Tokyo
Tailored Tours
Private Bespoke Tokyo Tours Designed Around Your Interests
In-depth, design-led walking experiences shaped to your pace, priorities, and curiosity. Limited availability each week.
For Orgnizers, Hotels, Concierges & Travel Advisors, Introduce a guest and recieve ¥5000. View referral details
Discover how it works ↓
For Thoughtful Travelers
Designed for guests who want depth, not a checklist.
• Creatives, frequent travelers, and culturally curious guests
• Families seeking meaningful context
• Visitors with limited time who want a coherent, well-paced day
• Introductions from hotels and travel advisors
Tokyo Tailored Tours is a low-volume, referral-based service. I design each day from scratch, drawing on a background in the arts and creative direction, plus over 14 years living in Tokyo. The result is an experiential, story-driven itinerary that feels considered and unhurried, appropriate to the specific people on the tour, not a generic “best of Tokyo” loop.
Designed with a specific kind of traveler in mind.
How Your Private DayIs Designed
Every tour begins with understanding you.
1. Planning Exchange
You share interests, pace, and priorities.
2. Route Design
A coherent day is shaped around your themes, not generic touristy stops.
3. Guided Experience
Flexible pacing, thoughtful tour courses, and contextual cultural framing.
4. Follow-Up Provided
Highlights and recommendations for the rest of your stay.
Example routes below illustrate the approach ↓
Examples of Routes
Representative routes to illustrate how tours take shape.
Design to Shrine: Kuramae → Asakusa
Contemporary craft studios, coffee culture, and historic temple grounds.
Shitamachi Showa Streets
Old shopping arcades, neighborhood shrines, and local food counters.
Modern Architecture & Urban Form
Tokyo’s layered city planning, adaptive reuse, and contemporary structures.
Curated First-Time Tokyo
A coherent introduction without tourist congestion.
Each route is a deliberate structure.
Private Experience Pricing
Tours priced by duration.
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Half Day (4 hours) USD 375
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Full Day (6 hours) USD 535
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Tokyo Region (8 hours) USD 695
These base fees include:
• Advance planning exchange
• Custom route design
• Flexible pacing
• Contextual cultural insights
• Coordination support during the day
Optional expenses (transport, meals, venue entry, additional time) are separate.
How past guests have described their experience:
What Clients Say
Limited availability each week, inquire below.
“Our family spent a day with Matthew in Tokyo. He took us to well-known spots and also to off-the-beaten-path neighborhoods, coffee places, and lunch spots. He customized the day according to what we wanted to see and eat.”
Dyanne · Los Angeles, CA
“Matthew planned an amazing day for us and was thoughtful with our family, especially traveling with kids. The pacing and mix of places made the day feel special.”
Batya · Atlanta, GA
“It was a great day and Matthew was our favorite guide of the trip. He kept it fun and flexible, and told us about life in Japan and Tokyo in a relatable way that resonated with our interests.”
Olga · Washington, DC
“Matthew is the absolute best. As a professional travel advisor, I ALWAYS book my clients with Matthew on their first full day in Tokyo, he curates each tour to the client’s wishes, interests, and preferences, which makes a huge difference. Everyone I’ve ever put with him says their day with Matthew was a major highlight of their trip.”
Sharōn · Virtuoso Affiliated Travel Advisor
Request Availability & Custom Quote
Get a thoughtful response within 24 hours.
Provide a few details so we can confirm availability and outline next steps.
For Professional Introductions
Every private day begins with a considered planning exchange.
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About
I’m Matthew Moss, a Tokyo resident of more than a decade and a creative professional specializing in creative direction, art, and cultural storytelling.
My clients include design lovers, families, and frequent travelers who value clear communication, punctuality, and access to experiences beyond standard tours.
I'm also the founder & chair of Tokyo Game Bridge, an international community connecting Japanese and global game developers, artists, and creative professionals.