Dream Challenges have an awesome variety of charity cycle and trekking challenges for you to take on all around the world and in the UK. Whether you want to climb Mount Kilimanjaro, cycle from Canada to Mexico or even trek the Kumano Kodo Pilgrimage in Japan, 2023 and 2024 are your years to shine and we'll support you every step of the way.
46 results
Trek the sacred Kumano Kodo pilgrimage from Kyoto to Tokyo and experience the magic of Japan in all its wonder. We'll hike through the forested mountains on ancient trails connecting the three grand shrines of Kumano, with breathtaking scenery and a stunning end at the tallest waterfall in Japan.
Japan
From $8,323
Challenge level: 4 out of 5
Cycle across the tear-drop island of Sri Lanka for charity on this roller coaster of a Dream Challenge in 2023, We'll achieve an incredible feat as we cycle across all sorts of terrains, from the rainforest-like rubber growing west to the sprawling plains and white-sand beaches of the east.
Sri Lanka
From $3,516
Challenge level: 4 out of 5
Discover the rolling emerald tea fields and majestic temples of Northern Thailand on our l bike ride for heart charities. Cycling from Chiang Mai to the White Temple in Chiang Rai, we’ll tackle mighty climbs, catch our breath in the natural swimming pools of a waterfall and meet the Lahu Hill Tribe.
Thailand
From $3,148
Challenge level: 4 out of 5
Unleash your inner hero and take on the land of the dragon on our spectacular trek for children's charities. Starting from the remote town of Huangyaguan, we'll trek on and alongside the Great Wall of China through rugged, green countryside and traditional local towns to the mindblowing city of Beijing.
China
From $2,773
Challenge level: 3 out of 5
Prepare to change your life and others' as we trek together across the Jordan Desert. Venturing from the Dead Sea to Petra, we'll discover the secrets of this ancient land, sleep under a sky of stars and make a big impact for mental health.
Jordan
From $2,848
Challenge level: 4 out of 5
Want to conquer the famous Camino de Santiago Pilgrimage but don't have the time? Join our 5-day charity trek from Sarria to Santiago. Get ready to trek through an amazing mix of scenery, from sparkling sea views to ancient forests and traditional Spanish towns, for the charity of your choice.
Spain
From $2,767
Challenge level: 3 out of 5
Hike alongside Hadrian’s Wall on this enthralling time warp of a trek. Following the rustic rural trail from Solway to Wallsend, we’ll roam alongside the sea, before winding inland through fields and forest on the line of the ancient Roman landmark.
UK
From $2,099
Challenge level: 4 out of 5
Explore Argentina and Chile's magical Patagonia on a special trek set apart from others. This once-in-a-lifetime challenge gives you the chance to trek in an extraordinary mix of must-see landscapes, mountains and massifs in Patagonia.
Chile, Patagonia, Argentina
From $4,724
Challenge level: 3 out of 5
Challenge yourself for charity in the European paradise of Croatia. This literally breathtaking bike ride will take you up stunning mountains, through fairy-tale-like medieval settlements, and alongside the shimmering sea as we island-hop across the Dalmatian Coast.
Croatia
From $2,541
Challenge level: 4 out of 5
Prepare to change your life and others' as we trek together across the Jordan Desert. Venturing from the Dead Sea to Petra, we'll discover the secrets of this ancient land, sleep under a sky of stars and make a big impact for mental health.
Jordan
From $3,148
Challenge level: 4 out of 5
Cycling Challenges
If you prefer life on a bike, we’ve got you covered there too!
Experience the ancient wonders of Egypt in the best way and Cycle the Nile or join us on one of our all-time favourite cycling challenges from Vietnam to Cambodia, ending at the world-famous Angkor Wat.
In 2022 and 2023, we’ll watch out for Tanzanian wildlife and cycle a phenomenal distance on our roller coaster of a bike ride from Kilimanjaro to the Coast, finishing with an optional tour of the nearby Zanzibar Island. We'll also live the Caribbean dream cycling through the mountains, farms and time-warped towns of Cuba and relive our phenomenally successful cycle tour from Mumbai to Goa!
Europe has spectacular cycling to offer too we can't wait to ride from Italy to Slovenia and around the stunning Mediterranean island of Ibiza. And that's only to name a few...
Find your Dream Cycling ChallengeTrekking Challenges
From bucket-list mountain climbs and hiking trails to once-in-a-lifetime wildlife encounters, our treks take in an idyllic mix of iconic landmarks and remote destinations far off the tourist track.
Ever wanted to explore the untrodden paths of the Amazon Rainforest or trek the Inca Trail in Peru? How about climbing Mount Kilimanjaro or hiking in the Himalayas in Nepal and India?
Animal lovers can join us in the jungles of Borneo and meet the orangutan orphans at the Sepilok Orangutan Rehabilitation Centre or track gorillas in the Bwindi Impenetrable Rainforest in Uganda.
Whatever you’re dreaming of, you can bet we’ve got a trek that suits you better than your favourite hiking boots.
Find your Dream Trekking ChallengeUK Challenges
Fancy something closer to home? Get ready to experience the best of Britain on our expertly-planned charity challenges in the UK that can change your life in just one day.
Challenge yourself to trek Hadrian's Wall in its special 1900th anniversary year or explore the unmatched natural beauty of the Scottish Highlands on our spectacular Scottish West Highland Way Trek, finishing with an optional first class ride on the world-famous Jacobite Steam Train (aka. the Hogwarts Express).
If you'd rather see the sites of south England, why not trek in the footsteps of the Neolithic people and conquer our Glastonbury to Stonehenge Pilgrimage?
That's not even to mention our unbeatable women-only charity bike rides! Saddle up at the seaside and cycle coast to coast across the UK for three amazing cancer charities or experience the UK's largest female cycling event and Ride the Night around London!
Possibilities are endless and we can't wait to see you there!
Find your Dream UK ChallengeOverseas Charity Challenges
Are you ready to challenge yourself around the world? No matter how far you want to roam, there's no better way to explore destinations abroad than by trekking, cycling and canoeing with us!
Take on the Great Wall of China and explore the bamboozling city of Beijing, cycle through the rolling emerald tea fields of Thailand or canoe in the pristine rivers of Finland. How about trekking in Cambodia and camping at a hidden forest monastery or cycling through the wildlife-packed Western Ghats and the beautiful backwaters of Kerala?
You can join us as we trek back in time following the Inca Trail to Machu Picchu or stay in Europe and experience our idyllic cycle from Milan to Venice. With an entire planet to discover and new adventures in the pipeline, our range of overseas challenges is just getting bigger. Why miss out?
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