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 holiday to Japan 

To celebrate Itsu’s limited edition Japanese Sashimi Salad, they have partnered up with Japan Airlines to give away a pair of Premium Economy return flights London to Tokyo and 5 nights accommodation at the Grand Nikko Tokyo Daiba. Competition closes April 30th 2019.

Win a luxury break to Paris 

This is your chance to win a stay in one of the world’s most stunning cities. Travel with Eurostar, stay a night at the Shangri-La Hotel, Paris and dine at its two-Michelin-star restaurant. The winner and guest will travel in Eurostar comfort to the luxurious Shangri-La Hotel, Paris. A former palace that was once the home of Prince Roland Bonaparte, grand-nephew of Napoleon, the hotel building is an example of the finest classical French design. Competition closes on April 24th 2019.

Win a trip to Iceland 

Arctic Adventures has partnered with the Science Museum to give you a chance to win a 6-day tour for 2 people around Iceland’s ring road.

The tour includes:
–  A guided tour around the ring road of Iceland
–  A Glacier hiking tour
–  Whale watching tour
–  5 night accommodation with breakfast
& many more amazing sights and locations around Iceland.

Competition closes May 6th 2019

Win two tickets to Glastonbury Festival 

Missed out on the chance to buy Glastonbury tickets? Do not worry just yet, Great Western Railway is giving away two full festival tickets as well as return train travel to the big event. Competition closes May 6th 2019.

Win 7 Nights in Antigua for Antigua Carnival

The prize is 7 nights accommodation in a popular 3-star hotel with great reviews.  The winner can choose 7 nights between 25th July – 6th August, please note that flights are not included. Competition closes May 4th 2019.

Win a trip to Indonesia to witness the release of an Orangutan back into the wild 

The prize is a trip to Indonesia to experience the release of an orangutan. The winners will join the group of winners from seven countries. The release will be witnessed from a boat, in order to remove the difficulties associated with quarantine regulations. The prize is for one person, and includes the following:

– 1 x 2 Round Trip tickets from the winner’s nearest international airport to Jakarta;
1 x 2 Outward flight tickets from Jakarta to Balikpapan;
1 x 2 Outward flight tickets from Balikpapan to Palangka Raya;
1 x 2 Outward flight tickets from Palangka Raya to Jakarta;
All related costs of the release of an orangutan on Salat Island and all accommodation costs, transportation cost and expenses for trip-related meals during the journey. Competition closes June 1st 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 a family holiday to Disneyland Paris plus return transport and accommodation

Roar with delight for The Lion King & Jungle Festival at Disneyland Paris from 30th June – 22nd September 2019. You’ll enjoy vibrant new shows and immersive experiences, as well as meet and greets with beloved characters from The Lion King and The Jungle Book.

The prize includes:

  • Return transport to Disneyland® Paris
  • Two nights’ accommodation at a Disney Hotel
  • Meal vouchers for all four guests
  • A three day Park Hopper ticket for each guest valid for entry in Disneyland Park and Walt Disney Studios Park plus VIP FastPasses

Competition closes May 2nd 2019.

Win a gin experience for two in Harrogate

Slingsby are giving you the chance to win a Master Distiller Experience for two with an overnight stay at Hotel Du Vin, Harrogate.  Select your botanicals with the guidance of the Slingsby experts, distil on one of their mini copper stills and bottle with your very own personalised label to take home.

Following the experience, you will then enjoy an overnight stay at Hotel Du Vin situated on Prospect Place overlooking the Stray. They have also thrown in Breakfast for two which can be enjoyed in the hotel’s restaurant or al fresco in the courtyard. Competition closes April 25th 2019.

Win a trip to L.A for two 

Win the trip of a lifetime to L.A. for you and a plus one. The prize includes flights, airport transfers and 4 nights’ accommodation. You will also get an exclusive experience at the JustFab HQ, outfits for day and night from JustFab, $500 cash to splash & amazing goodies from our partners : a Spa Day experience at Glen Ivy Hot Springs, innovative skin care products from Pathology, a full makeup set from 3INA to get your glow on, a glamorous set from Hello Body and printed photos from Lalala to print your best souvenirs. Competition closes on April 30th 2019.

Win an all-inclusive holiday to the Maldives 

The prize is a seven-night holiday for two people, sharing a Beach Bungalow at Diamonds Thudufushi in the Maldives on an all-inclusive basis including return flights from London and transfers in resort. Competition closes on May 31st 2019.

Win a holiday to Ibiza have teamed up with 2018 ‘The Apprentice’ winner Sian Gabbidon and her luxury swimwear brand to give you the opportunity to win a holiday to Ibiza! You’ll celebrate summer in style at one of the world’s most popular pool party destinations, famous for its glorious sunshine, stunning beaches and vibrant night scene. Competition closes on April 30th 2019.

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 five-day Californian wine adventure

Waitrose has teamed up with award-winning luxury specialists Abercrombie & Kent to give away a stellar prize for two that includes return flights with British Airways, deluxe accommodation, car hire and two one-day Wine Road passes, with access to tastings at 60 wineries. Your adventure will begin with the scenic drive to Sonoma County, where you’ll stay for two nights at Bodega Bay Lodge, a coastal retreat on the rugged Pacific coastline. Just an hour from the Golden Gate Bridge, with the panoramic view over the bay, this is accommodation at its best. Competition closes April 24th 2019.

Win a holiday to Charleston, South Carolina 

The prizewinner and a guest will spend five nights on a bed-and-breakfast basis at the nautical-inspired Beach Club hotel, right on the waterfront of the harbour. Stay in a King Harborview Deluxe room with your own balcony to take in views of the city’s skyline. Direct flights from London Heathrow with British Airways within the specified time period are included, as the airline launches a new direct service to Charleston in April 2019. Competition closes on May 29th 2019.

Win a cycling tour of Bordeaux

Lonely Planet has teamed up with the cycling-holiday specialist BSpoke Tours to offer you and a guest the chance to win a four-night self-guided cycling holiday to the Unesco World Heritage city of Bordeaux and nearby wine regions.

The Prize includes:

  • Two return economy flights from London to Bordeaux
  • Four nights’ accommodation in a twin or double room, breakfast included (two nights in Bordeaux at Hôtel de Sèze, two nights in Libourne at La Tour du Vieux Port)
  • Self-guided cycling tour for two, equipment provided including touring bikes, route notes and GPS guides
  • Transfers to/from hotels, luggage transfers

Competition closes on May 12th 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.


Win an unforgettable trip to Antarctica

Courtesy of Intrepid Travel, the winner will embark on the trip of a lifetime to Antarctica, joining a 10-day Antarctic Explorer voyage from 8-17 March 2020. Return flights from their nearest UK airport are covered within the prize. The trip includes nine breakfasts, eight lunches and nine dinners aboard the expedition ship, the Ocean Endeavour. Competition closes April 30th 2019.

Win a 5-night stay in Barcelona

Conde Nast Traveller is giving away a trip to bustling Barcelona in Spain. The lucky winner and their guest will get to spend five nights at The One Barcelona, situated in the city’s cool Eixample neighbourhood. Just one block from the well-known shopping street, Passeig de Gràcia, this spot is in a great part of town – without the hustle and bustle on your doorstep, but in walking distance from some of the city’s best shops, cafés and bars. A tailored massage in the Despacio Spa is included in the prize, as is a candlelit dinner at the hotel’s restaurant. Competition closes on April 27th 2019.

Win a 7-night stay for 2 in Cyprus or Greece

The National Wedding Show is offering the chance to one lucky couple to win a 7-night stay for 2 at any 4* Hotel featured on in Cyprus or Greece. You might be newly engaged or already married and enjoying wedded bliss. In fact, you might not be getting married yourself, you could be the chief bridesmaid, mother of the bride/groom or anyone else who’s involved in the wedding planning. Competition closes on May 1st 2019.

Win a trekking adventure with Yellowwood adventures worth £1700!

Yellowwood Adventures have teamed up with Active Traveller to offer the chance to win a fantastic adventure trek to Ethiopia, Kyrgyzstan, Iran, Mongolia or Kashmir. The lucky winner will receive a YellowWood adventure of their choice with a value of up to £1,700. Competition closes on 20th May 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 trip to Tokyo 

Hawkins and Brimble are sending one lucky winner on a trip of a lifetime to Japan.

Taken from the Hawkin and Brimble website:

Touchdown in Tokyo and ‘Breakthru’ as you go faster than ‘the speed of light’ on a bullet train to the stunning town of Osaka! Feel like the fifth band member of the band as you check in for an overnight stay in the exclusive ‘Rockstar Hotel’ and sleep in a room decorated with a painting of Freddie himself!

You’ll also get the rockstar treatment and feel as though you’re ‘Made In Heaven’ as you enjoy a luxurious session at a top spa! Head back to Tokyo and take your seats for traditional Japanese tea in the same hotel gardens that Queen visited during their 1975 tour with mind-blowing views of the legendary Tokyo Tower! Then, ‘Break Free’ as you bring your favourite Queen songs to life at an iconic karaoke bar, before asking ‘is this the real life’ as you witness the ultimate live performance with a concert at the iconic Nippon Budokan where Queen performed their epic live gig in 1975!

Competition closes May 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.