Ready to win a dream family adventure? Enter our Madeira family holiday competition and a thrilling trip to this famously beautiful archipelago could be yours.
Pico do Arieiro, Madeira
Just imagine, flying off to Madeira with your kids for eight days of adventure on a small group tour with Explore Worldwide.
As well as the chance to discover this stunning archipelago off the northwest coast of Africa, the lucky winning family will be spending days paddleboarding and whale watching, sailing on the Atlantic, exploring historic Funchal, riding the world-famous Monte Toboggan and more.
Madeira is a spectacular, volcanic region that’s known for its lush green landscapes, dramatic mountains and charming towns and cities. All of which the lucky winners will also be able to enjoy, because there’s plenty of downtime built into this beautifully balanced Explore adventure.
To enter the Madeira family holiday competition, just answer one question below, but first find out a little more about our partner in adventure, Explore.
Another ‘wow’ moment with Explore, Angkor Wat, Cambodia
Why adventurous families choose to travel with Explore
First established in 1981, Explore now features more than 400 holidays to 100 countries, introducing families to deep, immersive and authentic experiences of countless cultures, landscapes and communities worldwide.
No two Explore family holidays are alike; in fact they’re as varied as families themselves, and particularly suited to kids aged between 11 and 16. That said, children as young as seven are also welcome on many holidays, and the friendly Explore team are always happy to advise on the best ages for specific trips.
Perfectly paced holidays for kids
As well as a wide choice of convenient school holiday dates, Explore also gives parents the advantage of picking their own holiday pace. All family trips are graded from Relaxed with chilled mornings and dedicated pool days to Moderate, featuring less downtime, or Full-On, which includes early starts and longer days. Then there are the expert Tour Leaders who add local knowledge and understanding of a destination to every adventure, along with day-to-day support and a cool head in the event of anything unexpected.
Explore describes its family holidays as ‘horizon widening’ and, with everything on the table from exploring Ancient Greek monuments to eyeballing wildlife in Costa Rica, it’s impossible to argue with that. Plus, the immersive nature of small group adventures is very conducive to learning, which really sticks with kids, because it feels like fun. So it’s no surprise to discover that the word kids use again and again on an Explore holiday is, ‘wow’: don’t worry, parents use it a lot too.
Family Madeira Adventure, the prize in our Madeira family holiday competition is Explore at its best. Take a look
Camara de Lobos, Madeira
Enter our Madeira family holiday competition here
To enter our Madeira family holiday competition, just answer the question below. The prize is an 8-day small group Explore holiday to Madeira for a family of four (2 adults, 2 children aged 11 or older). The prize includes return flights to Madeira from London; 7-night hotel accommodation with breakfast and some other meals; local transport in Madeira and an Explore! tour leader throughout the trip. You can see the full itinerary here.
Closing date for entries is 5 May, 2026
Sorry, this competition has now closed. Please check out our competitions page for more chances to win!
Can’t wait to find out if you’ve won? Visit Explore now to see more amazing family holidays
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