Win exclusive prizes & luxury holidays in my pick of the best luxury travel contests & sweepstakes on the internet. This list is weekly updated & sent out by email in my newsletter on the first Friday of the month. You can sign up for my newsletter (3x/week) by entering your email address in the box on the right side (desktop) or bottom (tablet, smart phone) of this page. You can also follow me on Instagram, Twitter, Facebook, and Tumblr.

travel contests win holiday


  • Win a seven-night cruise for two aboard MSC World Asia. The grand prize is a Mediterranean cruise for two aboard the brand-new MSC World Asia.
    • Eligibility: open to all
    • End date: November 18, 2026
    • Enter the travel contest: click here
  • Win a four-night stay in Dubai. The grand prize includes roundtrip flights and four nights at Atlantis, The Palm.
    • Eligibility: open to all
    • End date: September 30, 2026
    • Enter the travel contest: click here
  • Win a three-night stay in Thailand. The grand prize is a three-night stay for two people at Marasca Samui in Thailand, with breakfast each morning..
    • Eligibility: open to all
    • End date: November 30, 2026
    • Enter the travel contest: click here
  • Win a three-night stay in the Amazon. The grand prize is a three-night Amazon Immersion for two people at Calanoa Amazonas in Colombia. Includes: six activities, meals from arrival’s day dinner to departure’s day breakfast.
    • Eligibility: open to all
    • End date: November 30, 2026
    • Enter the travel contest: click here
  • Win a two-night stay in Scotland. The grand prize is a two-night stay for two people in a Superior Room at Murrayshall Country Estate in Perthshire, Scotland. The prize includes breakfast and afternoon tea for two.
    • Eligibility: open to all
    • End date: November 30, 2026
    • Enter the travel contest: click here
  • Win a holiday in Orlando, USA. The grand prize is an all-expenses-paid eight-night holiday in Orlando for two, worth USD $15,000, including a complimentary holiday planning session with Visit Orlando and the opportunity to explore the city’s famous attractions, food scene and local experiences, following the footsteps of Tripadvisor’s Common Ground: Orlando Edition hosts or creating a personalized itinerary.
    • Eligibility: open to residents of the USA, Canada, Mexico and UK
    • End date: December 31, 2026
    • Enter the travel contest: click here
  • Win a trip to St Lucia for two. The grand prize includes two return flights to Saint Lucia, six nights’ accommodation at The Rabot Hotel from Hotel Chocolat and more.
    • Eligibility: open to residents of the USA, UK and Canada
    • End date: December 31, 2026
    • Enter the travel contest: click here
  • Win a ski trip to Golden, British Columbia, Canada. ⁣The grand prize is a five-night ski getaway for two in Golden, Canada, including up to CAD $2,000 in flight reimbursement, airport transfers, accommodation at Copper Horse Lodge, two days of skiing at Kicking Horse Mountain Resort, one day of heli-skiing with CMH Purcell, lunch at Eagle’s Eye, and CAD $700 for dining and CAD $300 for shopping in Golden, with an approximate total value of CAD $10,000.
    • Eligibility: residents of the USA, Canada and UK
    • End date: November 30, 2026
    • Enter the travel contest: click here
  • Win a four-night stay in the Maldives. The grand prize is an all-inclusive four-night stay in a Beach Villa at Eri Maldives, including a return speedboat transfer from Malé and breakfast, lunch and dinner (including coffee, tea, juice, soft drinks and water) at the resort’s main restaurant, Soul Kitchen. You’ll also receive one Destination Dining experience – a private dinner on the beach arranged by the resort’s chefs. In addition, the prize includes a floating breakfast at your villa, a full-body massage for two, guided house reef snorkelling and hour-long kayaking trips, plus your choice of a dolphin/sunset cruise or sunset fishing.
    • Eligibility: open to UK residents
    • End date: January 18, 2027
    • Enter the travel contest: click here
  • Win a two-night stay in Prague. The grand prize includes return flights for two from London Gatwick, two nights at Lindner Hotel Prague Castle, and daily breakfast.
    • Eligibility: open to UK residents
    • End date: November 12, 2026
    • Enter the travel contest: click here
  • Win a six-night trip for two to Japan. The grand prize is a six-night luxury trip to Japan for two, including roundtrip airfare, four nights in Tokyo, two nights in Kyoto, First-Class Shinkansen train travel, curated cocktail and dining experiences, and exclusive guided visits to the Yamazaki Distillery and Suntory’s Osaka Spirits & Liqueurs Craft Distillery.
    • Eligibility: residents of the USA, Canada and UK
    • End date: October 1, 2026
    • Enter the travel contest: click here
  • Win a trip to Vancouver, Canada. The grand prize is a three-night stay for two at The Westin Bayshore, Vancouver, in a Deluxe Harbourfront Guestroom, including daily buffet breakfast for two at H2 Kitchen + Bar and a $350 dining credit to enjoy at the hotel’s restaurants, café or through in-room dining.
    • Eligibility: open to USA residents
    • End date: November 30, 2026
    • Enter the travel contest: click here
  • Win a four-night trip to Seoul, South Korea. The grand prize is a four-night trip to Seoul for two, including return Economy Class flights from London Heathrow, four nights at the 4-star Four Points by Sheraton Seoul (or a similar hotel) on a room-only basis, private return airport transfers, and an excursion, guided tour or city pass to discover the city and find your own WA! moment.
    • Eligibility: open to UK residents
    • End date: December 30, 2026
    • Enter the travel contest: click here
  • Win a holiday to Switzerland. The grand prize is a one-week autumn getaway in Switzerland for two, including return Economy Class flights with SWISS and unforgettable train journeys, worth CHF 10,000. Additionally, three runners-up will each win a Victorinox Airox Frequent Flyer Hardside Carry-On (worth CHF 295), while five others will receive a Mammut Ducan 26 backpack (worth CHF 160).
    • Eligibility: open to UK residents
    • End date: November 8, 2026
    • Enter the travel contest: click here
  • Win a honeymoon in the Seychelles. The grand prize is a seven-night all-inclusive stay for two at Club Med Seychelles in a Superior Room, including all meals, snacks, standard drinks, access to the Kids Club for children aged four and above, and a variety of included resort activities. Flights, transfers, premium drinks, spa treatments, excursions, private lessons, visas and travel insurance are not included.
    • Eligibility: open to UK residents
    • End date: November 30, 2026
    • Enter the travel contest: click here

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151 Comments

  1. This is a very nice thing for giving people the chance to see nature’ beatifulness and aspecialy for those who cant afford it

  2. Who told you that at the end its not for indian? i participated that contest and submitted my entry with right answer.

  3. Some links took me to the hotel homepage rather than the contests. Otherwise, great work!

  4. Thank you once again for these. I am unable to enter the “AMAZING CONTEST Soneva” contest. The page says that, “page could not be found.” Please may you help with that. I’d really love to enter that one. Thanks

  5. I have updated the link (with Soneva’s Instagram page, which gives more info on the contest).

  6. You informed: “Win a luxury summer escape to Ibiza, Spain (…) Eligibility: open to all …” But its terms and conditions indicates: “ELIGIBILITY: (…) 2.This Competition is only open to residents of the UK who are aged 18 years or (…)”
    Regards,
    P. Espinosa
    .

  7. I would like to participate in the Soneva contest… I have been looking for on Soneva website, I found some videos for each month, but I dont see how “like” the video of the month. Could you please tell me where is the video of the month that I should like, tags, etc to enter the contest. Maybe if you could add a direct link would be great. Thanks! Amazing page! Amazing YT videos! Simply the best!

  8. Hello from Greece! Why the best of your giveaways are open only to US and UK citizens?? Here in Greece we do not get paid as much as they do and we want to join your beautiful contests! Please give more opportunities for European Residents! Thanks 🙂

  9. How to enter this brussels airline european destination thing. It only opens terms and conditions

  10. the Oman contest is definitely not open for all. Typically CN traveller contest are not. You have to enter county (not country!), as its just for UK residents mostly.

  11. It appears that the link to the contest for Jacuzzi Beach Villa at Reethi Faru Resort is linked to a contest for a trip to Abu Dhabi. Will you kindly check on this? Thanks!

  12. I’m very frustrated that almost all of these sweepstakes are not open to people in the United States. We would be willing to fly over there. And leave from the destination. I have a daughter who lives in the UK will that qualify me?

  13. Hi! In the “Trip Around the World” contest, you stated that it is open to US & Canada residents. However, when I went to the contest page, it states that it is open for US residents only. I am from Canada and I hope my entries in this contest are not in vain. Thank you! 🙂

  14. How we will be informed about the results of contest and when are been they announced

  15. I will really enjoy if I w’ll get a chance to win this luxurious package…hoping for the best..n really its a good idea

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  17. Alokik offers plenty of rejuvenating and pleasing amenities that can bring relaxing aura and release all the stress loaded upon you from hectic schedules. Being situated at an ideal destination, it is popularly adored as one of the best hotels in Manali by visitors.

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  18. I know you are trying hard, I can see that, but I can hardly get up the stairs to spend a night in my own bed. I can’t wait to win a prize for afternoon tiffin in Tristan da Cunha. Sorry just being cynical, all that way for a cup of tea. Please make your prizes worth while. Remember Oscar Wilde’s quote about The Giants Causeway in NI. Worth seeing but NOT WORTH GOING TO SEE. Let me plan my own dream trip. Please.

  19. Dear UK,
    I’ve glanced through your lands in the Bollywood movies, to ponder through you is a dream come true.
    I’ve postponed you all these years, this year I got another excuse too.
    2020 seems gloomy, 2021 please be nice !

  20. Still giving away Travel Wellness Trips? Diffenitly in great Need…7/2020.
    Grey in the N.W.

  21. Hi! In the “Trip Around the World” contest, you stated that it is open to US & Canada residents. However, when I went to the contest page, it states that it is open for US residents only. I am from Canada and I hope my entries in this contest are not in vain. Thank you! 🙂

  22. I love your YouTube channel. Traveling on the internet during the pandemic, I feel like on there with you. It’s like a free vacation!

  23. You informed: “Win a luxury summer escape to Ibiza, Spain (…) Eligibility: open to all …” But its terms and conditions indicates: “ELIGIBILITY: (…) 2.This Competition is only open to residents of the UK who are aged 18 years or (…)”
    Regards,
    P. Espinosa

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  27. The information you have posted is very useful. The sites you have referred was good. Thanks for sharing this.

  28. This is very interesting content! I have thoroughly enjoyed reading your Article and have come to the conclusion that you are right about many of them.

  29. I must appreciate this is a very nice thing for giving people the chance to see nature’s beauty and especially for those who cant afford it.

  30. Luxury Travel Expert – Great. But what you are doing for others is greater still. Luxury Travel Export !

  31. Love your reviews, news about travel and so on. This last one, Sep 9th, features Win a trip to Australia.
    End date: August 18, 2022
    Need to refresh the entries in the blog before sending the block email…:)

  32. Tried to enter the UK competition but the link takes me to the Swiss rail trip.

  33. The new and beautiful collection of high-class, emotional, pleasant, sad, nostalgic, relaxing and original mobile phone ringtones of Samsung, Xiaomi and Apple brands with excellent quality and online streaming.

  34. Hi, thank you for lovely content! Unfortunately your ’open to all’-remark on the competitions from Condé Nast Johansens is incorrect. Only UK residents are eligible.

  35. These travel contests sound too good to be true! Winning a luxury getaway to places like Portugal, Italy, or even an adventurous cruise in Patagonia would be a dream come true. The variety of destinations and experiences offered, from stargazing in Italy to a luxury stay in Mykonos, truly caters to every taste. It’s amazing that most of these are open to everyone. Fingers crossed, and hoping to win one of these fantastic prizes!

  36. The array of travel contests on offer is absolutely stunning! From serene beachfront stays in Greece to exhilarating Arctic expeditions, each opportunity seems like a once-in-a-lifetime adventure. I appreciate the inclusivity with contests open to various regions, making it exciting for a broader audience. The thought of winning makes the wanderlust in me all the more eager to enter. It’s a brilliant chance to explore the world’s beauty without the financial strain. Truly, a wanderer’s dream come true!

  37. I think some of these trips are stupid.
    Why, most are a 2 day trip.
    Which depending where you live, it can take a Day just to travel there and a Day to get back,
    A 2 day trip is really an 1 overnight ???
    Tell me what can you see or enjoy?

  38. What an exciting opportunity to win exclusive prizes and luxury holidays! Travel contests like these are a fantastic way to explore new destinations and enjoy unforgettable experiences. If you’re a trekking enthusiast, don’t miss the chance to visit Nepal with Dream Himalayas for an incredible Himalayan adventure. Whether you’re looking for breathtaking landscapes or a cultural journey, Dream Himalayas offers unforgettable treks that will leave you with memories to last a lifetime. Be sure to stay updated and sign up for the newsletter!

  39. This is a great resource for luxury travel enthusiasts! The variety of destinations and the inclusion of eligibility and end dates make it easy to find contests to enter. I appreciate the weekly updates.

  40. These luxury travel contests are absolutely dreamy! From the Austrian Alps to the Caribbean shores, each prize offers an unforgettable escape. I’ve already entered—fingers crossed! ✈️🌍💫

  41. This is a great resource for luxury travel enthusiasts! The variety of destinations and the inclusion of eligibility and end dates make it easy to find contests to enter. I appreciate the weekly updates.

  42. What a fantastic roundup of sweepstakes! Love that you keep the list fresh and send it straight to our inbox. Following on Instagram too for extra travel inspo!

  43. Wow, this is like a buffet of dream vacations, but seriously, what’s the catch? These contests are a hit-or-miss, and half these places only want your email forever. Just sayin’.

  44. This list of luxury travel contests is awesome! I love that it’s updated weekly and you can win a two-night stay in Portugal. The prize details sound so luxurious, especially the suite and dinners. Thanks for sharing!

  45. Nice roundup of travel contests! I love that the list is updated weekly and the newsletter makes it easy to enter. The grand prize at Der Böglerhof sounds dreamlike — three nights, a six-course gourmet dinner and relaxing spa treatments are so tempting.

  46. Okay, this is awesome! I’m always looking for a little luxury, and the idea of a free trip is seriously tempting. I’ve been trying to save up for a weekend getaway, so this definitely gets my attention.

  47. It’s so cool to see these contests popping up. I remember a few years back when I won a free hotel stay – it was a complete surprise! It’s a nice little boost to the travel budget, and a great reminder that good things *do* happen.

  48. This sounds fantastic! I love the idea of winning luxury holidays, and a weekly updated list of the best travel contests is super valuable. I’ll definitely check out the newsletter to get those updates directly. Thanks for putting together such a great resource for travel lovers!

  49. Your post about contests from The Luxury Travel Expert is a stellar resource — so many amazing opportunities to win trips, stays, and experiences all around the world. Thanks for putting together such a generous and inspiring roundup!

  50. This website is like a magic key that opens the door to so many amazing travel contests, and I really hope I can win a cool trip!

  51. I love that the giveaway includes a stay at such an incredible luxury hotel — that Maldives prize especially caught my eye. I’ve been dreaming about an overwater villa for years, so I just entered and fingers crossed!

  52. It’s helpful that each contest shows eligibility and end dates, since some of these luxury stays like the Maldives villa or UK spa break close at the end of March. I’ve entered a few travel sweepstakes before and timing always makes a big difference

  53. The note that some prizes like the Maldives stay don’t include seaplane transfers really stood out to me, because that’s the kind of detail I’d probably overlook at first. It’s a good reminder to read the fine print before getting too excited about a “free” getaway.

  54. haha also noticing that some prizes include things like multi-night stays at resorts or even full experiences like safaris or train tours made me daydream a little 😂 I’d probably end up bookmarking half the page “just in case” and checking back every month

  55. ohh the idea that the site keeps a regularly updated list of luxury travel contests you can enter online honestly feels like a dangerous rabbit hole 😅 I’ve entered random giveaways before, but never thought there were curated lists just for high-end trips

  56. This list is great for planning future dream vacations and seeing what possibilities are out there for travel experiences. So many amazing destinations are represented, hopefully, I can win one soon!

  57. So many amazing destinations, I wonder what the odds are of actually winning one of these. The variety is great, covering different continents and experiences.

  58. I absolutely love the Luxury Travel Expert contests — such an amazing way to discover incredible destinations! The articles are always inspiring and beautifully written. Fingers crossed for this one 🤞 Keep up the fantastic work!

  59. Thanks for sharing these travel contests! The trip to Greenland sounds amazing—flights, hotel, and even a dinner at the local brewery. I’m definitely signing up for your newsletter to stay updated on these deals.

  60. I love that you update this list every week! It’s so helpful to have all the best travel contests in one place. I’m definitely signing up for your newsletter so I don’t miss out on any luxury holidays..

  61. This is a fantastic roundup for travelers who love a good getaway and a little competition. I especially enjoyed the variety of prizes, from luxury stays to once-in-a-lifetime trips. The Maldives, Japan, and around-the-world cruise prizes really caught my attention!

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