Travel Sweepstakes and Giveaways 2026
Travel Giveaways
Found 168 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 Drinkcaned Travel Series Giveaway for a chance to win exciting prizes. Three lucky winners will receive Costco Gift Cards valued at $100, $75, and $50. The giveaway period runs from May 14 to May 31, with winners announced on June 1. Participate now for a free entry to win one of these fantastic prizes in this thrilling sweepstakes.
Win $225 in value – Drinkcaned Travel Series 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
Enter the Callaway Golf Sales Company Luau Collection Giveaway for a chance to win an amazing golf prize package. The winner will receive a set of 3 custom Callaway Opus Luau wedges by Anthony Taranto and their choice of an OGIO golf bag, travel cover, or Rig 9800 from the Luau Collection, with an approximate retail value of $975. Don't miss out - enter to win this incredible prize before the sweepstakes ends on 6/1/26.
Win $975 in value – Callaway Golf Sales Company Luau Collection Giveaway - Enter Now
Fuumuui Brushes Official is celebrating 100,000 followers with a global giveaway. Enter to win one of three prizes: a Fuumuui Portable 24-Well Watercolor Palette Set for the grand prize winner, a 24-color opaque watercolor paint set and a Fuumuui 3-Piece Dual-Tip Travel Watercolor Brush Set for the second prize winners, or a Fuumuui 3-Piece Dual-Tip Travel Watercolor Brush Set for the third prize winners. To participate, follow Fuumuui Brushes Official, like the post, comment with your desired Fuumuui product, and tag two artist friends. Extra entries are available by sharing the post in your story and tagging Fuumuui Brushes Official. Winners will be announced on June 1st. This sweepstakes is open worldwide and offers a free entry to all participants.
Win $250 in value – Fuumuui Brushes Official Watercolor 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
