Holiday Competitions 2019

Looking to travel more without spending more? I am a big advocate for entering holiday competitions to try to win a holiday. Over the past 18 months, I have won a trip to Barcelona, flights to Iceland and various other day trips. Winning holiday competitions are a great way to travel more without spending any money, and while you may not win them all (or any to start with!), it goes without saying, the more travel competitions you enter, the more chance you have.

On this page, I will round-up all the best holiday competitions I find on the internet, from city break competitions, UK holiday competitions to once in a lifetime holidays. They will all be opportunities to win a holiday, all you need to do is follow the instructions to enter and think positive thoughts.

Win a holiday competition tip: I find I have better chances with ‘effort competitions’ or ‘creative competitions’, this means competitions where you have to do more than just sign up for something for entry. The reason behind this is because fewer people enter as a lot of people cannot be bothered. The more effort you put in, the better your chance of winning.

Holiday competitions 2019:

The newest travel competitions will be at the top of the page and will be updated with new holiday competitions every other day, so be sure to bookmark this page and keep checking back. 

Please note, due to my location, most competitions will be for UK applicants, however, check the competition terms and conditions to be sure.

May the odds be ever in your favour!

Win a family holiday to Walt Disney World, Orlando

F&F at Tesco is celebrating the launch of Toy Story 4 by giving you the chance to win a VIP family holiday to Walt Disney World in Florida. Competition closes July 7th 2019.

Win a trip to St Lucia for 2

Win a trip to Saint Lucia, the beautiful Caribbean island that has it all – including flights, transfers and all-inclusive accommodation at the Coconut Bay Beach Resort for 2 people! This once in a lifetime trip has kindly been donated by Abbot Travel.  Competition closes on June 30th 2019.

Win a seven-night stay for up to 10 at a Forest Holidays cabin

Together with Forest Holidays, Tesco magazine is giving one lucky winner and up to nine guests a fabulous seven-night, self-catering break in a treehouse (sleeps 10) or Golden Oak cabin (sleeps eight) in enchanting woodland. Competition closes on July 21st.

Win an adventure holiday for two to India

Exodus Travels and Pukka Herbs are teaming up to give away one of our greatest competition prizes yet; an immersive, authentic journey deep into the soul of the mesmerising south of India. They are delighted to be able to send one winner and a friend on a 15 day adventure to India’s tropical south, where you’ll be visiting the beguiling and vibrant city of Madurai in Tamil Nadu, exploring Kerala’s old spice town of Cochin, immersing yourself into nature with a trip to a wildlife sanctuary in Periyar, and so much more. Competition closes on July 11th 2019.

Win a trip to South Africa

National Geographic and G Adventures are giving one lucky person the opportunity to win 2 spots on their Cape Town & Kruger National Park tour including flights. Competition closes on June 30th 2019.

Win a family holiday to Marrakech 

To celebrate the release of Men in Black™: International, only at cinemas, Mail Boxes ETC  giving one lucky space voyager a chance to WIN an ‘out of this universe’ trip to the exotic Marrakesh! Competition closes July 31st 2019.

Win a Toy Story adventure at Disneyland Paris 

What you will win:

  • A 2 night, 3 day holiday package to Disneyland Paris – 2 packages to be won
  • Each package is valid for 1 prize winner and up to 3 guests
  • Return transport to Disneyland Paris
  • Toy story 4 welcome pack
  • 2 nights’ accommodation at a Disney resort hotel
  • Day hopper tickets valid for entry into the Disneyland Park and Walt Disney Studios Park plus VIP fastpasses
  • 1 x character dining experience for all 4 guests at Inventions – the Disneyland Hotel
  • VIP evening shows

Competition closes on July 21st 2019

Win the ultimate Texas getaway to Dallas and Fort Worth 

Visit Dallas and Visit Fort Worth have teamed up to give two lucky people the chance to experience the Texan lifestyle and to indulge in some of the best arts, culture, BBQ and more in Texas. Competition closes September 30th 2019.


Win a stay at the Shangri-La Hotel, At The Shard, London

Conde Nast Traveller is giving away a one-night stay at the Shangri-La Hotel, At The Shard, London, the elegant sky-high spot set in one of the city’s most recognisable buildings. The winner will also win a  five-course tasting menu. Competition closes July 2nd 2019.

Win a two-night getaway in Venice for two

Flying in from London, you’ll rest for two nights in a central, 4-star hotel. From here, you’ll be perfectly positioned to discover Venice’s marble palaces, historic squares and towering Basilica, before floating along in a gondola on Venice’s most famous of glistening waterways, the Grand Canal. Competition closes on October 31st 2019.

Comping tip: Comping, if done right, can be a really lucrative as well as fun hobby. While a big part of it is done to luck, you can also increase your chances of winning big if you know what to do.

If you are planning on making comping a hobby then I recommend investing in the Super Lucky Secrets book by Di Coke (currently available in paperback and E-book). Di has bagged over £300,000 of prizes by entering prize promotions – and now you can read a hundred of her tried and tested tips on being a successful winner.

Win An Amazing Seven-Night Trip to Canada

Enter for your chance to win a 7 night holiday to Canada.
The prize includes:
· Roundtrip flights to Toronto, Canada from either London Gatwick, Manchester or Glasgow
· 7 days Intermediate motorhome hire with Canadream
· 1 night hotel accommodation in Toronto for the night before the motorhome trip commences

Competition closes on September 30th 2019.


Win a Cambodia & Vietnam Mekong River cruise

Planet Cruise has teamed up with the folks at G-Adventures to bring you the opportunity to win one of these great cruises. Imagine spending 10 days exploring Cambodia and Vietnam. Competition closes June 21st 2019.


Travel competition tip: A lot of competitions will ask you to sign up for their newsletter in order to be in with a chance of winning. To combat your inbox being filled with emails, create a new email just for comping, this way all emails will be in there and not your main email.

Win a trip to Machu Picchu

Cafe Direct is going one lucky person and a friend the chance to fly to Peru to hike Machu Picchu as well as explore the Sacred Valley. Competition closes October 31st 2019.

Win a safari holiday to Namibia for two

One lucky winner will receive:

  • 2 x Return flights from London to Namibia, courtesy of South African Airways
  • 11-night self-drive holiday for two to Namibia including accommodation and safari activities, courtesy of Imagine Travel
  • 2 x Rolling Transporter 90
  • 2 x Porter 30
  • 2 x Skarab 22
  • 2 x Ultralight Packing Cube Set
  • £10 Osprey Gift Card

Competition closes June 30th 2019.

Holiday competition tip:  For email entries, draft and save a template email with your name, email, address and telephone number, so you can fire it off quickly. Remember to leave a space for the answer.

Win a 10 night trip of a lifetime to Japan 

Win a 10 night trip to Tokyo by waxing your nose! Yep you heard me correctly, Kenashii would like you to film yourself waxing your nose then upload it to social media for everyone to see – only the bravest will win the trip of a lifetime to Japan. Competition closes 31st December 2019.

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Remember to check back weekly for new travel competitions! If you do win a holiday which you have found through a travel competition on this page then I would love to know. Please be sure to send me a tweet at @yokomeshiuk so I can find out all about your win and next adventure.

Travel competitions I have won:

Return flights for two to Iceland with Wow Air – won via a tweet saying where I would like to go.

An all-inclusive city break to Barcelona with spending money – Creative competition with a photo.

An eco-friendly travel accessories gift bag worth over £50 – Guessing a destination on Instagram.

Tickets to a beer festival in Germany plus exclusive camping – Answering a question via Instagram.