Tokyo
The world's most exciting capital — Michelin gastronomy, Ginza dining, TeamLab galleries, Shibuya at midnight and quiet hotel bars above the skyline.
Castavello · Japan
Neon-lit Tokyo backstreets, Osaka's food-crazed alleys, Kyoto's paper-lantern lanes, snow-blanketed Sapporo, and a ryokan under Mount Fuji — our Japan journeys move between the country's greatest cities, at your pace.
An introduction
Japan is a country of five unforgettable cities. Tokyo, the most exciting capital on earth. Kyoto, its ancient soul. Osaka, its unapologetic kitchen. Sapporo, its snow-white north. And Hokkaido, the wilderness that surrounds them. Castavello's Japan itineraries move gracefully between these places — city, country, culture and cuisine — with private guides, chauffeured transfers and first-class shinkansen carriages linking every night.
In Tokyo, we stay at Aman, the Bulgari or the Four Seasons Marunouchi — a private guide by day and a Michelin-starred omakase by night. In Osaka, we take our travellers deep into the Dotonbori food streets with a chef who knows every doorway, then quiet mornings at the castle before the crowds arrive. Kyoto is reserved for slow days — a machiya townhouse in Higashiyama, temple pre-dawn access, tea with a Nishijin master, and kaiseki dinners at the city's three-star houses.
Hokkaido is Japan at its wildest. Winters mean powder-perfect skiing in Niseko and Rusutsu, followed by hot-spring onsens in the forest. Summers open up the lavender fields of Furano, wildlife safaris on the Shiretoko Peninsula, and long white-linen lunches in the countryside. Sapporo — Hokkaido's capital — is a beautifully liveable city of seafood markets, whisky bars, ramen alleys and the annual Snow Festival, when the streets fill with hand-carved ice sculptures.
Every Castavello Japan journey is written entirely around you — the room you sleep in, the guide who meets you at the platform, the table that opens after service ends. From the first note to the final farewell, one dedicated specialist looks after every detail so you can simply arrive, and be surprised.
Every Castavello itinerary is entirely bespoke — designed around your pace, passions and party.
Why visit
Fourteen centuries of continuous ritual — Kyoto's temples and teahouses, Tokyo's shrines, Osaka's castle, and the Ainu heritage of Hokkaido.
Tokyo has more Michelin stars than any city on Earth. Osaka is Japan's kitchen. Kyoto invented kaiseki. Sapporo's ramen and Hokkaido's seafood are legendary.
Mount Fuji from a Hakone ryokan, Hokkaido's Shiretoko wilderness, Sapporo's snow-covered parks, and Kyoto's maple-red autumn temples.
Aman Tokyo, Aman Kyoto, the Bulgari Tokyo, Four Seasons Kyoto, Ritz-Carlton Osaka and Nikko Sapporo — plus family-run ryokans with private cypress onsens.
Powder skiing across Niseko and Rusutsu, sea-kayaking off the Shiretoko coast, hiking Fuji's fifth station, and cycling the Furano lavender roads.
TeamLab Planets and Ghibli Museum in Tokyo, Universal Studios and street-food tours in Osaka, sushi-making in Kyoto and the Sapporo Snow Festival — gently paced for every generation.
Private onsens with Fuji views, moonlit temple gardens closed to all but you in Kyoto, a Ginza omakase for two, and snow-country retreats above Sapporo.
First-class shinkansen carriages between Tokyo, Kyoto and Osaka, chauffeured Hokkaido drivers, forward luggage transfer between hotels — every logistic quietly handled.
Where to go
The world's most exciting capital — Michelin gastronomy, Ginza dining, TeamLab galleries, Shibuya at midnight and quiet hotel bars above the skyline.
The soul of Japan — a thousand temples, geisha districts, private tea ceremonies, kaiseki masters and machiya townhouses in Higashiyama.
Japan's kitchen — Dotonbori's neon food streets, takoyaki and okonomiyaki, Osaka Castle at dawn and some of the country's warmest hospitality.
Ryokan retreats, mountain onsens and the country's most iconic peak — a two-night pause between the great cities.
Japan's wild north — powder skiing in Niseko, lavender fields in Furano, wildlife on the Shiretoko Peninsula and long, empty coastlines.
Hokkaido's beautifully liveable capital — the Snow Festival's ice sculptures, seafood markets, ramen alleys, whisky bars and mountain hot springs on the doorstep.
Signature experiences
A private counter seat at one of the city's three-star sushiyas — Sukiyabashi Jiro alumni, Ginza-quiet, sommelier sake pairing arranged by your specialist.
Hosted by a Nishijin matcha master in a 200-year-old townhouse — closed to the public, opened for you at first light.
A private food-crawl through Osaka's most-loved alleys — takoyaki, okonomiyaki, kushikatsu and a Michelin izakaya finale most tourists never find.
Walk Kyoto's vermilion torii tunnels alone at dusk, then dine with a Shinto priest at a private altar behind the shrine.
Hokkaido's champagne powder with a private ski butler, heated transfers from your chalet and après-ski at a slope-side ryokan.
A behind-the-scenes evening of Odori Park's illuminated ice sculptures with a Sapporo-based art historian, followed by an ice-bar dinner.
One or two nights at Hoshinoya or Gora Kadan — cypress baths, Mount Fuji views and kaiseki dinner served in your suite.
Green Car cabins between Tokyo, Kyoto and Osaka with private-guide platform meet-and-greets. Forward luggage handled so you travel only with an overnight bag.
Suggested itineraries
7 Days
10 Days
14 Days
All lengths and routings are fully customisable · Speak to your Castavello specialist.
When to travel
Late March – April
The country's most poetic fortnight. Book 12 months ahead — every ryokan is quietly full.
May – June
Fresh maple, wisteria, temple gardens at their most vivid before the summer heat.
November
Momiji-gari — hunting maples. Kyoto's temples turn crimson. Our second favourite month.
December – February
Powder skiing in Niseko, snow-covered onsens in Tohoku, and Kyoto emptied of crowds.
Why Castavello
Nothing off-the-shelf. Every day is written around your pace, party and passions — down to the room, the guide, the table.
Real people, real time-zones. Speak to your dedicated specialist by phone or email, from the first note to your final farewell.
Decades-old relationships with the best Destination Management Companies across Asia, so doors open where others simply queue.
One dedicated specialist from planning to homecoming. On-trip messaging, 24/7 emergency support and quiet attention to detail.
Curated stays only — private villas, family-run ryokans, Aman, Rosewood, Six Senses. Vetted for the little things, not just the big ones.
Visas, private transfers, insurance guidance, restaurant reservations, seat requests. We handle every detail so you don't have to.
A conversation to begin
Every Castavello journey begins with a complimentary consultation. Tell us who you are, where you'd like to go, and we'll design something you couldn't have arranged on your own.
A quiet note
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