A challenge from age 50: Why I decided to start hosting Airbnb experiences in Naoshima

Starting his 50s with a new challenge: hosting an Airbnb experience My Story
Airbnb Experiences will launch in December 2025.

At 49 years old, I embarked on an unexpected path:
working as an Airbnb experience guide, offering tours of Naoshima, the island of art.
It all started with a small conversation, but before I knew it, my experiences with YouTube, Uber Eats, and my work on Naoshima all connected, and I was surprised at how naturally I moved towards this challenge.

For several years now, I've been sharing videos of the scenery and natural sounds of the Setouchi region on YouTube.
Although it's a modest channel in terms of scale, I've continued it with the desire to "change my own life" and "let someone in the world experience the Setouchi region."

Setouchi Ambience
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Setouchi Relaxation Films
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However, filming was dependent on the weather, and the number of views was unstable.
Even so, I couldn't give up on my dream of succeeding on YouTube.

The way of working for Uber Eats was what supported that dream .

The reason we started Uber Eats in 2022 was very simple.

In order to continue working on YouTube, I needed a job that allowed me to work in any weather.

  • It doesn't matter if the day you plan to shoot is sunny or rainy.
  • You can freely adjust your work hours
  • Less mental and physical stress
  • Able to cover minimum living expenses
  • Don't be consumed by relationships

There's no other way to work that works better with YouTube.

I would shoot in between Ubers, edit, and then go out for deliveries, and little by little I built up my channel.

In the end, I haven't had much success on YouTube, but I haven't given up.

That's why somewhere in my heart, I felt a growing sense of urgency that I had to move on to the next stage.

It all started with a casual comment I made to GPT.

"Is there any other work I can do similar to Uber Eats?"

One of the answers I received was,"I want to be an Airbnb Experience host.

At first, I doubted, "Me on tour? Can I really do it?" But
as I talked with GPT, I could see everything I had built up up to that point coming together.

  • Work experience at Benesse House Museum and Art House Project
  • Observation skills as a photographer
  • Experience living abroad
  • Communication in English
  • Behind-the-scenes stories that only former staff can tell

All of this came together in the form of a "tour."

From 2017 to 2018, I worked at Benesse House Museum and the Art House Project

At the time, Benesse House Museum offered tours of the museum every day from 5:00 p.m., and these tours were available in both Japanese and English.

I was in charge of the Japanese-language museum tours.
Although I only taught them about three times a month,
I learned a great deal about the intentions behind the artworks, the architecture, the artists' ideas, and the flow of visitors, and I experienced the responsibility of conveying that information to others in words.

This experience has now become a major foundation for creating Airbnb experiences.

Furthermore, I was able to witness some "behind the scenes" moments that I would not normally get to see while working at a museum.

  • of Jean-Michel Basquiat's work "Gua-Gua" being moved while bathed in natural light.
  • An exclusive event held at Naoshima Hall, open only to island residents and related parties
  • An unforgettable day showing a celebrity family around Minamidera (House Project)

As a graduate of the Interior Design Department, I had the unexpected opportunity to meet Professor Hayami again after many years.

This happened around February 2018 , when I was working at the Benesse House Museum on Naoshima . I had the opportunity to visit Professor Hayami's solo exhibition, which was being held at a gallery in Sakaide City, and speak directly with him about the artwork that was installed on Naoshima in 1989

  • Why was the work placed on Naoshima?
  • The atmosphere of the island at that time
  • Behind the Scenes of the "Time When Nothing Had Started" in Naoshima Art
  • The background and intention behind the creation of the work

Those were "raw history" stories that you would never find in textbooks

And when the three dots of my alma mater, Professor Hayami, and Naoshima all came together, I felt strongly that this was a story I had to tell.

Shiro Hayami/Mon/1989
No art is known to have been exhibited on Naoshima prior to 1992. Shiro Hayami, "Gate," 1989

We met overseas.
As we talked about our respective backgrounds, we discovered by chance that we both had a connection to Naoshima , and we instantly became closer. I still vividly remember that day when we had a deep conversation about art and culture.

Our connection continued even after I returned to Japan.
We kept in touch through emails and messages, and from time to time, I had the opportunity to hear about his work on Naoshima at the time and the thoughts and feelings he had while working on his pieces.

Particularly memorable is the story surrounding the work the artist exhibited at the Naoshima exhibition in 1994.

Later, I happened to get my hands onthe official record book of OUT OF BOUNDS , and by comparing what I had heard from the author with the contents of the book, I learned a great deal about the background of the work.

  • The concept of the 1990s
  • Themes tackled by the work
  • The relationship between art and value

These were aspects of the work that couldn't be grasped simply by reading the materials;realism that could only be obtained by knowing the author personally .

The work still remains in a corner of the island today, but most visitors are unaware that it is an artwork.

However, I am one of the few people who know directly who created the work, why, in what era, and with what intention.

This experience has become an invaluable asset when guiding people around Naoshima.

The sunrise on Naoshima, captured by chance while filming for YouTube.
A sunrise on Naoshima Island that I captured by chance while filming for YouTube
  • Discovering the "secret of light" of Naoshima as a filmmaker
  • Sharing the scenery of Setouchi with the world through YouTube
  • Tour experience at Benesse House Museum
  • Being exposed to the "prehistory" of Naoshima art
  • Meeting and hearing from pioneering writers
  • English and cultural awareness cultivated through living abroad
  • And all the time I've lived in the Seto Inland Sea

All of this forms the basis for a tour that only I can create.

Once I was convinced of this, my doubts disappeared.

Morning sunlight shining down on Naoshima. Photographed from Go'o Shrine.
The sunrise can be seen from the eastern part of Naoshima. What is the artistic appreciation brought about by sunlight that can only be seen twice a year?

And we passed Airbnb's inspection on the first try.

I'm continuing with YouTube.
I'll also continue writing my blog.
I'll continue to refine my Airbnb experiences.

Now that I'm approaching 50, I finally feel like "this is my path."

If you are moved even a little by this article, I hope to see you in Naoshima.

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