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Holiday Competitions
Life is hard – more so recently than ever! You deserve a break and with these holiday competitions, you will have the chance to win a holiday free of charge!
We have the full range of travel competitions, from short weekend breaks based in the UK to exotic ‘once in a lifetime’ luxury getaways. Going away with the family is an expensive ordeal. With the listings below you can win a family holiday - the opportunity to experience places that you would otherwise only dream of visiting and make lasting memories together.
Holidays and trips are some of the most popular (and valuable!) prizes. Here are all the holiday competitions currently available – run only by reliable and trustworthy websites.
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UK HolidaysWin round trip flights, transfers and a 7 night all-inclusive holiday to The Club Barbados Resort and Spa.
Located on the west coast of Barbados, The Club is an all-inclusive resort exclusively for adults who want to escape to pure luxury. With fine dining, drinks, water sports and entertainment all included in your package, you don’t need to worry about a thing. This luxurious and intimate backdrop is the perfect location for a holiday of a lifetime with unbeatable amenities and outstanding service. You will be spoilt for choice when it comes to exquisite food and bars, don’t miss the Rum Shop Bar for your chance to sample the famous Barbadian favourite.
You can win a trip to Cornwall for two people including two nights in the stunning Watergate Bay Hotel in Newquay, with breakfast each morning. You’ll have access to the sauna, spa, pool and hot tub and win £150 spending money. Simply answer the question below correctly to enter.
You could win a nine-night stay for two people with Journeyscape, exploring Atlanta, Nashville and New Orleans.
The prize includes accommodation, international return flights with 23kg checked baggage per person, flight from Nashville to New Orleans and car hire in the USA. Simply enter your details below for a chance to win.
Join the Tiptoe Reykjavík Challenge and receive our insider Top Tips and a curated map to help you wander and notice the details many visitors quietly pass by.
As a thank you, you’ll be automatically entered into our prize draw on 31 August 2026 for the chance to win an unforgettable trip for two to Reykjavík.
Two economy-class round-trip tickets with Icelandair, two nights' accommodation at Grandi by Center Hotels with breakfast, complimentary access to the Grandi Spa, and one three-course à la carte dinner for two at Restaurant Grandi.
