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 7-day luxury trip to Barbados for two. The grand prize includes a stay at a 5* hotel including breakfast, boat tour of the beautiful island, volunteer work with SOS Rescuing Missions Of The Turtles, educational boat trip to see the turtles in their natural habitats and the gorgeous reefs, and three beautiful gifted pieces of O&P jewellery.
    • Eligibility: open to all
    • End date: August 3, 2022
    • Enter the travel contest: click here
  • Win a holiday to the Greek islands. The grand prize is an 11-day tour package taking you through Athens, Mykonos, Paros, Naxos & Santorini. It includes accommodation in a hotel as well as an expert guide, meals, and transport.
    • Eligibility: open to all (except residents of India, Belgium, Sweden, Quebec)
    • End date: May 27, 2022
    • Enter the travel contest: click here
  • Win a trip for two to Jordan. The grand prize is an 8-day tour package during which the winner and a guests will discover the beauty of Petra, soak in the healing waters of the Dead Sea, and visit Wadi Rum.
    • Eligibility: open to all (except residents of India, Belgium, Sweden, Quebec)
    • End date: May 27, 2022
    • Enter the travel contest: click here
  • Win a trip for two to Buthan. This prize from Trans Bhutan Trail consists of two places on the 9 day Trekking & Cultural East Itinerary – either as a tailor-made or group tour departure. Included in the prize are return Economy flights for two, all meals as listed in the itinerary, airport transfer, a private local guide, a free year’s membership to the Trans Bhutan Trail, including a tree planted.
    • Eligibility: open to residents of the UK, USA, Sweden & Switzerland
    • End date: May 22, 2022
    • Enter the travel contest: click here
  • Win a two night stay in Rome, Italy. The prize includes a 2-night stay in a double room (if available an upgrade to the superior room) inclusive of breakfast, a complimentary late check out until 4 pm, plus if you decide to stay an extra night, you will recieve a 25% discount on the official web rate.
    • Eligibility: open to all
    • End date: May 31, 2022
    • Enter the travel contest: click here
  • Win a two night stay in Manchester, Italy. The grand prize includes a 2-night stay at the Kimpton Clocktower Hotel, inclusive of breakfast, a complimentary Gin & Tonic trolley in your suite on arrival, plus dinner and a bottle of wine on one of the nights in The Refuge, and Complimentary parking for the duration of your stay.
    • Eligibility: open to all
    • End date: May 31, 2022
    • Enter the travel contest: click here
  • Win a trip to Antarctica. The prize includes a once-in-a-lifetime voyage to Antarctica, curated by the premiere travel company, Insider Expeditions. The winner and their guest will be flown from their city of origin to Buenos Aires, Argentina to meet the group for a welcome dinner and one-night hotel stay at a five-star property prior to beginning the journey.
    • Eligibility: open to all
    • End date: June 18, 2022
    • Enter the travel contest: click here
  • Win a three night stay in New York, USA. The grand prize includes three nights in a central New York City hotel, two three-course meals and two free drinks at Carragher’s NYC, $ 1000 USD of spending money, and two return Economy Class flights from your nearest airport to New York .
    • Eligibility: open to all
    • End date: May 23, 2022
    • Enter the travel contest: click here
  • Win a trip to Hawaii, USA. The grand prize is a round-trip, all-inclusive vacation to Waikiki for six days and five nights at a luxury hotel, including flights plus an opportunity to surf the waves.
    • Eligibility: open to residents of the UK & European Union
    • End date: May 23, 2022
    • Enter the travel contest: click here
  • Win a holiday to St Lucia. The grand prize is a four night all-inclusive stay for two adults in Ti Kaye cottage with daily maid service at Ti Kaye Resort & Spa in Saint Lucia. The prize also includes a $250 USD Visa gift card compliments of Matt’s Flights, a $250 USD gift card compliments of Daniella Shevel, and a $250 USD Visa gift card compliments of Woman’s World.
    • Eligibility: open to residents of the USA
    • End date: June 3, 2022
    • Enter the travel contest: click here
  • Win a weekend getaway to Miami, USA. The grand prize is a two night stay at the Gabriel South Beach. $900 USD is included towards travel.
    • Eligibility: open to residents of the USA
    • End date: May 9, 2022
    • Enter the travel contest: click here
  • Win a weekend getaway to Charlestone, USA. The grand prize is a three night at the Charleston Harbor Resort & Marina. $600 USD is included towards travel.
    • Eligibility: open to residents of the USA
    • End date: May 14, 2022
    • Enter the travel contest: click here
  • Win a 5 night holiday in Ibiza, Spain. The grand prize is a 5 night stay at the new The Standard Hotel. Included in the prize are return flights from London to Ibiza for two up to the value of €500.
    • Eligibility: open to UK residents
    • End date: June 9, 2022
    • Enter the travel contest: click here
  • Win a luxury holiday in the Seychelles. The grand prize is a 5 night half board stay for 2 at the Hilton Seychelles Labriz Resort & Spa in a Beachfront Villa. A private candlelit dinner is included, plus a guided beach yoga session and transfers to and from the airport in Seychelles. Note: international flights from the UK are not included.
    • Eligibility: open to UK residents
    • End date: June 6, 2022
    • Enter the travel contest: click here
  • Win an all-inclusive holiday in the Dominican Republic. The grand prize is a week-long holiday for two adults at Casa de Campo in the Dominican Republic on an all-inclusive basis. Note: international flights from the UK are not included.
    • Eligibility: open to UK residents
    • End date: May 31, 2022
    • Enter the travel contest: click here
  • Win a luxury holiday in Mauritius. The grand prize is a 7 night all-inclusive stay at Ocean V Hotel in Mauritius for two. Return flights from Gatwick Airport, and travel insurance for both passengers included.
    • Eligibility: open to UK residents
    • End date: May 15, 2022
    • Enter the travel contest: click here
  • Win a luxury holiday in the Maldives. The grand prize is a seven night holiday for two at South Palm Resort, Maldives. Plus, there’s over £1,000 of Amazon gift cards to be won every weekend starting 7 May until 30 July 2022.
    • Eligibility: open to UK residents
    • End date: July 31, 2022
    • Enter the travel contest: click here
  • Win a two night stay in Ibiza, Spain. The prize includes two nights in a Deluxe Sea View room at Nobu Hotel Ibiza Bay, with breakfast included.
    • Eligibility: open to UK residents
    • End date: June 22, 2022
    • Enter the travel contest: click here
  • Win a Costa Rica adventure for two. The grand prize is a 9-day Journey Latin America holiday for two in Costa Rica. Included are 1 night in San José, 3 nights Arenal and 3 nights Manuel Antonio on a bed & breakfast basis, transfers in Costa Rica, international flights to and from the UK, and two half-day shared excursions to Arenal and Manuel Antonio National Parks.
    • Eligibility: open to UK residents
    • End date: June 1, 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

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68 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.

    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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