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 luxury stay in Santorini, Greece. The grand prize is a two-night stay for two at Iconic Santorini, a luxe boutique hideaway carved into the cliffs of laid-back Imerovigli. The prize includes complimentary wine tasting & transfer.
    • Eligibility: open to all
    • End date: May 31, 2024
    • Enter the travel contest: click here
  • Win a two night stay in the Philippines. The grand prize is a lavish two-night stay for two at Amorita Resort in the Philippines. The prize includes breakfast, airport transfers and a romantic dinner.
    • Eligibility: open to all
    • End date: May 31, 2024
    • Enter the travel contest: click here
  • Win a luxury stay in Italy. The grand prize is a lavish two-night stay for two at Relais Le Due Matote, in Italy. The prize includes a dinner for two at L’Orangerie with a tasting menu and wine pairing.
    • Eligibility: open to all
    • End date: May 31, 2024
    • Enter the travel contest: click here
  • Win a luxury stay in Slovenia. The grand prize is a two-night stay for two at Peterc Vineyard Estate, in the ‘Tuscany of Slovenia’ encircled by vines. The prize includes breakfast till 12pm for 2 people (glass of Peterc Sparkling wine is included), 1 wine tasting (flight of 3 different Rebula white wine samples from the Single Vineyard) for 2 people, 1 picnic in the Vineyard for 2 people (weather dependent, an alternative : relaxing massage with Lavanda oil).
    • Eligibility: open to all
    • End date: May 31, 2024
    • Enter the travel contest: click here
  • Win a luxury stay in Hong Kong. The grand prize is a two-night stay for two at the JW Marriott Hong Kong Hotel, with daily breakfast for two at JW Café, and a wine-pairing dinner for two at the Michelin-starred Man Ho Chinese Restaurant.
    • Eligibility: open to all
    • End date: June 30, 2024
    • Enter the travel contest: click here
  • Win a stay in Stuttgart, Germany. The grand prize is a two-night stay for two at the Holiday Inn Stuttgart, an IHG Hotel, including breakfast.
    • Eligibility: open to all
    • End date: June 30, 2024
    • Enter the travel contest: click here
  • Win a trek for two to Everest Basecamp, Nepal. The grand prize is trek for two to Everest Basecamp with Kandoo Adventures. The lodge-based adventure follows faithfully in the footsteps of Edmund Hillary allowing plenty of time to acclimatise properly and enjoy the scenery.
    • Eligibility: open to all
    • End date: May 31, 2024
    • Enter the travel contest: click here
  • Win two Business Class tickets with Emirates. The grand prize is one pair of complimentary Emirates Business Class return tickets from the UK to a honeymoon destination of choice
    • Eligibility: open to UK residents
    • End date: May 17 2024
    • Enter the travel contest: click here
  • Win an expedition to Antarctica. The grand prize is an amazing 12-night cruise to Antarctica for two people, up to a maximum value of £14,000. This prize must be booked between December 2024 and March 2026 and includes flights to Buenos Aires (from London airports only) and onward to Ushaia (where your voyage will depart from). The prize includes accommodation on the ship, all meals, onboard activities, and several land excursions.
    • Eligibility: open to UK residents
    • End date: November 30, 2024
    • Enter the travel contest: click here
  • Win a holiday to one of Thailand’s most incredible resorts. Conde Nast Traveller, The Sarojin, EVA Air and Southall Travel are joining forces to give away a four-night holiday for two at the dazzling Thai resort, The Sarojin in Khao Lak, with return flights courtesy of Taiwan’s leading independent airline. The prize includes four nights in a Jacuzzi Pool Suite for two guests, including a daily all-day a la carte breakfast with sparkling wine served until 6pm, one Thai Favourites dinner at the resort’s Edge beachside restaurant and complimentary airport transfers to and from Phuket International Airport. Also included are return flights from London to Bangkok with EVA Air and return internal flights between Bangkok and Phuket.
    • Eligibility: open to UK residents
    • End date: June 13, 2024
    • Enter the travel contest: click here
  • Win a holiday to the Maldives. The grand prize is a seven-night all-inclusive stay in a water villa with an infinity pool for two at adult’s exclusive OBLU SELECT Lobigili , inclusive of return speedboat transfers from Velana International Airport . International and domestic flight arrangements are not included.
    • Eligibility: open to UK residents
    • End date: September 15, 2024
    • Enter the travel contest: click here
  • Win a family trip to New York. The grand prize includes return Economy Class flights from London to New York, 3 nights’ apartment style accommodation in the Brooklyn area, a day trip to Coney Island including $150 ride tokens (total) and lunch on the boardwalk.
    • Eligibility: open to UK residents
    • End date: June 30, 2024
    • Enter the travel contest: click here
  • Win a 14 day trip for two to South Africa & Mauritius. The winner and a guest will discover Johannesburg and get close to Africa’s beasts at Kruger National Park, the country’s top spot to greet the Big Five. They will also fall in love with Cape Town and explore Table Mountain before enjoying the sun, exotic flora, and pristine beaches of Mauritius.
    • Eligibility: open to UK residents
    • End date: May 19, 2024
    • Enter the travel contest: click here
  • Win a trip to British Columbia, Canada. The grand prize includes two return Economy Class flights to Canada, a 10-night RV holiday follow a dream Rainforest to Rockies road trip, with pick up & drop off at any CanaDream station (Calgary, Vancouver, Edmonton, Toronto, Montreal or Halifax).
    • Eligibility: open to UK residents
    • End date: May 15, 2024
    • Enter the travel contest: click here
  • Win a winter getaway to Whistler, Canada. The grand prize includes six nights at Hilton Whistler Resort & Spa at the base of Whistler Mountain, just steps away from the gondola. The prize also includes round-trip flights, private luxury transfers, dozens of activities and all dining.
    • Eligibility: open to residents of Canada, the United States of America, Australia and the United Kingdom.
    • End date: May 3, 2024
    • Enter the travel contest: click here

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102 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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    Best resorts in Manali

  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.

    Best resorts in Manali

  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?

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