Travel Sweepstakes and Giveaways 2026
Current Travel Sweepstakes & Trip Giveaways
Found 231 total
Enter to win the Katie Geis Fine Art 10 Year Anniversary Painting Giveaway.
One winner chooses an 18x24 commissioned painting (landscape, floral scene or special place) or an 18x24 live wedding/event painting. Live painting includes a travel stipend ($1,000 for US events, $1,500 international); the winner may upgrade to a larger size by paying the difference.
Open worldwide. Ends October 31, 2026 at 11:59 PM CDT.
To enter, follow Katie Geis | Luxury Wedding Painter, like the giveaway post and comment where you're getting married or what you'd love to have painted, or tag a friend. Bonus entries: share to your Story and tag Katie, or join her email list through the link in bio. Date/location of a live painting are subject to the artist's availability.
Win $130 in value – Katie Geis Fine Art 10 Year Anniversary Painting Giveaway - Enter Now
Enter to win the Belgard Ultimate CFL Fan Experience Contest.
Prize: two 2027 CFL season tickets to any CFL team of the winner's choice plus a CFL merchandise prize pack (ARV $2500 CAD, 1 winner). Travel is not included.
Open to residents of British Columbia, Alberta, Saskatchewan and Manitoba who are the age of majority. Ends November 6, 2026 at 11:59 PM MT. The winner is drawn November 13, 2026.
To enter, fill out the form on the Belgard CFL contest page, select your favourite CFL team and when you plan to start your outdoor living project, and agree to the rules. Limit one entry per person.
Win $2,500 in value – Belgard Ultimate CFL Fan Experience Contest - Enter Now
Enter to win the TRAVEL + LEISURE World’s Best Awards 2027 Sweepstakes.
One winner and a companion get an 8-day Viking Châteaux Rivers & Wine river cruise from Bordeaux (Veranda Suite, tours, Silver Spirits package, business-class airfare); ARV $35772.
Open to US and DC residents 21+ with a valid US passport. Ends February 22, 2027 at 11:59 PM EST.
To enter, complete the World's Best Awards survey at tlwbavote.com OR email your full name and mailing address to [email protected] with subject "T+L World's Best Awards 2027 Survey Sweepstakes"; one entry per person/email. The drawing is on or about March 1, 2027.
Win $35,772 in value – TRAVEL + LEISURE World’s Best Awards 2027 Sweepstakes - Enter Now
Enter to win The Bunker Team Tech Or Travel Giveaway.
One winner chooses a tech bundle (Apple iPhone 256 GB and Ray-Ban Meta Wayfarer glasses) or an 8-day/7-night Vidanta Nuevo Vallarta suite stay with a $1200 resort or airfare credit.
Open to US residents 18 and older. Ends December 23, 2026 at 11:59 PM MST.
To enter, fill out The Bunker Team Google form.
Win $5,000 in value – The Bunker Team Tech Or Travel Giveaway - Enter Now
Enter to win the Nino Travels Free Hotel Night Giveaway - 5 Winners.
5 winners: one gets a free night at any Category 1-4 Hyatt worldwide and four get a Hyatt Club Access award.
Ends November 2, 2026 at 11:59 PM PST.
To enter, follow Nino Travels, like the reel and comment as directed; share it to your story for a bonus entry.
Win $600 in value – Nino Travels Free Hotel Night Giveaway - 5 Winners - Enter Now
Enter to win the Umino D1 Pro Travel Dashcam Giveaway. One winner gets an Umino D1 Pro (UM-D1P) travel dashcam with 4K front and 1080p interior recording, built for rental cars (about $200). Open to entrants 18+ or with parental consent. Ends October 30, 2026 at 11:59 PM PDT. To enter, follow @gl.inet on Instagram, like the giveaway post and submit the short survey form. The winner is announced by email on November 3, 2026.
Win $200 in value – Umino D1 Pro Travel Dashcam Giveaway - Enter Now
Enter to win the Diamond Events Travel Giveaway.
One winner gets a Diamond Events & Travel prize pack with travel accessories, luggage tags, cruise goodies and more.
Open to US residents 18 and older. Ends October 30, 2026 at 11:00 PM EDT.
To enter, like the Facebook post, follow Diamond Events & Travel and comment your answer to the post's question.
Win $300 in value – Diamond Events Travel Giveaway - Enter Now
Enter to win the Savannah Southern Half Marathon or 5K Race Entry - 4 Winners.
Four winners each get a race bib for the Savannah Southern Half Marathon or 5K on November 14 (travel not included).
Ends October 30, 2026 at 12:00 PM EDT.
To enter, follow @nursedoctor1908, like, share, comment '5K or Half Marathon?' and tag a friend.
Win $400 in value – Savannah Southern Half Marathon or 5K Race Entry - 4 Winners - Enter Now
Enter to win the 2026 Union Plus Take Your PTO Sweepstakes.
Up to fourteen prizes across the promotion periods with a total prize pool of about $38,500, including $5,000 cash and a trip for two to the South Beach Wine & Food Festival (about $8,500) in the current period, plus other cash and trip prizes in later periods.
Open to US residents 18+ who are current or retired union members in good standing with a union in the Union Plus Car Rental, Entertainment, Travel Experiences or Vacation Tours Program. Ends March 17, 2027 at 11:59 PM EST.
To enter, register once per sweepstakes period at unionplus.org/explore; share your referral link for bonus entries (5 per new friend who enters).
Win $38,500 in value – 2026 Union Plus Take Your PTO Sweepstakes - Enter Now
Enter to win the Pamela Valdez Female Founder World NYC Event Pass Giveaway.
One winner gets a Female Founder World NYC founder event pass; travel and lodging not included.
Open to US business owners and aspiring founders 18+. Ends October 29, 2026 at 11:59 PM EDT.
To enter, answer 'What are you building?' and 'Why do you want to attend?' in the comments and follow @pamelamvaldez.
Win $249 in value – Pamela Valdez Female Founder World NYC Event Pass Giveaway - Enter Now
