle. Score big with a collection of essentials from Vacation, including sunscreen, a hat, towel, and travel bag, plus stylish apparel from Mizzen+Main, featuring swim trunks, t-shirts, and a hat. This incredible prize package is valued at over $650. Don't miss out - enter to win now, but hurry, the contest ends on 6/11/26 at 11:59 PM CST.
Win $650 in value – Mizzen Main Summer Trip Giveaway - Enter Now
Get ready to shine this summer with the Love, Olive Co Summer Collection Giveaway. Enter to win an amazing prize bundle filled with fantastic goodies, including lip gloss, 3 sets of earrings, an emmi face cloth, a floral hair brush, good chemistry perfume, countryside collective hat, vacation sunscreen, and more. You'll also receive a $100 Love, Olive Co. Gift card, kitsch hair pins, babe lash lash serum, poppy & pout lip scrub, makeup bag, polka dot claw clip, packing cube set, daily essentials co set, and a stylish suitcase. Plus, choose an item from the collection to make it your own. The total prize pack is valued at an incredible amount, and you could be the lucky winner. Don't miss your chance to enter to win this fantastic sweepstakes, open until 6/9/2026. Enter now for your free chance to win with Love, Olive Co.
Win $500 in value – Love, Olive Co Summer Collection Giveaway - Enter Now
Dhaircare is giving one lucky winner the ultimate Braidcation Package, including a roundtrip flight of up to $500 value, their new Bulk Human Braiding Hair, and a Dhair swag bag filled with goodies. Enter to win this amazing giveaway by following Dhaircare and submitting your entry through the link in their bio. Bonus entries are available by sharing the post on your story and reposting the giveaway on your feed. The giveaway ends in June 2026. One winner will be selected to receive this incredible prize package, perfect for your next braid install and getaway. Enter now for your chance to win this free giveaway and make your summer braids vacation-ready.
Win $500 in value – Dhaircare Braidcation Package - Enter Now
Say Disney is celebrating the start of summer by gifting one family a $500 Disney gift card that can be used towards park tickets, lightning lanes, dining, and merchandise. This giveaway is open to one winner, who will be announced after Wednesday. The $500 Disney gift card can be used towards Disney vacations, including park tickets, dining, and merchandise. Enter to win this amazing prize by liking and saving this post, and commenting your favorite Disney movie. The giveaway ends on Tuesday, 6/9, and is void where prohibited.
Win $500 in value – Say Disney Disney Gift Card Giveaway - Enter Now
Enter the Royal Caribbean West Coast Cruise Giveaway for a free chance to win an unforgettable cruise experience. The Royal Caribbean West Coast Cruise Giveaway offers a Grand Prize: a 3-5 night West Coast cruise for two in a double occupancy interior stateroom. With a prize value of $761.00 USD, one lucky winner will be awarded this amazing opportunity. Don't miss your chance to set sail with Royal Caribbean and enjoy a dream vacation - enter to win the Royal Caribbean West Coast Cruise Giveaway today with Royal Caribbean.
Win $761 in value – Royal Caribbean West Coast Cruise Giveaway - Enter Now
Enter the Jamie Mansfield amazing vacation Giveaway for a chance to win an unforgettable prize package valued at $1,950. This incredible sweepstakes includes a 2-night stay for two at Lido House, a $200 food credit, a complimentary cabana, a $600 airfare credit, and a SUNPLUS Suncare Deluxe Kit. Don't miss your free entry to win this amazing prize - contest ends June 15.
Win $1,950 in value – Jamie Mansfield Amazing Vacation Giveaway - Enter Now
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
