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Hosted by Cheshta

Founder-Hosted Group Tour

the trips where Cheshta travels with you

Our own exclusive group trips. Cheshta is on the trip, from the first flight to the last dinner.

  • Cheshta travels with the group
  • One clear price, inclusions listed
  • Meet your travel family
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A fixed-departure batch on tour

fixed dates, fixed flights

Join a batch of fellow travellers on set dates. Limited seats, flights included, with options. Our team doesn't travel on these.

  • Fixed dates and flights
  • Limited seats per batch
  • Flight options available
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A private family trip

Private Tour

your dates

just your family, nobody else

Trips planned around your family, your pace and your dates. Milestone birthdays and anniversaries.

  • Travel on your own dates
  • Route shaped around you
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← Japan in a Week: Tokyo + Osaka, Done Right ☏
Home / Private tours / Japan in a Week: Tokyo + Osaka, Done Right
Private Tour · your dates

Japan in a Week: Tokyo + Osaka, Done Right

Japan · 6 days · 2 travellers minimum

From Rs 1,57,217 per person, land only. Tokyo's temples and neon, a Fuji and Hakone day, Osaka's food streets, and a Kyoto-Nara day trip. Six days that cover the greatest hits without rushing you off your feet.

Built around your family's dates, pace and interests, with nobody else on the trip. The itinerary below is a sample starting point; a founder reshapes it around you on the call.

Bullet train from Tokyo to OsakaDotonbori street food evening in Osaka
  • Full-day Tokyo city tour: Meiji Shrine, Imperial Palace, Senso-ji
  • Mount Fuji and Hakone day trip with lake and ropeway views
  • Kyoto and Nara day trip: Fushimi Inari, bamboo grove, deer park

A typical route

Tokyo · 3 nights Osaka · 2 nights

swap any stop — this is a starting point, not a fixed plan

Sample day by day

a starting point, reshaped around your family

Day 1Land in Tokyo, ease in

Private pick-up from the airport to your Ueno stay. Evening free: Ameya-Yokocho market is a short walk, and the yakitori under the tracks is the right first meal.

Transfers: Private airport pick-up | Stay: Mimaru Tokyo Ueno East (4 star)
Day 2Tokyo, the full loop

Guided city day: Meiji Shrine's forest, the Imperial Palace grounds, Senso-ji temple and Nakamise street, and a look at the Skytree district. Evening free in Asakusa or Ueno.

Sightseeing: Full-day guided city tour | Meals: Breakfast
Day 3Mount Fuji and Hakone day

Day trip to the Fuji area: 5th Station when weather allows, Lake Ashi cruise and the Hakone ropeway. Back in Tokyo by evening.

Sightseeing: Fuji and Hakone day trip | Meals: Breakfast
Day 4Bullet train to Osaka

Morning Shinkansen to Osaka (about 2.5 hours, reserved seats). Check in near Shinsaibashi. Evening in Dotonbori: come hungry, leave happy.

Transfers: Bullet trainreserved seats | Stay: Mimaru Osaka Shinsaibashi East (4 star)
Day 5Kyoto and Nara day trip

Fushimi Inari's thousand gates early, the Arashiyama bamboo grove, then Nara's deer park and Todai-ji's giant Buddha. Back to Osaka for the night.

Sightseeing: Kyoto and Nara day trip | Meals: Breakfast
Day 6Fly home

Breakfast, last-minute snack shopping at Shinsaibashi, and a private transfer to the airport.

Transfers: Private airport drop | Meals: Breakfast
Print the full itinerary →

Things you can add

swap, drop or add on the call

Tokyo city day

Meiji Shrine, Imperial Palace, Senso-ji and Nakamise shopping street with a guide.

Fuji and Hakone day trip

5th Station (weather permitting), Lake Ashi cruise, Hakone ropeway.

Kyoto and Nara day trip

Fushimi Inari, Arashiyama bamboo grove, Nara deer park and Todai-ji.

Dotonbori food evening

Self-guided street food walk mapped by us: takoyaki, kushikatsu and the crab sign.

What's typically included

Usually included

✓5 nights: 3 nights at Mimaru Tokyo Ueno East (4 star) + 2 nights at Mimaru Osaka Shinsaibashi East (4 star), daily breakfast
✓Private airport pick-up and drop
✓Bullet train tickets Tokyo to Osaka (reserved seats)
✓Full-day Tokyo sightseeing with guide and coach
✓Mount Fuji and Hakone day trip
✓Kyoto and Nara day trip
✓IC transit card loaded for city trains
✓TripKeeper founder on WhatsApp through the trip

Confirmed on your quote

Every private trip is priced individually, so flights, meals and exact inclusions are confirmed once we know your dates and group size.

Not included

—International flights to and from Japan
—Japan tourist visa (eVisa, usually 1-2 weeks; we guide you)
—Travel insurance
—Lunches and dinners except where mentioned
—Personal spends and hotel extras
what to pack
Comfortable walking shoes (you will do 10k steps without noticing)a light layer for temple eveningsan umbrella from June to Septembera small daypack for the Fuji dayand a power bank. Japan runs on cash more than you expect; carry 20-30k yen.
On request
your dates, your pace
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