Travel Sweepstakes and Giveaways 2026
Travel Giveaways
Found 166 total
Enter the travelcurator Roam Giveaway for a chance to win a custom Travel Curator Carry-On, valued at a unique, hand-assembled piece. This made-to-order carry-on is perfect for quick escapes, featuring a lightweight yet durable design with an expandable silhouette and adaptive front pocket. To enter to win this exclusive prize, follow @travelcurator and @roamluggage, tag a friend, and share your summer travel plans in the comments. Join the sweepstakes for free and take home a fully customizable carry-on that embodies style and function, courtesy of travelcurator.
Win $250 in value – Travelcurator Roam Giveaway - Enter Now
Enter the Toronto Culture iPhone Pro Max Giveaway for a chance to win over $13,000 in prizes. Eleven lucky winners will take home amazing rewards, including a $3,000 Air Canada travel credit, $1,000 gift cards from Amazon, Wal-Mart, Premium Choice, and Petro-Canada, $3,000 worth of Pokémon and sports trading cards, a brand-new iPhone Pro Max, iPad Air, and Xbox. Don't miss your free entry to win these incredible prizes. Giveaway closes June 12, 2026, at 11:59 PM.
Win $13,000 in value – Toronto Culture iPhone Pro Max Giveaway - Enter Now
Enter the Fandiem Meet Muse Sweepstakes to win an unforgettable trip to Los Angeles and meet Muse at their tour finale at the Hollywood Bowl. This exciting prize package includes round-trip travel to L.A., a 2-night hotel stay, and two premium seats to the August 31, 2026 show, complete with access to the Unravelling VIP Lounge for a fully immersive experience. You and a guest will enjoy unparalleled access throughout the night, making this a once-in-a-lifetime opportunity to get up close and personal with the band.
Win $3,800 in value – Fandiem Meet Muse Sweepstakes - Enter Now
Enter to win the GoodReads (Print) Retro Book Giveaway for a chance to take home a free copy of Retro by Jessica M. Goldstein. This captivating novel follows Ash, a young woman who stumbles upon a unique job opportunity as a Time Travel Agent, leading wealthy tourists on thrilling adventures through historical hotspots. From the Old West to 1930s speakeasies, Ash's new life is a whirlwind of excitement and surreal experiences. But as she navigates her dazzling job and complicated love life, Ash must confront the darker side of her escapades and the impact on her real life. Enter the GoodReads giveaway for your chance to win a print copy of Retro and discover Ash's unforgettable journey.
Win $1,500 in value – GoodReads (Print) Retro Book Giveaway - Enter Now
Enter the Img Insurance Airfare Gift Card Giveaway for a chance to win a $300 airfare gift card and take your travels to new heights. This exciting sweepstakes offers a free entry to win a prize that can help you jet off to your dream destination. The giveaway ends on 6/6/2026, so be sure to enter to win this amazing prize from Img Insurance.
Win $300 in value – Img Insurance Airfare Gift Card Giveaway - Enter Now
Get ready to elevate your travels with The Free People x Travel & Leisure Giveaway. Enter to win an amazing resort-ready essentials bundle, featuring a $1,000 Free People gift card, a July Carry-On Max Expandable suitcase, Apple AirTags (4-pack), and Apple AirPods Pro 3. This incredible prize package is valued at over $1,000 and is perfect for upgrading your trips in style. Don't miss your chance to win - enter now before the sweepstakes ends at 11:59 p.m. ET on 6/4/26.
Win $1,673 in value – Free People x Travel & Leisure Giveaway Sweepstakes - Enter Now
Enter the Travel Oregon 2026 Summer Sweepstakes for a chance to win exciting prizes. The Oregon Tourism Commission, dba Travel Oregon, is sponsoring this sweepstakes, which is open to legal residents of the United States and Canada, excluding Puerto Rico and Quebec, who are 21 years of age or older. To participate, visit the official website or enter through Instagram or Facebook. Alternatively, mail your entry to the provided address. The sweepstakes period runs from April 20, 2026, to August 31, 2026, with a limit of one entry per person. The grand prize includes a $2,246 Ritz Carlton gift certificate, two tickets to a Portland Timbers or Portland Thorns game, and a $300 Jakes Famous Crawfish gift certificate, with an approximate retail value of $2,946 - $3,346. By participating, entrants agree to release and hold harmless Travel Oregon and its affiliates from any claims or liabilities. Travel Oregon is responsible for this sweepstakes, and all entries are subject to the official rules.
Win $2,946 in value – Travel Oregon 2026 Summer Sweepstakes - Enter Now
Enter the Starfall Cider Created On Earth Sweepstakes for a chance to win an out-of-this-world prize. One grand prize winner will receive a trip to the Big Island of Hawaii, including a Mauna Kea Stargazing Experience + Free Photos nighttime tour with an astrophotographer, valued at $541.31. Plus, get $2,000 in Visa gift cards towards travel, totaling $2,541.31 in prizes. To enter, complete the entry form, open to Idaho, Oregon, and Washington residents, 21+. Starfall Cider invites you to participate in this amazing giveaway, so enter now for your chance to win.
Win $2,541 in value – Starfall Cider Created On Earth Sweepstakes - Enter Now
Enter the AmericanStories Great American Giveaway for a chance to win exciting prizes. You could take home outdoor gear and equipment, adventure experiences, travel opportunities, merchandise, and more. One featured prize, the America 250 Adventure Bundle, is valued at $25,000 or more, packed with outdoor gear and adventure-related prizes. Don't miss this free entry sweepstakes to win big with AmericanStories.
Win $25,000 in value – AmericanStories Great American Giveaway - Enter Now
Get ready to hit the open road with the Pilot Company 2026 National Road Trip Day Giveaway. Enter to win a thrilling prize package valued at $3,000, featuring a $1,000 Pilot Flying J gift card, $1,500 World Travel Voucher, and $500 Enterprise car rental voucher. To enter, simply follow @pilotflyingj on Instagram, like the giveaway post, and tag a friend. This short contest runs from May 22-26, 2026, and is open to US residents 18+ with some restrictions. Visit https://pilotcompany.com for more details and enter for a chance to win with Pilot Company.
Win $3,000 in value – Pilot Company 2026 National Road Trip Day Giveaway - Enter Now
