Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 63 total
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.
Enter Whitney’s 4th of July Giveaway to win one of three USA Bracelet Stacks, each valued at $42. Perfect for summer vacations, lake days, and backyard BBQs, these waterproof accessories are made for everyday wear. With tons of styles in stock, you'll love these bracelets. Three winners will be drawn in this exciting giveaway, offering a free entry for a chance to win a fantastic prize. Join now and celebrate with Whitney's 4th of July Giveaway.
Win $126 in value – Whitney’s 4th of July Giveaway - Enter Now
True Botanicals is giving away the ultimate summer essentials in this exciting sweepstakes. One winner will receive a perfect vacation go-bag filled with skincare, sandals, sunnies, and swimwear, including True Botanicals Lipid Lip Hydrating Glossy Oil, Bronze Well Regenerative Glow Drops, Skin Barrier Sun Shield SPF 30, Chebula Multi-Corrective Eye Patches, Freda Salvador Selena Cloud Mule Sandal Vanilla Nappa, Sardine Stevie sunglasses, and Nasara Swim Lucia top and Playa bottom. To enter, follow your favorite travel partner and share this post for an extra entry. The giveaway ends on 06-23-2026 at 11:59PM PST and is open to 18+ US residents. Void where prohibited.
Win $530 in value – True Botanicals Summer Essentials Giveaway - Enter Now
Enter the Perfectaltitude Anniversary Giveaway for a chance to win an unforgettable tropical vacation for 2, valued at up to $3,500 USD. Perfect Altitude will plan the ultimate getaway to dream destinations like St. Barths, Anguilla, the Dominican Republic, or Virgin Gorda. Join the sweepstakes for free and take a shot at winning this incredible prize.
Win $3,500 in value – Perfectaltitude Anniversary Giveaway - Enter Now
Enter the Scotland Vacation Giveaway Sweepstakes for a chance to win a $4600 trip for two to Edinburgh, Scotland, courtesy of DH Enterprise & Associates. This incredible prize includes roundtrip economy class airfare, a 3-night stay in a 4-star hotel, and daily breakfast. The winner can choose between two exciting tours: the Secrets of the Royal Mile walking tour or the Scotch Whisky Experience: Silver Tour. To redeem the prize, travel must be booked between September 2026 and March 2027. Sign up for this free entry sweepstakes and take the first step towards an amazing Scottish adventure. With DH Enterprise & Associates, you can enter to win this unforgettable getaway and make your travel dreams come true with DH Enterprise & Associates.
Win $4,600 in value – Scotland Vacation Giveaway Sweepstakes - Enter Now
Enter to win the Disney+ Perks Canada: Disneyland® Paris Trip Contest, an unforgettable sweepstakes offering a 2-night/3-day vacation package to Disneyland® Paris. The prize includes round-trip economy airfare for the winner and up to three guests, local ground transfers, a standard room at a Premises hotel with half board dining plan vouchers, and up to four 3-Day theme park tickets. This amazing giveaway ends on June 30, 2026, at 11:59 PM. Enter now for a free chance to win a magical trip to Disneyland® Paris with Disney+ Perks Canada.
Win $6,500 in value – Disney+ Perks Canada: Disneyland Paris Trip Contest - Enter Now
Enter to win Naturally L&A’s Contest for a chance to take home an incredible vacation prize pack valued at $1,170 CAD. This exciting sweepstakes giveaway includes a 2-night stay at Daisy Hill Bed & Breakfast, gift certificates, beer tastings, dinners, breakfasts, and more at various locations. Enjoy a boat cruise, laser-guided night sky tour, and guided farm experience. The contest closes at 10:00 p.m. ET on October 16, 2026, so enter now for your free chance to win this amazing prize with Naturally L&A’s Contest.
Win $1,170 in value – Naturally L&A’s Contest - Enter Now
Enter the Babybel & Laughing Cow Sweepstakes, sponsored by Bel Brands USA, Inc., for a chance to win exciting prizes. Enter from May 1, 2026, to June 30, 2026. The grand prize winner will receive a 5-day, 4-night vacation to Walt Disney World Resort, with an approximate retail value of $8,450. Additionally, 600 first prize winners will receive a Fandango Promotional Code worth $30, and 500 second prize winners will receive a Toy Story 5 theme tote bag worth $10. No purchase necessary to enter or win. Bel Brands USA, Inc. is the sponsor of the Babybel & Laughing Cow Sweepstakes.
Win $31,450 in value – Babybel & Laughing Cow Sweepstakes - 1101 Prizes - Enter Now
