Japan is one of the world’s most rewarding cycling destinations, offering safe roads, stunning landscapes, and a culture that warmly welcomes cyclists. With Connect Sport, your cycling journey goes far beyond a standard holiday. Each tour is designed for intermediate to advanced riders, combining physical challenge with authentic Japanese experiences.

Here are some of the best regions to explore on two wheels.

1. Nagano Prefecture – Mountains, Culture and Alpine Passes

Nagano is home to some of Japan’s most breathtaking alpine cycling. From the historic streets of Matsumoto to the mountain scenery of Hakuba, this region blends cultural highlights with demanding rides.

The terrain here features long ascents, rewarding descents, and crisp mountain air — perfect for cyclists seeking a serious challenge. Add in the region’s castles, temples, and onsen towns, and Nagano offers the complete cycling adventure.

2. Yamanashi Prefecture – The Foothills of Mt Fuji

On one side of Japan’s most iconic peak lies Yamanashi Prefecture, where cyclists can ride through fruit orchards, vineyards, and rolling countryside, all with Mt Fuji towering in the background.

This area provides a mix of endurance riding and climbing, with routes that showcase the mountain from unique perspectives. For riders seeking both beauty and challenge, Yamanashi is an unforgettable experience.

3. Shizuoka Prefecture – Coastal Views of Mt Fuji

The other side of Mt Fuji is in Shizuoka Prefecture, where the mountain rises above tea fields and stretches of dramatic coastline.

Cycling here means tackling coastal climbs and scenic endurance routes, often with Fuji in sight. It’s the perfect complement to Yamanashi, offering a different angle on Japan’s most famous landmark.

4. Izu Peninsula – Coastal Roads and Volcanic Landscapes

The Izu Peninsula is a favourite among Japanese cyclists thanks to its rugged coastal roads and volcanic scenery. Routes wind past fishing villages, seaside cliffs, and hot spring towns, offering both challenge and reward.

This region is ideal for riders who want to push themselves on steep terrain while enjoying some of Japan’s most dramatic coastal landscapes.

5. Ehime & Hiroshima Prefectures – The Shimanami Kaido

The Shimanami Kaido is Japan’s most famous cycling route, stretching across six islands in the Seto Inland Sea. Starting in Ehime Prefecture and connecting to Hiroshima by ferry, it combines endurance riding with unforgettable views of ocean and bridges.

This ride blends physical effort with cultural depth, with the chance to stop in small island communities along the way. Hiroshima itself offers history and reflection, making this tour both scenic and meaningful.

6. Okinawa Prefecture – A Subtropical Cycling Escape

Further south, Okinawa Prefecture provides a completely different cycling experience. Known as a subtropical paradise, it offers warm weather, beautiful coastlines, and cultural heritage unlike anywhere else in Japan.

Cycling here takes you past beaches, historical sites, and towns known as the birthplace of karate. It’s a region where physical challenge meets relaxation, making Okinawa a unique highlight of Japan cycling tours.

Why Choose a Guided Japan Cycling Tour?

Cycling in Japan is possible on your own, but guided tours make the experience smoother and more rewarding. With Connect Sport, you can expect:

  • Seamless logistics – Accommodation, meals, and luggage transfers are arranged.
  • Expert guidance – Local knowledge brings each region’s culture and history to life.
  • Support and safety – From mechanical help to support vehicles, you’re never left on your own.
  • Tailored rides – Routes designed specifically for intermediate and advanced riders.

FAQs About Japan Cycling Tours

When is the best time to cycle in Japan?

Spring (March–May) and autumn (September–November) are the most popular times for cycling. Some regions, like Okinawa, can also be enjoyed in winter thanks to their subtropical climate.

Do I need to bring my own bike?

Not always. High-quality bike hire is available on many tours, though experienced riders may choose to bring their own.

What fitness level is required?

Connect Sport’s tours are designed for intermediate to advanced cyclists. Expect challenging routes with climbs and longer distances.

Plan Your Cycling Adventure with Connect Sport

From the alpine passes of Nagano to the subtropical coasts of Okinawa, a Japan Cycling Tour is the ultimate way to explore the country. At Connect Sport, every tour is carefully crafted for riders who want more than just a holiday — they want an adventure.

Ready to ride? Explore our Japan Cycling Tours or contact us today to start planning your cycling journey.