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 four-night stay for six in Ibiza, Spain. The grand prize is a four-night stay at Ibiza Rocks Hotel, two Main Event View Rooms each sleeping up to 3 people, Terrace Bed at an event during your stay, a bottle of Prosecco on your arrival, guest list entry to an Ibiza Superclub and Ibiza Rocks merchandise.
    • Eligibility: open to all
    • End date: January 14, 2022
    • Enter the travel contest: click here
  • Win a luxury holiday in Britain. The grand prize includes free international flights, one night in a luxury London hotel, tickets to some of the capital’s top sights, gourmet dining, one night in a boutique hotel in Edinburgh, tickets to Edinburgh Castle, and a one night spa stay and dinner in the Cotswolds plus tickets to Blenheim Palace.
    • Eligibility: open to all
    • End date: July 31, 2022
    • Enter the travel contest: click here
  • Win a two-night stay in Mallorca, Spain. The grand prize is a two-night stay at Can Bordoy Grand House & Garden, inclusive of breakfast and a 5-course dinner with a bottle of house wine at Botànic restaurant for 2.
    • Eligibility: open to all
    • End date: January 31, 2022
    • Enter the travel contest: click here
  • Win a two-night stay in Madeira, Portugal. The grand prize is a two-night stay in a deluxe suite, inclusive of breakfast with a special welcome upon arrival, a 3-course dinner (excluding drinks) for 2 at The Dining Room Restaurant and early check-in and late check-out.
    • Eligibility: open to all
    • End date: January 31, 2022
    • Enter the travel contest: click here
  • Win a winter trip to Whistler, Canada. The grand prize includes round-trip flights from a major city airport to Vancouver, British Columbia, 6 nights’ accommodation at the Westin Resort & Spa, 3-day lift tickets for the Whistler Blackcomb ski area, lots of activities and dining experiences.
    • Eligibility: open to residents of the USA, UK, Canada and Australia
    • End date: May 4, 2022
    • Enter the travel contest: click here
  • Win a luxury holiday to Los Cabos, Mexico. The grand prize is a three-night all-inclusive stay for two to Pueblo Bonito Pacifica Resort in Caba San Lucas and $500 USD gift cards.
    • Eligibility: open to USA residents
    • End date: January, 2022
    • Enter the travel contest: click here
  • Win a Virgin Voyage cruise for two in the Caribbean. The grand prize is a stay in a Virgin Voyages Sea Terrace Cabin on a Caribbean sailing for two.
    • Eligibility: open to USA residents
    • End date: January 16, 2022
    • Enter the travel contest: click here
  • Win a Regent Seven Seas ultra-luxury cruise in the Caribbean. The grand prize is a cruise for two onboard the brand new Regent Seven Seas Grandeur sailing from Miami to Mexico and the Caribbean in 2023. This 7-night ultra-luxury, all-inclusive cruise includes return flights from London.
    • Eligibility: open to UK residents
    • End date: April 30, 2022
    • Enter the travel contest: click here
  • Win a luxury stay in London, United Kingdom. The grand prize is an overnight stay for 2 people at Shangri-La The Shard, London with breakfast and a 3-course dinner with wine pairings at TĪNG Restaurant.
    • Eligibility: open to UK residents
    • End date: April 30, 2022
    • Enter the travel contest: click here
  • Win a two-night stay in Santorini, Greece. The grand prize is a two-night bed and breakfast stay for two at OMMA Santorini’s Deluxe Caldera room with private plunge pool. Daily breakfast and an Elemis massage are included in the price.
    • Eligibility: open to UK residents
    • End date: January 31, 2022
    • Enter the travel contest: click here
  • Win a luxury holiday to Fiji. The grand prize is a nine-night trip for two to Fiji, with five nights in a Beach front Pool Villa at the award-winning Tokoriki Island Resort and four nights at Sofitel Resort and Spa. The prize includes meals, flights from London Heathrow to Nadi International Airport and sea transfers between the resorts.
    • Eligibility: open to UK residents
    • End date: February 28, 2022
    • Enter the travel contest: click here
  • Win a luxury holiday to Mauritius. The grand prize is a 7 night, all-inclusive trip at the five-star Outrigger Mauritius Beach Resort with return flights to London Gatwick Airport and transfers included.
    • Eligibility: open to UK residents
    • End date: February 28, 2022
    • Enter the travel contest: click here
  • Win a luxury holiday to Curaçao. The grand prize is a seven-night stay for 2 at Sandals Royal Curaçao, all-inclusive 5-star Global Gourmet cuisine at nine different restaurants, unlimited premium spirits and a selection of fine wines, as well as land and water sports. Return flights from London Heathrow, Birmingham, or Manchester Airport with KLM Royal Dutch Airlines and resort transfers are included.
    • Eligibility: open to UK residents
    • End date: January 9, 2022
    • Enter the travel contest: click here
  • Win a stay in St Tropez, France. The grand prize is a two-night stay at the five-star Hôtel Lou Pinet in the South of France, with breakfast included, plus an evening meal with drinks at the Beefbar restaurant courtesy of Liz Earle Wellbeing. 
    • Eligibility: open to UK residents
    • End date: February 28, 2022
    • Enter the travel contest: click here
  • Win a stay in London’s coolest hotel. The grand prize is a two-night stay at The Standard Hotel, complete with supper at Decimo.
    • Eligibility: open to UK residents
    • End date: February 3, 2022
    • Enter the travel contest: click here
  • Win a vacation at the Four Seasons Bora Bora in an overwater bungalow. The grand prize includes a 6-day getaway in a beautiful overwater bungalow with a plunge pool at the Four Seasons Resort Bora Bora (flights included) and $3,000 USD to indulge in relaxing massages, open-air dining, fun excursions and more.
    • Eligibility: open to all
    • End date: January 14, 2022
    • Enter the travel contest: click here
  • Win one of five trips to Japan. Each of the 5 trips is an 11-day holiday for 2 and includes flights, hotel accommodation and a visit to the Nissin CupNoodles Museum in Osaka.
    • Eligibility: open to UK & EU residents
    • End date: March 31, 2022
    • Enter the travel contest: click here
  • Win a luxury stay in London. The grand prize is a one-night stay in the new Pan Pacific London Hotel, including afternoon tea and a visit to the wellbeing floor.
    • Eligibility: open to UK residents
    • End date: February 10, 2022
    • Enter the travel contest: click here
  • Win a holiday in the Amalfi Coast, Italy. The winner and a guest will join an eight-day ‘highlights of Amalfi tour’, including flights from London, in-destination transfers and seven nights in the three-star Hotel Due Torri on a B&B basis. All travel is provided by private minibus and boat. Sightseeing tours are included, including a boat trip to Capri and visits to Herculaneum and Pompeii.
    • Eligibility: open to UK residents
    • End date: January 31, 2022
    • Enter the travel contest: click here
  • Win an unforgettable safari in Kenya. The winner and a guest will be flown to Kenya for a safari experience with luxe accommodations, fantastic meals and expert guides. The grand prize includes two nights at the world-famous Giraffe Manor hanging with endangered Rothschild’s giraffes and visit baby elephants at the Sheldrick Wildlife Trust, followed by three nights at Sala’s Camp for game drives, nature walks, spa treatments and stunning views of the Masai Mara.
    • Eligibility: open to all
    • End date: December 17, 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

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63 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.

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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

  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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