Boutique guided cycling tours — Japan & Europe

Experience the world on two wheels

For over nine years we've been guiding small groups through breathtaking landscapes — creating memories that last a lifetime. Join us and discover the joy of cycle touring.

Explore our tours

Your journey starts here.

At Rides of a Lifetime, we believe the best cycling adventures are about far more than simply riding a bike. They are about discovering extraordinary places, immersing yourself in different cultures, sharing unforgettable moments with like-minded people, and experiencing the landscapes, food, history, and spirit that make each destination truly unique.

For over nine years, we have curated exceptional small-group cycling journeys to some of the world's most inspiring destinations. Every tour is thoughtfully designed to combine incredible riding with authentic cultural experiences, stunning scenery, outstanding local cuisine, and the opportunity to travel at a pace that allows you to genuinely connect with the places you visit.

Our tours are not races, and they are not about elite performance. They are about adventure, exploration, laughter, connection, and creating lifelong memories — both on and off the bike. Whether it's riding through quiet countryside villages, exploring historic towns, sharing local meals, or discovering hidden gems away from the tourist crowds, every Rides of a Lifetime journey is designed to be personal, immersive, and unforgettable.

We intentionally keep our groups small to ensure every tour feels welcoming, relaxed, and highly personalised. Many of our guests travel with us time and time again, and much of our growth over the years has come through word of mouth and lasting friendships formed along the way.

Whether you are an experienced cyclist or simply someone with a sense of adventure and a love for meaningful travel, we invite you to discover where your next Rides of a Lifetime journey could take you.

Our Upcoming Adventures.

We invite you to join us on our next unforgettable cycling adventure. From the vibrant culture and breathtaking landscapes of Japan to the timeless charm and storybook beauty of the Czech Republic, every Rides of a Lifetime journey is thoughtfully crafted to deliver far more than just a cycling holiday. Discover extraordinary destinations, immerse yourself in local culture, share incredible food and experiences, and create memories that will stay with you long after the journey ends. Your next great adventure awaits.

SOLD OUT

Japan tour 2026

Explore the stunning landscapes and rich culture of Japan on our highly anticipated 2026 tour.

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Japan tour 2027

Another chance to experience the magic of Japan with our expertly guided cycle tour in 2027. Cycle Kyoto to Wakayama, September 27 – October 6, 2027. From $9,300 NZD.

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Czech Republic 2028

Discover the historical beauty and scenic routes of the Czech Republic in 2028.

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Past adventures

We've explored Australia, Italy, France, and Japan. See where we've been and what makes our tours special.

View past tours
Rider at the Passo del Mortirolo, Italy
Riders at the Passo Gavia, Italy

About Rides of a Lifetime

Rides of a Lifetime began with a simple passion — a love of cycling, adventure, and discovering the world in a more meaningful way. What started as a shared vision between like-minded travellers has grown into a boutique New Zealand-based cycling tour company dedicated to creating unforgettable experiences in some of the world's most inspiring destinations.

For over nine years, from our home in Auckland, New Zealand, we have been carefully curating small-group cycling journeys that combine incredible riding with authentic cultural immersion, stunning landscapes, local food and wine, and genuine connection with the places and people we encounter along the way.

What truly sets us apart is our commitment to quality over quantity. We intentionally keep our groups small, allowing us to create a welcoming and highly personalised experience for every guest.

Learn about us

Our adventures, your stories

We are dedicated to providing experiences that go beyond cycling, creating cherished memories and lifelong friendships. See a glimpse of the incredible moments our riders have shared.

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“The Japan tour with Rides of a Lifetime was absolutely incredible. Every detail was perfectly planned, and the cycling was magnificent!”

Sarah M.

“After touring Italy and France with them, I wouldn't choose anyone else. Rides of a Lifetime delivers an experience like no other.”

David P.

“The upcoming Czech Republic tour sounds amazing! I can't wait to book my spot. This company truly offers rides of a lifetime.”

Emily R.