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 two night stay near Venice, Italy. The grand prize is a two-night stay at Esplanade Tergesteo – Luxury Retreat. This prize includes breakfast each morning of your stay, plus a complimentary dinner (drinks not included) at the hotel’s Pepita Restaurant.  
    • Eligibility: open to all
    • End date: October 31, 2021
    • Enter the travel contest: click here
  • Win a two night luxury stay in London, UK. The grand prize includes a two-night stay at the Guardsman London Hotel, VIP amenities and a complimentary dinner on one of the nights.
    • Eligibility: open to all
    • End date: October 31, 2021
    • Enter the travel contest: click here
  • Win a(nother) two night luxury stay in London, UK. The grand prize includes a two-night stay at the Middle Eight London, VIP amenities and a complimentary dinner on one of the nights.
    • Eligibility: open to all
    • End date: October 31, 2021
    • Enter the travel contest: click here
  • Win a weekend at The Ritz-Carlton in Vienna, Austria. The grand prize includes complimentary transport to and from the hotel via plane or train, a two night stay in a suite with breakfast, a cocktail each in the D-Bar, à la carte dinner in the Dstrikt Steakhouse, Aperitivo in the restaurant Pastamara, dinner in a Viennese winning restaurant of the Falstaff Restaurant Guide 2021, a spa treatment for two at The Ritz-Carlton Spa and a voucher for the exhibition Tizian in the Kunsthistorisches Museum.
    • Eligibility: open to all
    • End date: October 19, 2021
    • Enter the travel contest: click here
  • Win a luxury holiday to Mexico. The grand prize includes Economy Class flights (from Heathrow or Gatwick airport only) to a chosen location (Mexico City, Punta Mita & Jalisco) in Mexico plus three complimentary night’s stay at a Four Seasons Hotel resort located in Mexico.
    • Eligibility: open to all
    • End date: not stated
    • Enter the travel contest: click here
  • Win a holiday to Bali, Indonesia. The prize package includes airfare for two and accommodation a stone’s throw away from Uluwatu, the wave that first drew surfers to Bali, and one of the many reasons why so many of us keep coming back.
    • Eligibility: open to EU residents
    • End date: October 31, 2021
    • Enter the travel contest: click here
  • Win a Caribbean cruise for two. The grand prize is a 4 night cruise sailing with Celebrity Cruises from Ft Lauderdale or Miami onboard the Silhouette, Millennium or Summit on select sailings in 2022.
    • Eligibility: open to USA & Canada residents
    • End date: October 15, 2021
    • Enter the travel contest: click here
  • Win a holiday on the Caribbean island of Anguilla. The grand prize includes two roundtrip airline tickets to Anguilla, a five-day four-night stay for two at the Carimar Beach Club on Meads Bay Beach, lunch for two on Sandy Island and dinner for two at the Aurora Anguilla Resort & Golf Club.
    • Eligibility: open to USA residents
    • End date: December 1, 2021
    • Enter the travel contest: click here
  • Win a girlfriends getaway for two to Florida. One lucky winner will receive a grand-prize girlfriends getaway for two to The Palm Beaches, known as America’s First Resort Destination, in Southeast Florida. The trip includes three-day, two-night accommodations at The Seagate Hotel & Spa, featuring access to the otherwise members-only Seagate Beach Club and Seagate Country Club, in addition to breakfast, spa treatments and roundtrip airfare to/from Palm Beach International Airport.
    • Eligibility: open to USA residents
    • End date: October 16, 2021
    • Enter the travel contest: click here
  • Win a luxury fitness retreat to the Caribbean island of Bonaire. The grand prize is a 4-night stay at Harbour Village, a luxurious resort on the beautiful Caribbean island of Bonaire. In addition to beachfront accommodation, the winner will receive $1300 USD credit towards airfare and a Spartan nutrition package.
    • Eligibility: open to USA residents
    • End date: October 11, 2021
    • Enter the travel contest: click here
  • Win a luxury holiday to Morocco. The grand prize includes return flights from Gatwick to Morocco, 5-nights at the luxurious 5* L’Amandier Hotel and £1,000 cash spending money.
    • Eligibility: open to UK residents
    • End date: October 22, 2021
    • Enter the travel contest: click here
  • Win a three night stay in Tuscany, Italy. The grand prize is a three night stay on bed and breakfast basis in a Junior Suite at Villa La Massa, a spa treatment, a cooking class with wine tasting and a 3-course dinner with wines paired by the sommelier at Il Verrocchio restaurant
    • Eligibility: open to all
    • End date: December 1, 2021
    • Enter the travel contest: click here
  • Win an all-inclusive safari in South Africa. The grand prize is a seven day getaway for two at Oase by 7 Star Lodges, one of South Africa’s newest most luxurious bush lodges. Flights to and from Johannesburg’s Oliver Tambo International Airport, internal flights, transfers, game drives and guided walks included.
    • Eligibility: open to all
    • End date: November 30, 2021
    • Enter the travel contest: click here
  • Win a five star holiday in the Maldives. The grand prize is a 5* all inclusive holiday for two at South Palm Resort, a private island in the remote southern tip of the Addu Atoll. Return flights and transfers are included.
    • Eligibility: open to UK residents
    • End date: October 31, 2021
    • Enter the travel contest: click here
  • Win a trip to Lapland. The grand prize is a three-day, two-night Santa’s Magic trip for two adults and two children to Lapland (Saariselkä, Finland) in December 2022. A reindeer sleigh ride, sledging with huskies and a private visit with Santa are included as are £500 in vouchers for you to spend on your favourite styles from the Frugi Autumn Winter 2021 Collection.
    • Eligibility: open to UK residents
    • End date: November 30, 2021
    • Enter the travel contest: click here

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62 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

  16. 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 call now today 8351083510

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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.

    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

  24. If you believe that content production is just a way to attract future customers, you are completely wrong. A good content marketing strategy also includes resources for existing customers

  25. A site should move towards a principled marketing strategy with content that attracts new users every day and causes them to introduce the site to others.

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

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