If you’re craving an adventure that blends Tokyo’s futuristic skyline with its recent Olympic legacy, the Old and New Tokyo Half Day Cycling tour by Y&Y Tours offers an engaging and practical way to see the city’s rapidly evolving landscape. From Olympic venues that most travelers haven’t even heard of on TripAdvisor to the bustling Toyosu Fish Market, this small-group ride promises a fresh perspective on Tokyo’s modern face.
What draws us in? First, the well-curated itinerary offers a seamless mix of iconic Olympic sites and lesser-known local hotspots. Second, the bike-friendly route makes covering a lot of ground both accessible and fun, especially since Tokyo’s busy streets can be daunting on foot. Third, the knowledgeable guides share insights that deepen your understanding of Tokyo’s rapid transformation. A potential drawback? The weather-dependent nature of cycling means plans could shift, especially if rain hits. Still, if you love active, off-the-beaten-path experiences, this tour hits the sweet spot for travelers eager to see a different side of Tokyo.
This tour suits those who enjoy active sightseeing, curiosity about recent Olympic history, and authentic urban exploration. It’s perfect for travelers comfortable cycling with a small group, and who want a practical, well-organized overview of Tokyo’s latest developments with a local guide.
- Key Points
- The Itinerary: What to Expect on the Ride
- Starting Point: Kachidoki’s Trunk-room Quraz
- Tokyo Bay Olympic Venues
- Exploring the Waterfront and Recreational Spots
- Odaiba Marine Park and Yurikamome Station
- What We Loved About This Tour
- Considerations and Tips
- Why This Tour Is Worth It
- Frequently Asked Questions
- Final Thoughts
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Key Points

- Balance of Modern & Traditional: Combines Olympic venues and local hotspots.
- Small Group Experience: Guides focus on personalized, engaging commentary.
- Bike Convenience: Ideal for covering extensive areas quickly and comfortably.
- Weather Sensitivity: Cycling may be canceled in bad weather, with alternative arrangements.
- Accessible & Suitable: Designed for ages 11+, with clear height and weight requirements.
- Value for Money: For around $45, you get bike rental, helmet, and expert guidance.
The Itinerary: What to Expect on the Ride
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Starting Point: Kachidoki’s Trunk-room Quraz
Your adventure begins in Kachidoki, a quiet yet convenient neighborhood just a stone’s throw from central Tokyo. The meeting point is accessible via public transportation, making it easy to hop on your bike ready for the day ahead. The tour kicks off with a quick briefing and bike fitting, ensuring everyone is comfortable before hitting the streets.
Tokyo Bay Olympic Venues
This part of the tour is where you’ll get a taste of Tokyo’s recent Olympic preparations and infrastructure. The Olympic Village stands as a symbol of Tokyo’s post-Games transformation—less a tourist hotspot and more a glimpse into the city’s future urban planning. You’ll also see the Toyosu Fish Market, one of the largest seafood markets in Japan, where the lively atmosphere and fresh smells make for an authentic sensory experience.
The Ariake Arena and Tokyo Gymnastic Center are highlights for sports fans, showcasing the modern venues used during the 2020 Olympics. These structures are striking examples of Tokyo’s innovative architecture, and your guide will share insights into their design and purpose. Since these sites aren’t yet on TripAdvisor, you’ll enjoy being among the first to see them.
Exploring the Waterfront and Recreational Spots
Next, the tour moves along the waterfront, passing the Ariake Tennis Forest and the Tokyo International Cruise Terminal. These areas highlight Tokyo’s push towards integrating leisure, commerce, and transportation. You’ll appreciate the views of the Tokyo skyline and the ocean, making for some excellent photo opportunities.
Odaiba Marine Park and Yurikamome Station
The final leg takes you to the iconic Odaiba Marine Park, where panoramic views of the Rainbow Bridge and Tokyo Bay come into focus. This area is a favorite for locals and travelers alike, offering a relaxing break from the urban hustle. The tour concludes near Daiba Station, where you can easily access other parts of Tokyo via the Yurikamome transit line or hop on a sea bus, making onward travel straightforward.
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What We Loved About This Tour

Knowledgeable Guides: The guides are well-versed in Tokyo’s Olympic history and current urban projects, sharing insights that go beyond surface details. One reviewer mentioned, “Our guide was incredibly knowledgeable, making the Olympic venues come alive with stories.” They also help with bike adjustments and safety tips, which is reassuring for first-time cyclists.
Stunning Views and Unique Spots: Cycling allows you to see more in less time, and the combination of water views, sleek new venues, and bustling markets makes for a diverse visual experience. Many found the Olympic sites surprisingly accessible and fascinating, despite their recent construction.
Authentic Local Experience: Visiting Toyosu Fish Market, even just for a quick stop, offers a genuine glimpse into Tokyo’s seafood culture, far from tourist-heavy markets. The tour’s focus on recent developments gives a fresh perspective that many travelers miss when sticking to traditional sightseeing.
Practical and Affordable: For approximately $45, including bike and helmet rental plus expert guidance, this tour offers good value, especially considering the small group setting and personalized attention.
Considerations and Tips

- Weather Dependence: Cycling in Tokyo is wonderful, but rain can cancel the ride, replacing it with a tour on public transport or on foot. Check the forecast before booking.
- Minimal Baggage: The bikes do not have baskets, so travelers should carry light backpacks or messenger bags. Planning ahead for essentials is wise.
- Physical Comfort: The ride lasts about 3 hours, so comfortable clothing and suitable footwear are recommended. The guide advises riders to be between 53 inches and 75 inches tall with a max weight of 210 lbs.
- Timing & Accessibility: The tour’s short duration fits well into a busy schedule, and its central meeting point makes it easy to reach.
Why This Tour Is Worth It
This cycling tour offers a practical way to see the modern face of Tokyo alongside its recent Olympic venues, which are still fresh and exciting. The small group size fosters a relaxed atmosphere for questions and personalized insights, making it an ideal choice for curious travelers who want more than just a quick glance. You’ll love the way the guide brings to life Tokyo’s innovative architecture and urban planning, all while navigating the city’s lively waterfront areas.
Cycling through Tokyo’s streets reveals a city that seamlessly marries tradition, innovation, and leisure. The tour’s focus on recent developments means you’ll walk away with a new appreciation of Tokyo’s continuous renewal, both as a host city and a vibrant metropolis.
For those who want an active, insightful, and visually stunning experience, this tour ticks all the boxes. It’s especially suitable for travelers with a sense of adventure, a curiosity about recent Olympic history, and a desire to see Tokyo from a different angle.
Frequently Asked Questions

Is this tour suitable for children?
Yes, the minimum age is 11 years, and riders should be comfortable cycling for 3 hours. The tour is designed for active participants but is accessible for most ages within that range.
What should I bring?
A light backpack or messenger bag for personal belongings is recommended since the bikes lack baskets. Dress comfortably and wear weather-appropriate clothing.
Does the tour include food or drinks?
No, food and drinks are not included unless specified. However, the tour passes by areas where you might enjoy local snacks or refreshments after the ride.
What happens if it rains?
If the weather is poor, the cycling portion might be canceled for safety reasons. In that case, the tour will be conducted via public transportation and on foot, or you’ll be offered a different date or full refund.
How do I get to the starting point?
The meeting point is near public transportation, specifically in Kachidoki, with easy access via Tokyo’s subway system. From there, the guide will assist with bike fitting and safety instructions.
Can I bring my own bike?
The tour provides a bike rental, so bringing your own isn’t necessary. The bikes are equipped with helmets and are suitable for the specified rider height and weight.
Is the tour wheelchair accessible?
This tour involves cycling, so it may not be suitable for wheelchair users or those with mobility challenges. Check with the operator for specific accommodations.
Final Thoughts

The Old and New Tokyo Half Day Cycling tour is a solid choice for travelers eager to see Tokyo’s latest landmarks without the hustle of larger tours. It balances active exploration with insightful commentary, making it a memorable way to connect with the city’s recent Olympic history and vibrant waterfront areas.
If you’re after a practical, engaging, and uniquely local experience, this tour packs in plenty of value. It’s best suited for those who enjoy being on the move, soaking in views, and discovering Tokyo’s evolving urban landscape from a cyclist’s perspective. Whether you’re a sports enthusiast, a design lover, or simply curious about Tokyo’s future, this ride is a smart addition to your itinerary.
In summary, this tour offers a highly engaging way to explore Tokyo’s modern architecture, Olympic sites, and waterfront charm in a short time. It’s perfect for active travelers who want to see a different side of Tokyo—one that highlights its progress, innovation, and local flavor—without breaking the bank or overloading their schedule.
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