Asia · 8 Days
The Japan Experience
Your Ancient Meets Future Era
Eight days in one city, because Tokyo rewards the travelers who stay put and look closely. You land into a food walk through lantern-lit Asakusa, wake before dawn for sushi at Tsukiji, stand inside a digital art installation that only makes sense from the middle of it, eat chanko nabe at a sumo stable, and drive a go-kart past the Shibuya Scramble. A private day in Kamakura gives you the Great Buddha and the ocean at Hasedera. Two full free days sit inside the week on purpose, so you can go back to the neighbourhood that got under your skin instead of racing a bullet train south. Home base is the Kimpton Shinjuku Tokyo for all seven nights, and the concierge chat line is live from your first evening to your last airport check-in.
Dates
Dates to be announced
Duration
8 Days
Where
Tokyo, Japan
Travel with
A group of 2 to 10
Join the waitlist
Tokyo, Japan. A past Caviar in the Air journey.The Japan Experience8 DaysYour Journey Unfolds
The Day-by-Day Rundown
Day 01DinnerArrive Tokyo, Asakusa After Dark
Arrivals into Haneda or Narita through the day, each one met by a private black car so nobody waits on the group. Check in at the Kimpton Shinjuku Tokyo, freshen up, and meet your local guide in Asakusa as the sun goes down. The old district turns into a food quarter at night: lantern-lit streets, yakitori, hand-pulled tempura and whatever else the guide steers you toward, paired with sake and Japanese cocktails, with the story behind each dish as you walk.
- Private black-car transfers from HND or NRT
- Check in at the Kimpton Shinjuku Tokyo
- Evening food and drinks tour in Asakusa
- Concierge chat line live from the first evening
Day 02BreakfastTokyo, Your Way
Six private hours built around what you actually want to see. Your guide listens first, then shapes the route: Sensoji in Asakusa, the Imperial Palace East Garden, Meiji Jingu, Tsukiji, Tokyo Tower or Skytree, Ueno Park, Ginza, Harajuku, Akihabara, the old streets of Yanaka, and the Shibuya Scramble timed for the moment the light is right. Start time, pace and length all flex to the group. Ride the trains with your guide or take a car.
- Six-hour private custom day
- Locally licensed guide
- The Shibuya Scramble at the right moment
- Route built around your interests
Day 03Breakfast · LunchTsukiji Sunrise, Digital Art and Sumo
A pre-dawn start for Tsukiji Outer Market, sushi for breakfast and a walk past the knife shops with your guide. Mid-morning at an immersive digital art museum, the kind of installation that has to be stood inside to make sense. Lunch at a sumo stable with a chanko nabe spread and a wrestler demonstration. The afternoon is free, or given over to electronics and anime if that is your thing.
- Tsukiji Outer Market sushi breakfast
- Immersive digital art museum
- Sumo stable lunch with chanko nabe
- Optional electronics and anime afternoon
Day 04Breakfast · LunchGo-Karts, Ginza and the Night
The headline day. Ninety minutes in a go-kart through Shibuya, costumes optional, weaving past the scramble. An international driving permit is required and we will brief you well in advance. Lunch in Ginza, then guided shopping through a flagship department store, an iconic bookstore and a knife specialist. Bring an empty suitcase. If anyone still has fuel left, the concierge can hold a table downtown.
- Guided go-kart tour through Shibuya
- Guided Ginza shopping
- Bring an empty suitcase
- Optional club night, concierge holds the table
Day 05Breakfast · LunchKamakura, the Old Samurai Capital
A full private day an hour from Tokyo. The Great Buddha at Kotoku-in, which you can step inside. Hasedera and its eleven-faced Kannon, with the ocean below. Tsurugaoka Hachimangu, once the religious and political seat of samurai power. The bamboo grove at Hokokuji and matcha in the teahouse, then the shops along Komachi Street. Round-trip train with your guide and a local lunch are included, with taxis between the stops.
- Great Buddha of Kotoku-in
- Hasedera Temple and the ocean view
- Tsurugaoka Hachimangu Shrine
- Bamboo grove and matcha at Hokokuji
- Round-trip train and local lunch included
Day 06BreakfastFree Day
Nothing scheduled. Sleep in, chase your own list, recover from the go-karts, or take one of the add-ons. The concierge stays on chat all day for suggestions and reservations, whether that is a Mount Fuji run, a cooking class, or a table somebody swears is impossible to get.
- Free day
- Optional Mount Fuji private day trip
- Optional Tokyo cooking class
- Concierge on chat all day
Day 07Breakfast · DinnerTokyo, One More Time
A second free day, because one is never enough here. Go back to the neighbourhood that got under your skin, book the add-on you were eyeing, or do nothing but a long lunch and a longer nap. In the evening the group comes back together for the hosted farewell dinner in Tokyo, and the last round of the week is on the house.
- Second free day
- Optional add-ons and reservations
- Hosted farewell dinner in Tokyo
Day 08BreakfastOne Last Bowl of Ramen
Private black-car transfers to Haneda or Narita for individual departures. Late-morning flights are the ones to book, so there is time for a last bowl of ramen before you fly. The concierge chat line stays live until the final guest has checked in.
- Private black-car transfer to HND or NRT
- Last ramen at the airport
- Concierge live until the final check-in

Words From Our Travelers
What travelers say about Caviar in the Air
Read more traveller reviews
"I have been on trips before with other groups. This was the most professional and best put together of all of them. I learned a lot about wine, travel, life abroad, and myself on this trip. All those things combined made it so worth every penny."
Heather Hunter
Luxury Travel
"I've traveled to many destinations before - some of which I have revisited. But, I always experience something new & exciting, and see things through a different lens. It's exactly the kind of luxury and FABULOUSNESS that every discriminating traveler deserves - delivered SEAMLESSLY - EVERY TIME!"
Lana Fountain
Luxury Travel
"I am a happy member of this tribe and always eager to support Claire and her team! I love them all! The mere fact that clearly they are committed to ensuring that every detail of our travel experience is on point is always evident."
Deborah Renee Smith
Luxury Travel