Multi-day Guided Cycling Tours in Japan’s Countryside
Experience the culture, the food and the amazing cycling on one of our top-class cycling itineraries. Based in Japan we are a local company that offers our guests authentic and professional guided cycling tours in some of Japans most beautiful regions. Welcome to We Ride Japan!

2026 Tours
Gear up for an incredible road cycling tour that traverses both Shikoku and Kyushu islands in southwestern Japan. This trip offers so much diversity, from the stunning islands and fishing villages of the inland sea to the deep river valleys and ancient temples of Shikoku, culminating in the volcanic landscapes of the Kyushu highlands.
Duration: 10 days / 9 nights
Difficulty level: 3/5 (moderate to challenging)
Price: JPY 625,000
Book early and receive a 5% discount!
2026 Dates:
April 21 – 30 (G)
September 15 – 24(G)
November 1 – 10 (G)
For 2026, we’ve added an extra day to our already fantastic Seto Inland Sea tour to make the experience even better.
Embark on an immersive cycling journey through the picturesque Shikoku region in southern Japan. Traverse the islands of the Inland Sea via the stunning Shimanami Kaido, and ride the quintessential rural roads of Shikoku—through beautiful river valleys and along rugged coastlines. This guided cycling adventure offers a unique opportunity to experience the authentic essence of Japan, delving deeper into its rich history and culture.
Duration: 10 Days / 9 Nights
Difficulty level: 2/5 (moderate)
Price: JPY 605,000
Book early and receive a 5% discount!
2026 Dates:
April 8 – 17 (G)
May 26 – June 04 (G)
September 02 – 11 (G)
September 28 – October 7 (G)
November 15 – 24 (G)
2025 Tours
Gear up for an incredible road cycling tour that traverses both Shikoku and Kyushu islands in southwestern Japan. This trip offers so much diversity, from the stunning islands and fishing villages of the inland sea to the deep river valleys and ancient temples of Shikoku, culminating in the volcanic landscapes of the Kyushu highlands.
Duration: 10 days / 9 nights
Difficulty level: 3/5 (moderate to challenging)
Price: JPY 605,000
Book early and receive a 5% discount!
2025 Dates:
May 13 – 22 Fully Booked (waitlist available)
September 22 – October 01 1 Seat left!!
October 20 – 29 Fully Booked (waitlist available)
Embark on an immersive cycling tour of the picturesque Shikoku region in southern Japan. Traverse the islands of the inland sea on the stunning Shimanami Kaido and cycle the quintessential rural roads of Shikoku, through beautiful river valleys and along rugged coastlines. This guided cycling adventure offers a unique opportunity to witness the authentic essence of Japan, delving deeper into its rich history and culture.
Duration: 9 Days / 8 Nights
Difficulty level: 2/5 (moderate)
Price: JPY 550,000
Book early and receive a 5% discount!
2025 Dates:
March 28 – April 5th Fully Booked
April 14 – 22 Fully Booked
May 27 – June 04 1 Seat left!!
September 08 – 16 2 Seats left
October 06 – 14 Fully Booked (waitlist available)
November 03 – 11 Fully Booked (waitlist available)
Looking for a shorter trip?
James Brugger2025-04-21Trustindex verifies that the original source of the review is Google. I can't say enough about We Ride Japan. It is hands down the best cycling trip I have been on. Every aspect of the trip was crafted to provide the riders with the best of Japan's culture, food, and scenery. Eileen Eberhart2025-04-21Trustindex verifies that the original source of the review is Google. In March 2025, my husband and I went on a 9-day ride with We Ride Japan. It was our first trip to Japan. I can't imagine a better introduction to the country than the We Ride Japan tour. The scenery was breathtaking, and the guides took pains to keep us safe and informed about the places we were seeing, the people we were meeting, and Japanese customs. We have taken many bike trips throughout the world but I think this one was the best. I highly recommend We Ride Japan. Leni Ceekay2025-04-18Trustindex verifies that the original source of the review is Google. Exceptional cycling experience with We Ride Japan. Best cycling routes along the Seto water, the mountains with the beautiful cherry blossoms, temples and shrines, scenic rural and countrysides. Excellent accommodations and exposure to Japanese culture and cuisines. Very professional, caring and nicest staff. Thank you Will, Tami, Yu and Tomo! You’re the best! K B2025-04-14Trustindex verifies that the original source of the review is Google. Lucky enough to be retired having enjoyed dozens of organized international bicycling trips. While each is unique & special in their own way I found w We Ride Japan cycling Shikoku the very best of the best in so many ways - the culture, landscape, cuisine, cycling friendly routes, local knowledge, safety, support, coordination of logistics, weather, balance of free & group time. The We Ride Japan team has truly created a most perfect experience for cyclists ! Arigato! Thank you! Monica Jenicek2025-04-12Trustindex verifies that the original source of the review is Google. The Shikokou tour was superlative in every respect from route selection, ride description, accommodation, food, transfers, scenery, bike quality, ease of administration details like payments, and more. Tammie and Will run an unparalleled tour. Can’t say enough good things about this trip. Pamela Kelly2025-04-12Trustindex verifies that the original source of the review is Google. Absolutely a total cultural experience not to miss! Great, beautiful, well thought out rides, wonderful food, great accommodations. Could not have been better! Thanks Tamie and Will!! Hope to see you again! Liz Walton2024-12-05Trustindex verifies that the original source of the review is Google. What a wonderful trip! It offered great variety in the cycling terrain and route; the landscape (rural and urban); lodging; food; culture; architecture; and more. The entire We Ride Japan staff were friendly, capable, knowledgeable, and so helpful in so many ways--each was a great ambassador for Japan. Making it even better, the bikes were perfect for the conditions and very well maintained. I HIGHLY recommend this tour. Doug Walker2024-11-23Trustindex verifies that the original source of the review is Google. We had a fantastic experience riding with We Ride Japan on the Seto Inland Sea and Shikoku Island Ride. The biking is wonderful with beautiful scenery, smooth pavement and nearly no traffic. Will and Tamie have put together a cultural agenda introducing you to Japan. I especially enjoyed meeting Nami and Ryuji who helped us with the nuances of Japanese cuisine. There was a variety of accommodation both Japanese and Western style. Bob Hodgson2024-11-23Trustindex verifies that the original source of the review is Google. We have done a number of overseas rides in recent years and I rate this one very highly. The ride distances were very managable for the average rider leaving plenty of time available to explore and indulge in the local culture. Evening meal choices (food and locations) were varied and excellent as was the accommodation. Will, Tamie, Nami and Ryuji were very knowledgable and always helpful. If you are planning a riding trip to Japan this company won't disappoint. Michael Faherty2024-11-04Trustindex verifies that the original source of the review is Google. I've just returned from a fantastic 11 day cycle experience with Will, Tami and Ryuji of 'We Ride Japan' and highly recommend Will and his team to anyone contemplating a similar cycle tour. Every aspect of the tour was well organized and perfectly executed, not just meeting my expectations but exceeding all of them. Will and his team obviously know southern Japan very well, being Tami's 'home ground' so to speak. The chosen routes were well thought out and perfectly suited to our group and the choice of accommodation and places to eat were all excellent. I enjoyed every fun-filled moment. I feel I not only had a very memorable trip but had a unique experience with Will and Tami giving our group a great insight into Japan that I feel not a lot of other tourists get.
Why travel with us?



Local connections
Working closely with local businesses, tourism boards and councils through our work in regional tourism development, we offer our guests authentic and sustainable experiences utilizing our extensive network.
All of guided cycling tours in Japan include unique local experiences allowing our guests opportunites to form deeper connections with region they travel in and locals they meet.
Our Values
We are passionate about cycling and ethical travel and feel strongly that a cycling holiday can be a very sustainable travel product.
- Professionaly designed and operated itineraries
- Local and professional guides
- Amazing experiences on and off the bike
Experience and passion
We bring a ton of experience to our tours through years of work in the cycle and tourism industries. To add to this experience our passion for cycling and the regions we tour in comes accross in our unique itineraries.