Unlock Japan’s hidden side

Let us design an itinerary that reveals the quiet beauty and everyday magic behind the country’s most beloved traditions. With chauffeured travel and handpicked experiences, you’ll see Japan through the eyes of those who call it home.

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The Diamonds Experience

This is Milky Diamonds, the heart of The Diamonds Experience. More than a guide, Milky is a natural host whose warmth, humor, British charm, and instinct for reading the moment transform travel into something deeply personal. With him by your side, Japan opens up beyond the tourist trail into adrenaline experiences, scenic villages, and everyday local life, all experienced with ease and authenticity.

He handles everything seamlessly, keeps the energy high, and makes every day feel effortless, so by the time you leave, it doesn’t feel like a tour you’ve taken, but time spent exploring Japan with a long-lost friend, collecting memories that stay with you long after you return home.

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A young man smiling and making a shaka sign with his right hand outdoors at a sports field.

What is The Diamonds Experience?

The Diamonds Experience is a fully bespoke, boutique journey through Japan. Crafted around your passions and brought to life by Milky Diamonds, your full-time host, driver, and vibe-setter for the entire trip.

A personalized adventure crafted entirely around your interests. Whether it be car culture, drifting, clubs, music events, sports, traditional Japan culture, cuisine, nature, and beyond

  • A gateway to Japan’s uncovered gems. Exploring authentic towns, local hangouts, and traditional cultural experiences far outside the typical tourist zones

  • Luxury-meets-local with premium accommodations paired with genuine everyday Japanese experiences

  • Seamless, travel flow where every detail; from planning to execution, is handled for you

  • Milky Diamonds as you full-time host and driver; traveling with you, keeping the energy high, and eliminating all stress from your trip

  • An experience that feels like traveling with a long-lost friend, not a tour guide, filled with laughter, connection, and unforgettable moments

Night view of a building with illuminated red neon sign that reads 'AKIBA ZONE' in English and Japanese. A streetlamp and trees are visible in the foreground.

Tokyo & The North Experience

Experiences

Experiences Shared

  • A person dressed in a camera costume talking to a man leaning forward in front of a wall with signs and a large blue poster with Japanese text and cityscape.

    This is my 3rd trip to Japan, but first with The Diamonds Experience. This is my 1st time experiencing Japan properly.

    Blay Vision

  • Person in black jacket smiling and pointing at a graffiti wall with the words 'STOP SR' and 'don't DRAFT' spray painted on it.

    Really can't thank Milky enough for taking care of everything and just making sure we had the best time.

    Kevin L.

  • A person in a gray hoodie and colorful hat takes a picture with a camera on a busy city street at dusk, surrounded by illuminated storefronts, billboards, and pedestrians.

    There are so many different things to do outside on the major cities, I can't believe how easy it was to do them all with Milky.

    Harold E.

Get in touch

Ready to discover a Japan most travelers never see?
Contact us to craft your bespoke journey; complete with small-town authenticity, local hobbies, luxury hotels, and your own dedicated driver and guide from start to finish.

Book a Diamonds experience