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 three night stay in the Maldives. The grand prize is a three-night stay in a overwater pool villa at Mövenpick Resort Kuredhivaru Maldives. This prize includes breakfast at ONU Marché, complimentary Movenpick chocolate hour each day, free non-motorized watersports (kayaks, stand-up-paddleboarding, windsurfing), plus free snorkelling gear throughout your stay. Note: travel is not included in the prize.
    • Eligibility: open to all
    • End date: May 31, 2021
    • Enter the travel contest: click here
  • Win a five night luxury holiday in the Maldives. The grand prize is a 5 night bed and breakfast stay for two adults in a beach bungalow with pool at the luxurious Huvafen Fushi resort in the Maldives. Note: roundtrip airport transfers by speedboat are included in the prize but international flights are not.
    • Eligibility: open to all
    • End date: May 31, 2021
    • Enter the travel contest: click here
  • Win a vacation with George Clooney & Amal in Lake Como, Italy. The grand prize is includes a meal made of all their favorite local foods, as well as a “cheers to life” and the chance to snap a photo to remember it all by. Flights and hotel are included in the prize.
    • Eligibility: open to most countries
    • End date: May 16, 2021
    • Enter the travel contest: click here
  • Win a one night stay in Kuala Lumpur, Malaysia. The grand prize consists of a one-night stay inclusive of breakfast for two guests at Banyan Tree Kuala Lumpur. The Banyan Tree Hotel Group is also giving away other hotel stays over the coming weeks via its Instagram page.
    • Eligibility: open to all
    • End date: May 11, 2021
    • Enter the travel contest: click here
  • Win a two night luxury break in Lisbon, Portugal. The grand prize is  a two-night stay in at The Vintage Hotel & Spa in Lisbon. This prize includes breakfast served in your room each morning plus a three-course dinner for two in Blue Bar & Restaurant or the V Rooftop Bar on one evening of your stay.
    • Eligibility: open to all
    • End date: May 31, 2021
    • Enter the travel contest: click here
  • Win a two night luxury break in Tuscany, Italy. The grand prize is a two-night stay in a romantic room at Torre A Cona Wine Estate in Tuscany. This prize includes breakfast served in your room each morning plus a three-course Chef’s Suggestion dinner for two in Osteria Torre a Cona on one evening of your stay.
    • Eligibility: open to all
    • End date: May 31, 2021
    • Enter the travel contest: click here
  • Win a safari in South Africa. The grand prize is a seven-day stay for two at South Africa’s newest bush resort, Oase by 7 Star Lodges. Flights to and from Johannesburg’s Oliver Tambo International Airport, internal flights, game drives and meals included.
    • Eligibility: open to all
    • End date: May 24, 2021
    • Enter the travel contest: click here
  • Win a post-pandemic holiday in Bali, Indonesia. The grand prize is a five-night stay for two at Nirjhara Resort on a bed & breakfast basis, and includes flights plus £250 to spend on Hush’s summer collection to ensure you’re all kitted out for the trip.
    • Eligibility: open to all
    • End date: June 20, 2021
    • Enter the travel contest: click here
  • Win a four night stay in the Caribbean island of Antigua. The grand prize includes airfare for two and a four night stay at the Carlisle Bay Resort in an ocean suite, inclusive of breakfast and afternoon tea.
    • Eligibility: open to USA residents
    • End date: May 23, 2021
    • Enter the travel contest: click here
  • Win a five night stay in the Caribbean island of Antigua. The grand prize is five nights at Hammock Cove Antigua in a luxury villa, all meals including breakfast, lunch and dinner, small bites throughout the day, afternoon tea, premium beverages, wine and champagne, and a variety of land and water activities.
    • Eligibility: open to residents of the USA, UK, Canada, and the Caribbean
    • End date: May 17, 2021
    • Enter the travel contest: click here
  • Win a five night luxury stay in Crete, Greece. The grand prize is a five night stay at the 5-star Daios Cove Luxury Resort & Villas staying in an all-inclusive deluxe junior suite plus return flights for up to 3 people. Note: travel needs to take place within 14 September to 31 October 2021, 01 April to 30 June 2022 and 14 September to 31 October 2022, subject to availability.
    • Eligibility: open to UK residents
    • End date: June 13, 2021
    • Enter the travel contest: click here
  • Win a family trip to Orlando in Florida, USA. To celebrate the launch of their new direct route from Manchester to Orlando, Aer Lingus is giving you the chance to enjoy a family holiday of a lifetime. The grand prize includes return flights for 4 from Manchester to Orlando, fully inclusive car hire for the duration of your stay, five nights accommodation in a 4-star hotel in Orlando, plus travel insurance.
    • Eligibility: open to UK residents
    • End date: May 9, 2021
    • Enter the travel contest: click here
  • Win a two night stay in Edinburgh, Scotland. The grand prize is a two-night stay for a winner and one guest at Kimpton Charlotte Square Hotel in Edinburgh, including dinner each evening and a spa treatment for two.
    • Eligibility: open to UK residents
    • End date: May 22, 2021
    • Enter the travel contest: click here
  • Win a two night stay in Glasgow, Scotland. The grand prize is a two-night stay for a winner and one guest at Kimpton Blythswood Square in Glasgow, including dinner each evening and a spa treatment for two.
    • Eligibility: open to UK residents
    • End date: May 22, 2021
    • Enter the travel contest: click here
  • Win a 10-night island-hopping tour in Scotland. The winner and a guest will set off on a 10-night, self-drive odyssey courtesy of National Geographic Traveller and McKinlay Kidd. The prize includes two nights on the Isle of Barra, two on the Uists, two on Harris, two on Lewis and two on Skye in hand-picked accommodation. The prize also includes ferry travel with CalMac for a car and two passengers.
    • Eligibility: open to UK residents
    • End date: May 13, 2021
    • Enter the travel contest: click here
  • Win a 14-night European cruise for two. The grand prize is a 14-night Princess Cruise for two, with stop-offs along the coast of France, Portugal and Spain, and with food, entertainment and 24-hour room service included.
    • Eligibility: open to UK residents
    • End date: May 13, 2021
    • Enter the travel contest: click here
  • Win a 2-night active holiday in Portugal. The grand prize is a two-night active holiday for two at Portugal’s Quinta do Lago, including breakfast, supper, a day’s membership at the health club, The Campus, and a round of golf on one of its world-class courses
    • Eligibility: open to UK residents
    • End date: May 27, 2021
    • Enter the travel contest: click here
  • Win a holiday in Cyprus. The grand prize is a three-night holiday for two at Parklane, a Luxury Collection Resort and Spa, in Limassol in Cyprus. Breakfast, supper, a spa treatment and return flights from London are included in the price.
    • Eligibility: open to UK residents
    • End date: May 6, 2021
    • Enter the travel contest: click here
  • Win a safari holiday to Kruger National Park, South Africa. The grand prize includes round trip flights, transfers and a seven night safari to Hippo Hollow Resort in Kruger National Park.
    • Eligibility: open to UK residents
    • End date: June 30, 2021
    • Enter the travel contest: click here

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49 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

    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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