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 Challenge from 50
Airbnb Experience launches in December 2025. airbnb.jp/x/naoshima-art-tour

At the age of 49, I embarked on an unexpected journey:
working as an Airbnb Experience Guide on the art island of Naoshima. It
all started with a small conversation, but before I knew it, my experiences on YouTube, Uber Eats, and Naoshima all connected, and I found myself surprisingly naturally embarking on this challenge.

For several years now, I have been uploading videos of the scenery and natural sounds of the Seto Inland Sea to YouTube.
Although it is a modest channel, I have continued with the desire to "change my life" and "let people around the world experience the Seto Inland Sea."

Setouchi Ambience
Welcome to Setouchi Ambience — a channel born from a personal journey to rediscover peace through sound and scenery.Afte...
Setouchi Relaxation Films
The word "Setouchi" is said to refer to the climate and culture created by the Seto Inland Sea, the first national park ...

However, filming is dependent on the weather and the number of views is unstable,
but I still couldn't give up on my dream of becoming a YouTube success.

Working for Uber Eats helped me achieve 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 got was, "Host an Airbnb Experience .

At first I was skeptical, thinking, "I'm going 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 the 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 version of the museum tours .
Although I was only in charge about three times a month,
I learned a lot about the intentions behind the works, the architecture, the artist's ideas, and the viewing route - and experienced the responsibility of conveying this to people 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.

  • in which Jean-Michel Basquiat's work " Gua-Gua " is relocated 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.

around February 2018 , when I was working at the Benesse House Museum in Naoshima .
When I visited a solo exhibition by Professor Hayami held at a gallery in Sakaide City, I had the opportunity to speak directly with the artist about the work he installed in 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

These were the "real history"

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 careers, we discovered that we both had a connection to Naoshima , and the distance between us instantly narrowed. I still vividly remember that day, when we had a deep discussion about art and culture.

Our relationship continued even after I returned to Japan first.
We kept in touch through emails and messages, and I had the opportunity to occasionally hear about the artist's work on Naoshima at the time, and the thoughts he had as he approached his work.

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

Later, I happened to come the official Out of Bounds record book , and by comparing what I had heard from the author with the contents of the book, I was able to learn more about the background of the work.

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

were that could not be grasped by simply reading the materials, but by knowing the author himself

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.
The sunrise on Naoshima was captured by chance while filming for YouTube. The secret of my tour is hidden in this photo.
  • 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'll continue with YouTube,
I'll continue writing my blog, and
I'll also continue to hone my Airbnb experience.

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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