Holiday Competitions

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.

lady sitting on cliff edge in jersey

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.

The Newest holiday competitions to enter:

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 an Austrian walking holiday worth £2,400

Get closer to Austria’s spectacular Lake District on an eight-night self-guided walking holiday for two.

This fantastic prize includes:

  • Eight nights in a range of 4* hotels
  • Return economy flights from the UK
  • All continental breakfasts and seven evening meals

Competition closes 1st April 2019

Win 2 flights to New York and a $500 shopping spree

For this competition, one lucky winner will win a flight to New York and get to bring a friend along. That’s not all, the winner will also get a $500 shopping spree to spend at The Mills at Jersey Gardens, which is a short drive from New York City and 10 minutes from Newark Airport. Please note accommodation is not included in this prize.
Competition closes on 26th February 2019.

Win a holiday to the Islands of São Tomé and Príncipe

To celebrate the launch of their new range of high cocoa dark chocolate bars, Divine Chocolate has teamed up with Archipelago Choice to offer one lucky winner a tropical getaway to the islands of São Tomé and Príncipe. For 10 runners up there are bundles of the new Divine Organic range to give away. Competition closes February 12th 2019.

Win a three-night luxury tree-house stay in the Cotswolds

Fancy spending 3 nights in a luxury Treehouse? The winner will be entitled to a three-night stay at Will’s Tree House in Upper Tysoe, Warwickshire. They’ll even receive a champagne welcome pack. The prize must be claimed midweek (Sunday to Thursday) and must be taken before 21 December 2019. Competition closes on 3rd March 2019.

Win a £1000 Cathay Pacific Voucher

Happy Year of the Pig! As per Chinese traditions, Cathay Pacific has filled a lucky red packet with £1,000 worth of flights and hotel. Simply fly the piglet in the Globe Trotter game to win!

Win 2 return flights to Bangkok 

Brightsun Travel is giving you the chance to win 2 premium economy return flights to Bangkok with Eva Air. To enter the competition all you need to do is watch a video and answer a simple question. Competition closes March 29th 2019.

Win a tour for two to northern Italy

Cosmos holidays are offering you and a friend the chance to soak up the atmosphere and win a place on its eight-day The Magic of the Italian Lakes tour. Competition closes on February 28th 2019.

Win a 7-day Safari in South Africa with National Geographic

Jazz FM has teamed up with National Geographic Expeditions to give you a chance to win a SEVEN DAY HOLIDAY TO SOUTH AFRICA and come face to face with some of the world’s most spectacular creatures.

Your holiday starts in Johannesburg before you spend four days looking for wildlife on safari in Kruger National Park and the Karongwe Private Game Reserve. Every trip with National Geographic Expeditions provides exclusive access to people and places and this once-in-a-lifetime trip is no different. Whilst in South Africa, you will join a lecture and safari with a researcher from the Endangered Wildlife Trust’s Cheetah Metapopulation Project, a project that is part of the Big Cats Initiative, who will share insights into the behaviour of cheetahs and other carnivores – and efforts to protect them. Competition closes February 19th 2019.

Win a magical voyage around the Caribbean on Royal Clipper for two

Enter for a chance to unwind at a five-star resort in Barbados before setting sail on the magnificent and unique Royal Clipper.

What’s included:

  • International flights from London
  • Private transfers
  • Executive Lounge access in London
  • Five night’s luxury all-inclusive stay at Sandals Barbados
  • Seven-night full board cruise aboard Royal Clipper (Category 5 cabin)

Competition closes February 17th 2019.

Win a luxury spa break to Bali 

The Perfume Shop is giving you the chance to win the ultimate relaxing holiday – a spa trip in Bali, Indonesia. This incredible prize includes flights, 7 nights in a private villa with pool and spa package for two. Competition closes February 15th 2019.

Win an action-packed festival weekend in Wales

Calling all thrill-seekers! You can win the chance to blow off some steam at Love Trails Festival, which combines music with running, adventure and wellbeing all on Gower Peninsula’s beautiful shores. Whether you want to take to the trails for a night-time run, dance to pumping party tunes or relax with some meditation, you can do it at this stunning location.

Alongside festival tickets for two the prize includes:

• A luxurious glamping tepee worth £350
• Car parking for the weekend paid for
• Shower passes each worth £15

Competition closes February 10th 2019.

Win a personalised ski holiday worth £3000

Ellis Bingham has teamed up with The North Face and bespoke ski holiday provider Ski Solutions to offer you the chance to win an exclusive personalised ski trip worth up to £3000! You choose the destination, where you want to stay, even the restaurants you want to eat at. This is your chance to win the ultimate ski trip tailored exactly to your needs. Competition closes February 28th 2019.

Win An Island Adventure With E4’s ‘Shipwrecked’

To celebrate the return of ‘Shipwrecked’, we’re offering you the chance to win your own adventure to the Cook Islands, courtesy of Trailfinders. You could win return flights for two and 12 nights in a hotel with the option to split your time between the islands of Rarotonga and Aitutaki (where Shipwrecked is filmed). Competition closes on February 17th 2019.

Win a Trek America Holiday 

Trek America want you to stop having boring holidays so they are giving you the chance to join one of their all American tours simply by filling out a quick quiz. Competition Closes February 15th 2019.

Win a 2-night Luxury Spa Break

Manor has partnered with Gaia Spa at Boringdon Hall, Devon, to offer one lucky reader and their companion a luxury spa break. The winner plus guest will experience a two-night stay at Boringdon Hall, each enjoying breakfast/brunch and dinner during their stay, a 120-minute treatment and full use of the spa facilities. Competition closes February 28th 2019.

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.

Win a holiday to Goa, India

Indian beer Kingfisher has teamed up with Karma Group to give you the opportunity to win a trip of a lifetime to India.

The prize for 2 people Includes:

  • 7 nights’ accommodation for 2 people sharing a twin or double room with a private balcony at Karma Royal Haathi Mahal, Goa
  • Return economy class flights from a UK airport

Competition closes February 25th 2019.

Win a trip to South Africa

Enter to win two tickets to Cape Town with two nights of luxury accommodation in the spectacular Grootbos nature reserve thanks to KLM. Competition closes March 3rd 2019.

Win a holiday to Dubai are giving you the opportunity to win a luxury holiday to Dubai by answering one simple question.

Prize includes:

  •  4 nights bed & breakfast for 2 people staying in an Ocean Deluxe Room
  •  Return flights with Emirates from London Heathrow to Dubai
  •  Unlimited complimentary access to Wild Wadi Water Park

Competition closes February 20th 2019.

Win a family holiday to Orlando, Florida

This Magical Prize by Metro Radio for 2 Adults and 2 Children Includes

– Flights
– Accommodation
– Car Hire
– 3 single day/single park theme park tickets to your choice of Walt Disney World, SeaWorld Orlando or Universal Orlando
– Family tickets to see Magic Orlando v New York Knicks on April 03rd
– VIP family tickets to a Newcastle Eagles game of your choice

Competition closes February 13th 2019.

Win a weekend campervan break in Scotland

One lucky reader will win a long weekend road trip from Inverness in a campervan, all thanks to The Scots Magazine and Highland Campervans just by answering a simple question. Competition closes February 12th 2019.

Win an all-inclusive holiday to St Lucia for two 

Fancy a luxury all-inclusive holiday on the beautiful island of St. Lucia? I thought so. Hotel Chocolat is offering one person to win the ultimate luxury trip including:

  • 5 nights’ accommodation for 2 people in a Luxe Lodge on our all-inclusive package
  • Return flights to Saint Lucia from London Gatwick
  • Complimentary Bean-to-Bar Experience for 2
  • Complimentary Spa Treatment per person
  • Boat Trip
  • Airport transfers in Saint Lucia

Competition closes March 31st 2019.

Win a years worth of holidays

Destinology are planning on banishing the January blues by giving you the chance to win a years worth of holidays to some of their favourite luxury resorts! The lucky winner will win –

  • 5 night family holiday to Daios Cove Luxury Resort & Villas, Crete
  • 10 night family holiday to Atlantis, The Palm Dubai and Trou Aux Biches, Beachcomber Resort & Spa , Mauritius
  • 3 night city break for 2 to New York

Pretty epic right? Competition closes February 28th 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.


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 family holiday to Los Angeles

Win a blockbuster family holiday to LA, the week-long trip will include premium economy flights, a stay in the Hilton hotel, VIP Warner Brother tour tickets as well as lots of goodies. Competition closes February 25th 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 holiday to Mauritius

Conde Nast Traveller are giving away a week-long stay at La Plantation d’Albion in Mauritius, a luxury Club Med hotel in the Indian Ocean! The prizewinner and a guest will spend seven nights in a Superior Room, with the sound of the Indian Ocean crashing just a few feet away with all food and drink included. Competition closes February 18th 2019.

Subscribe to my mailing list to receive a round up of the best competitions to your inbox each month!

* indicates required

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.