Find your perfect experience!

Quiz intro
Answer a few quick questions, and we'll match you with experiences tailored to your interests, travel style, and how you want to explore.
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QUESTION 1
What kind of experience makes a trip unforgettable for you?
QUESTION 2
Who are you traveling with?
QUESTION 3
What is the first thing that you look for when arriving in a new city?
QUESTION 4
How do you want to experience the city’s atmosphere?
QUESTION 5
How much time do you have to explore?
QUESTION 6
What kind of local connection excites you most?
Results
Tokyo experiences!
Based on your travel style, these are our top picks for you.
Best Matches:
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Experience Tokyo
Beyond the Guidebooks

Go beyond sightseeing—uncover hidden corners, untold stories, and experience the city in a way most travelers never do.

FIND YOUR PERFECT EXPERIENCE
Don't forget to carry your passport with you to enjoy tax free shopping at many participating establishments!

Top Tokyo Experiences

Your Personalized 4-Hour Tokyo Discovery: Explore, Taste & Wander

Tokyo, Your Way: A Personalized 4-Hour Exploration

$130 per person
4 hours

Tokyo, Your Way: A Personalized 4-Hour Exploration

$130 per person
4 hours
Experience Tokyo your way—where ancient temples meet neon-lit streets. Your local host curates every stop to reflect your unique interests.
Discover Your Tokyo: A Full Day, Your Way

Discover Your Tokyo: A Full Day, Your Way

$240 per person
8 hours

Discover Your Tokyo: A Full Day, Your Way

$240 per person
8 hours
From ancient shrines to buzzing backstreets, explore Tokyo at your pace. Your host curates a seamless day shaped entirely around your interests.
Your Perfect First Day in Tokyo: Icons, Hidden Gems & Local Tips

Your Perfect First Day in Tokyo: Icons, Hidden Gems & Local Tips

$102.5 per person
3 hours

Your Perfect First Day in Tokyo: Icons, Hidden Gems & Local Tips

$102.5 per person
3 hours
Begin your Tokyo journey with iconic sights, hidden gems, and expert tips from your host, making the city feel familiar from day one.
Eat Like a Tokyoite: Your 3-Hour Izakaya Crawl in Nakano

Eat Like a Tokyoite: Your 3-Hour Izakaya Crawl in Nakano

$157.5 per person
3 hours

Eat Like a Tokyoite: Your 3-Hour Izakaya Crawl in Nakano

$157.5 per person
3 hours
Uncover Nakano’s authentic culinary scene as you explore lively backstreets and hidden izakayas. This tailored food adventure connects you to Tokyo’s
Essential Tokyo: Famous Sights & Local Secrets

Essential Tokyo: Famous Sights & Local Secrets

$240 per person
8 hours

Essential Tokyo: Famous Sights & Local Secrets

$240 per person
8 hours
See Tokyo’s must-sees—Shibuya, Asakusa, Meiji Shrine—but with smart local detours to experience them beyond the tourist crowds.

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Find your perfect experience here.
No scripts. No crowds. Just an experience built around you.

How Personalization Works

All experiences are tailored to you—choose what excites you most.

Pick Your Experience

Browse and choose an experience that excites you—whether it’s hidden gems, local food, or cultural insights.

Share Your Interests

After booking, answer a few quick questions about your travel style and preferences so we can match you with the perfect host.

Connect & Customize

Chat with your host, discuss your interests, and fine-tune the experience before your adventure begins.
Want a sneak peek? View a sample questionnaire
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VIEW THE STEPS

Our Experiences

From hidden streets to well-known highlights—each one shaped by a local and tailored to you

Show prices based on:
Adults (Aged 13+)
Children (Up to 12 years old)
Pre-Trip Planning Session

Tokyo trip planning video call

Tokyo trip planning video call

Video chat or email with a local to plan your perfect trip or get answers to all your questions

$25 per person
30-90 minutes
5 (3)
Eat Like a Tokyoite: Your 3-Hour Izakaya Crawl in Nakano
Local Food & Drink Tastings

Eat Like a Tokyoite: Your 3-Hour Izakaya Crawl in Nakano

Eat Like a Tokyoite: Your 3-Hour Izakaya Crawl in Nakano

Uncover Nakano’s authentic culinary scene as you explore lively backstreets and hidden izakayas. This tailored food adventure connects you to Tokyo’s

$157.5 per person
3 hours
5 (204)
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Real Stories, Real Connections

See our hosts and guests creating memories

GYGRFVM7ZWAN_host_Noriko_Takata_DayTriptoKawagoe_Tokyo

GYGRFVM7ZWAN_host_Noriko_Takata_DayTriptoKawagoe_Tokyo

What Our Travelers Think

Alice Mar 2025

We had a wonderful time walking and seeing so many different areas of the city. I highly recommend it.

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Terry Mar 2025

I had a wonder time with Amir on a solo tour. He was as accommodating as could be, starting with picking me up at my hotel and explaining how to use the train and subway system during the rest of my stay in Tokyo. At my request, we started off my sight-seeing in Yanaka, which is one of the oldest parts of the city. The pedestrian streets were wonderful and I was impressed with how Amir knew all the little shops and alleys and even showed me his favorite hidden gem of a place for coffee. I was lucky enough to be in Tokyo for Sakura, the peak time for cherry blossoms. Amir knew the best spots to see them without being overwhelmed by too many tourists trying to see them at the same time. Although Amir is not born and bred Japanese, he is married to a Japanese woman and understands the culture very well. We chattered so much about all sorts of topics during my tour that by the end I felt I had not only learned a great deal about Japan but also had gained a new friend.

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Julia Mar 2025

Two days ago, we went on a walking city tour with Chiara. Despite the heavy rain, she made the experience truly exceptional. We managed to complete our list of things we wanted to see and even added some suggestions from Chiara along the way. She is professional, fun, and an all-around wonderful person. Book a day tour with her now; you won’t regret it.

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Leslie Mar 2025

My tour with Veronica was wonderful. She walked me to so many wonderful sights, showed me how to take the trains around town and where to buy goodies to take home. She was full of information. Not only did she educate me on the proper way to enter and leave a shrine but she explained why. It was 4 hours worth every minute! Highly recommend her as a guide!

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Marian Mar 2025

It was nice trip, very well organised by Brewster. Good fun, good job.

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Denise Mar 2025

Enjoyed shopping for lunch at the food hall. Aya explained what all the food items were. We really enjoyed our picnic - all the different dishes were amazing. Aya was happy to take photos for us at all the different spots that we visited. Aya is definitely a people person and is the right person for the job.

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FAQs

Your questions, answered

Are experiences the same as tours?

No. Our experiences are unscripted and designed around you. Instead of following a rigid itinerary, your host will plan a personalized journey that feels natural, immersive, and unique.

What if I don’t know what I want to explore?

That’s completely fine! Select an experience theme or a flexible discovery experience, and after booking, answer a few questions so your host can design the perfect experience for you.

Will I be able to speak to my host beforehand?

Yes. After we match you with your host, we’ll introduce you so you can chat about the plan and make any tweaks before the day.

How do you match me with a host?

We ask a few questions. After you book, you’ll fill out a short questionnaire about your interests and travel style. We’ll then match you with the best local host to design your experience.

Can I request specific places to visit?

Yes! After booking, you will receive a questionnaire where you can highlight must-visit spots and anything else you’d like to include, and your host will craft your experience around them.

Will I know my itinerary in advance?

Yes, you will have the opportunity to chat with your host directly and agree on a plan for the day. However, there’s always room for spontaneity and local surprises!

Can I mix different themes in one experience?

Absolutely! Whether you want a blend of food, history, local culture, or nightlife, your host will seamlessly weave them together into one immersive experience.

Can my host meet me at my accommodation?

Hotel meet-ups are available upon request in central areas. If you're staying outside the city, your host will recommend the best meeting spot and guide you with directions.

Can I cancel if my plans change?

Yes. You can cancel for free up to 24 hours before your experience date—no questions asked.