Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 67 total
Enter the HUHA Undies Vacation Essentials Giveaway for a chance to win a fantastic Vacation Essentials Bundle valued at over $500 USD. This incredible prize pack includes the Vacation Hydration Kit from Blume worth $150 USD, a custom HUHA package of undies and bras worth $180 USD, and a stunning Capesante Charm + Gemstone Necklace from Melanie Auld Jewelry worth $180 USD. Don't miss out - enter to win this amazing sweepstakes before it ends on June 29th at 11:59 PM PST.
Win $500 in value – HUHA Undies Vacation Essentials Giveaway - Enter Now
Enter the Tossit.us Trip To Mexico Giveaway for a chance to win an unforgettable vacation. One lucky winner will receive a 5-star hotel stay for a week, accommodating 4 people, complete with flights included, valued at $8,500. Don't miss this incredible opportunity to win a free trip to Mexico - submit your entry before the deadline of August 31.
Win $8,500 in value – Tossit Trip To Mexico Giveaway - Enter Now
Mighty Good Wipes Summer Essentials Giveaway: Enter to win a summer bundle featuring a JBL Speaker, Baggu Picnic Blanket, Owala, MASA chips, Engel cooler, Vacation sunscreen, and Wipe That Tush and Wipe Those Hands Travel Wipes. One lucky winner will receive this prize pack valued at over $500. Giveaway ends 06-29-2026 and is open to individuals 18+ in the United States. Enter by liking, saving, and tagging friends, with a bonus entry for sharing the post on your Instagram story.
Win $500 in value – Mighty Good Wipes Summer Essentials Giveaway - Enter Now
Enter the Cocolab Summer Giveaway - 2 Winners for a chance to win amazing poolside essentials. Two lucky winners will receive a bundle of favorite products, including the Jet Setter Pouch, Mint Cocoshine, Cocobrush, and Happiness Set from Cocolab, as well as goodies from megababe, Aloha Collection, and Vacation Inc. The prize package includes Blade + Bumpy Bars, Après Shave Oil, Day Tripper + Small Pouch Bundle, Classic Whip, Face Super Spritz, and more. Free entry is available until the giveaway ends on 6/28/2026.
Win $1,000 in value – Cocolab Summer Giveaway - 2 Winners - Enter Now
Enter the Emily Kaufman The Travel Mom Vacation Giveaway for a chance to win a stunning San Diego getaway. This exciting sweepstakes offers a 2-night stay at the iconic Lodge Torrey Pines, plus a romantic dinner for two at Arvalentien La Jolla, valued at $1,400. The giveaway kicks off on Monday and wraps up on Friday at 3PM PST, so be sure to enter to win this incredible prize.
Win $1,400 in value – Emily Kaufman The Travel Mom Vacation Giveaway - Enter Now
Enter the 717 Supply Toyota 4Runner TRD PRO #48 Sweepstakes for a chance to win an incredible grand prize. The lucky winner will be awarded one of two amazing options: a 2026 Toyota 4Runner TRD PRO valued at $85,000, a $10,000 check, and a dream vacation for the winner and guests up to $10,000, or a $60,000 check. Don't miss this opportunity to win big - enter the 717 Supply Toyota 4Runner TRD PRO #48 Sweepstakes today for a free chance to take home an unforgettable prize.
Win $1,000,000 in value – 717 Supply Toyota 4Runner TRD PRO Sweepstakes - Enter Now
Enter the Pet Supplies Plus Gift Card Giveaway for a chance to win the ultimate pool day package for you and your pet. This exciting sweepstakes offers a prize pack featuring a $100 Pet Supplies Plus gift card, outdoor splash pad, cooling pad, floating toys, Baggu towel, Vacation Inc Classic Whip sunscreen, and an L.L.Bean tote bag. To win, simply enter by 11:59 pm EST on 6/25 for a free chance to make a splash with your furry friend.
Win $300 in value – Pet Supplies Plus Gift Card Giveaway - Enter Now
Enter the Cruisin' With Nathan – Q2 Complimentary Getaway Giveaway - 7 Winners sweepstakes for a chance to win an incredible prize. We're giving away a Complimentary Getaway for 2, with options including a 3 Days / 2 Nights All-Inclusive Resort Stay in Mexico or the Dominican Republic, a 7 Night Resort/Condo Stay worldwide, or a 3 Day / 2 Night Hotel Stay with Airfare Included. Enter to win one of these amazing vacation experiences, with multiple options available. All entries must be received by 06/30/2026 to be eligible for the free entry giveaway.
Enter the Simplified Vacation Contest for a chance to win big. This exciting sweepstakes giveaway offers three travel credits, each valued at approximately $5,000. To win a prize, simply enter by August 6, 2026. Don't miss your free entry opportunity to score a fantastic travel credit and make your vacation dreams a reality.
Win $5,000 in value – Simplified Vacation Contest - Enter Now
Enter the Amtrak Vacations and Railbookers' Route 66 by Rail Giveaway Sweepstakes for a chance to win a complimentary 14-day rail journey vacation package for two, valued at $5,800 USD. The sweepstakes begins on June 15, 2026, and ends on July 4, 2026. To enter, visit the Giveaway page on Amtrak Vacations and Railbookers' website, complete the entry form, and follow @amtrakvacations and @railbookers on Facebook and Instagram. Earn an additional entry by sharing the contest on social media and tagging @amtrakvacations and @railbookers. One winner will be selected at random and notified via email and social media. Enter now for a free chance to win this incredible prize, courtesy of Amtrak Vacations and Railbookers.
