Travel Sweepstakes and Giveaways 2026
Current Travel Sweepstakes & Trip Giveaways
Found 195 total
Enter to win the TourRadar & Travel Chasers Tour for 2 to Iceland Giveaway.
One winner receives 2 seats on the 7-day Iceland Full Circle Uncovered tour with Travel Chasers (formerly Expat Explore), worth up to $2,815. Flights are not included.
To enter, submit your email on the TourRadar giveaway page to sign up for TourRadar's Black Friday deals emails.
The giveaway ends October 16, 2026.
Win $2,815 in value – TourRadar & Travel Chasers Tour for 2 to Iceland Giveaway - Enter Now
Enter to win The Travel Mom Terranea Resort Getaway Giveaway.
One winner receives a 2-night stay at Terranea Resort in Palos Verdes, California, dinner for two at Catalina Kitchen and a spa treatment.
To enter, follow The Travel Mom on Instagram, like the giveaway post and comment what you are most excited to do. Bonus entries: share the post to your story and tag The Travel Mom, subscribe and enter at TheTravelMom.com, and tag friends.
The giveaway ends Friday, October 9, 2026 at 3:00 PM PT; the winner is announced at 4:00 PM PT on Instagram stories.
Win $2,500 in value – The Travel Mom Terranea Resort Getaway Giveaway - Enter Now
Enter to win the Royal Caribbean California Cruise Giveaway - 2 Winners.
Two winners each receive a 3-5 night cruise from California on sailings of their choice. The grand prize winner receives 3 staterooms for the winner and 5 guests; the runner-up receives 2 staterooms for the winner and 3 guests.
To enter, follow @royalcaribbean on Instagram and comment on the giveaway post tagging your travel squad and using #RoyalCaribbeanGiveaway.
See the Terms & Conditions linked in Royal Caribbean's Instagram bio. The giveaway ends October 18, 2026 at 11:59 PM ET.
Win $10,000 in value – Royal Caribbean California Cruise Giveaway - 2 Winners - Enter Now
Enter to win the Breeze Airways Akron-Canton October 2026 Giveaway. Offers a chance to win a travel prize. - Two round-trip “Nice” bundles for the winner and one designated companion, valid for travel from Akron‑Canton, OH (CAK) to any Breeze Airways destination served from CAK. There is one winner. The approximate retail value of the prize is $400 USD. The giveaway ends on 10‑31‑2026 at 11:59 PM ET.
Win $400 in value – Breeze Airways Akron-Canton October 2026 Giveaway - Enter Now
Enter to win the Rogers Pooja & Gurdeep's Jamaica Vah-Kay-Shunnn Contest - 5 Winners.
Five winners each receive an all-inclusive trip for two to Jamaica: round-trip economy air on Sunwing from Toronto Pearson and 5 nights in an ocean-view junior suite at Royalton Negril, travelling November 7-12, 2026 (about $4,500 CAD each; $22,500 CAD total).
To enter, listen to the station for the VAH-KAY-SHUNNN CALL cue to text and, within 2 minutes, text the keyword VACATION with your name to 981-981. Each weekday one entrant is drawn at random from that day's texts and called; winners must answer a skill-testing question.
Open to Ontario residents who have reached the age of majority. Entries are accepted October 5, 2026 at 7:00 AM ET through October 13, 2026 at 8:00 AM ET.
Enter to win the Charitybuzz A Royal Dream Come True Cinderella Castle Suite Sweepstakes.
One winner and up to three guests receive round-trip economy airfare (ARV $10,000; cash stipend if airfare exceeds $10,000), a 1-night stay in the Cinderella Castle Suite at Magic Kingdom Park with breakfast at Cinderella's Royal Table, a 2-night stay at a Deluxe Disney Resort hotel, 3-day Park Hopper theme park tickets, and a $500 Disney gift card (Disney components ARV $7,708). Total ARV $17,708; travel must be completed by November 15, 2027.
To enter free, complete the online free entry form on Prizeo; each submission earns 2,500 entries and you may submit it again, up to a maximum of 5,000 entries per person regardless of entry method. You may alternatively donate to the charity campaign for entries (no donation necessary).
Open to individuals 18+ worldwide; void in Cuba, Iran, Iraq, North Korea, Myanmar, Sudan, Syria and Quebec. The sweepstakes ends November 14, 2026 at 11:59 PM PT; the winner is drawn at random on or about November 16.
Enter to win the Dreamland Baby The Ultimate Babymoon Giveaway.
One expecting family wins: a $1,000 Getaway Today travel credit ($500 from Dreamland Baby + $500 from Getaway Today), a Baby Delight bassinet ($190 value), a Solly Baby Solly System wrap + soft structured carrier ($268 value), $200 store credit to Roe Wellness and a $200 Bump Suit gift card (about $1,858 total).
To enter, follow all participating brands on Instagram, comment on the giveaway post telling them why you need a babymoon and tag your plus one, then complete your entry with the form at the link in Dreamland Baby's bio (or the form sent by DM). Share the post to your story for extra entries.
Open to US residents 18+. The giveaway runs October 5 through October 18, 2026; the winner is selected at random and contacted by email.
Win $1,858 in value – Dreamland Baby The Ultimate Babymoon Giveaway - Enter Now
Enter to win The Dempsey Julian Opening Mountain Escape Giveaway.
One winner receives a two-night stay at The Dempsey, a newly reimagined historic property in Julian, California (subject to availability and blackout dates; travel, food, drinks and incidentals not included).
To enter, follow @thedempseyjulian on Instagram, like the giveaway post and tag 2 friends in the comments.
Open to US residents 18+. The giveaway closes October 11, 2026 at 11:59 PM PT; the winner is announced October 12 in a pinned comment.
Win $500 in value – The Dempsey Julian Opening Mountain Escape Giveaway - Enter Now
Enter to win the Ava Smith Gift Certificate Giveaway. Offers a prize package that includes the following items.
- $50 gift certificate toward a service with Ava Smith.
- Redken travel‑size acidic bonding shampoo and conditioner.
- Redken travel‑size color gloss duo.
- Aluram full‑size volume foam.
- Kenra travel‑size shampoo and conditioner.
- Lemon Lavender satin pillowcase.
- Two L’Oréal hair masks.
The winner will be announced on October 9.
Win $300 in value – Ava Smith Gift Certificate Giveaway - Enter Now
Enter to win the Cruise Planners Where2Next Survey Giveaway.
One winner receives a four-night stay for two adults in a junior suite at the Hyatt Vivid Playa del Carmen, valid January 2027 through January 2028 (ERV $1,350; transportation and gratuities not included).
To enter, complete the Where2Next survey registration form on a Cruise Planners travel advisor website and click Submit (limit one entry per person, household or email).
Open to entrants 21+. The giveaway ends December 31, 2026 at 11:59 PM ET; the drawing is on or about January 5, 2027.
Win $1,350 in value – Cruise Planners Where2Next Survey Giveaway - Enter Now
