Travel Sweepstakes and Giveaways 2026
Travel Giveaways
Found 126 total
TravelproIntl Optima Giveaway: Win an Optima for mom just in time for Mother's Day. One winner will be chosen on 05/15 and notified via DM. Enter to win by following the post, tagging the mom you're taking on a dream trip with, and engaging with another post for a bonus entry. Open to US residents only.
Win $200 in value – TravelproIntl Optima Giveaway - Enter Now
Get ready to win big with Jennifer- The Magic Travel Company Gift Card Giveaway. Enter to win a $50 Disney Gift Card to make your Disney dreams come true at Walt Disney World, Disneyland, or Disney Cruise Lines. Alternatively, opt for a $50 Visa Gift Card if you're not planning a trip. Join the giveaway now for a free entry and a chance to claim your prize, courtesy of Jennifer- The Magic Travel Company.
Win $50 in value – Jennifer- The Magic Travel Company Gift Card Giveaway - Enter Now
Enter the Kim Crawford Trip to New Zealand 2026 Sweepstakes for a chance to win an unforgettable adventure. The Grand Prize includes a 7-night trip to New Zealand for you and a travel companion, featuring economy air transportation, hotel accommodations in Auckland, Nelson, and Queenstown, ground transportation, and $2,000 spending money, with a total prize value of $10,575. Additionally, 51 First Prizes will be awarded, one per state and DC, consisting of a Club Kim Picnic kit worth $150. Don't miss this opportunity to enter to win a free trip and exciting prizes from Kim Crawford.
Win $10,575 in value – Kim Crawford Trip to New Zealand 2026 Sweepstakes - Enter Now
Enter the Sierra Nevada The 2026 Embrace The Haze SE Ticket Sweepstakes for a chance to win an unforgettable experience. One grand prize winner will be selected to receive two VIP tickets to the 2026 Bonnaroo Music & Arts Festival, complete with travel and lodging accommodations. The prize package has an approximate retail value of $2,500, courtesy of Sierra Nevada.
Win $2,500 in value – Sierra Nevada The 2026 Embrace The Haze SE Ticket Sweepstakes - Enter Now
Enter the Paradise Adventures 7 Night Stay Giveaway for a chance to win an unforgettable 7-night getaway to a destination of your choice, courtesy of Endless Vacation Rentals. This exciting sweepstakes offers a free entry to win a prize that could be your dream vacation. Don't miss out on this opportunity to make your travel dreams a reality and enter to win now.
Win $1,200 in value – Paradise Adventures 7 Night Stay Giveaway - Enter Now
Josefina Bags is hosting an international giveaway where you can win a monogrammed bag of your choice, excluding the Travel bag and Tartine Chocolat Polka dots collection. To participate, comment on this post and follow Josefina Bags on Instagram. The winner will be randomly chosen on May 18th and contacted on May 19th. This is a free entry giveaway with one winner. Enter to win a beautiful, monogrammed bag from Josefina Bags. Eligibility is open to participants worldwide, and the giveaway ends on May 18th, 2026.
Win $536 in value – Josefina Bags Monogrammed Bag Giveaway - Enter Now
Enter the Uncommon Journeys ‘Win a free trip’ Sweepstakes for a chance to win an unforgettable adventure. One lucky winner will receive a Grand Prize package worth $880, including round-trip train travel for two from Williams, AZ, to the Grand Canyon's South Rim aboard the Grand Canyon Railway, park entry fees, and an overnight hotel stay in Williams. Available departure dates are August 15, August 27, October 3, or October 14, with hotel stays beginning the day prior. Don't miss this opportunity to win a free trip - enter to win by June 1, 2026, at 11:59:59 PM ET.
Win $880 in value – Uncommon Journeys The Win a Free Trip Sweepstakes - Enter Now
Caspara's Exclusive Birthday Giveaway is here. To celebrate, we're giving away the ultimate travel wardrobe dream: a RIMOWA suitcase filled with your choice of Caspara pieces worth 25,000 NOK. Enter to win by liking and saving this post, commenting 'birthday', and tagging three people you'd celebrate with. You can enter multiple times and double your chances by sharing this post on your story and tagging us. One winner will be announced on May 10th. Good luck and thank you for being part of our journey. This is a free entry sweepstakes and giveaway.
Win $250 in value – Caspara Birthday Giveaway - Enter Now
Enter the John Deere All-Star Experience Sweepstakes for a chance to win an unforgettable MLB All-Star experience. Sponsored by Deere & Company, this sweepstakes is open to residents of the 50 United States and the District of Columbia, ages 18 and older. To enter, simply visit the John Deere website and complete the registration form during the promotion period, May 1, 2026, to June 3, 2026. One lucky winner will receive a Grand Prize package, valued at $9,350, including event tickets, hotel accommodations, and cash for travel. No purchase necessary, and only one entry per person. John Deere will select the winner through a random drawing on June 5, 2026. Don't miss this opportunity to win an All-Star experience, courtesy of John Deere.
Win $9,350 in value – John Deere All-Star Experience Sweepstakes - Enter Now
Enter the Wander Beauty The Ultimate Mother’s Day Travel Giveaway for a chance to win a fantastic travel and beauty bundle. This exciting sweepstakes features a Blush Weekender bag filled with $200 worth of Wander Beauty must-haves, including the In the Clouds Eyeshadow Palette, On-the-Glow Blush, and more. One lucky winner will receive this amazing prize. Giveaway ends May 4th at 11:59 PM EST, so enter to win now and get ready to glow with Wander Beauty.
Win $200 in value – Wander Beauty The Ultimate Mother’s Day Travel Giveaway - Enter Now
