Challenging Bike Trips

Take on New Zealand’s Most Adventurous Cycling Trails Across the South Island

Push yourself in the rugged beauty of New Zealand with our collection of challenging bike tours. Designed for a more experienced cyclist and adventure-seeker, these trips take you deep into Aotearoa’s dramatic landscapes, offering a rewarding blend of effort and achievement.

Each day, you’ll tackle longer distances and more demanding terrain, from a few steep climbs to thrilling descents, all while surrounded by the South Island’s awe-inspiring scenery. A good level of fitness and cycling experience is essential for these bike tours, which promise not only physical challenges but also unforgettable achievements.

Our supported self-guided bike trips give you the freedom to ride at your own pace while offering peace of mind with reliable backup just a call away. With expert-planned routes while still having reliable backup whenever you need it and luggage transfers included, you can focus on the ride without worrying about the logistics.

For those who thrive on conquering climbs and covering serious miles, the South Island’s most iconic trails await. Each trail offers its own unique challenges and rewards. Gear up for an unforgettable journey —find the perfect challenging bike trip to test your limits and experience the best of New Zealand’s cycling.