Day 1· Thu, Oct 15
Arrival in Tokyo
Land at Narita or Haneda Airport (NRT/HND) and step into Tokyo, neon, precision, and a city operating on another level. Settle in, then gather for the Mastermind Dinner to open the week with the group.
Dates
Oct 15 , 22, 2026
Price
From $2,500
Per person, double occupancy (shared room)
Fly into
Tokyo Haneda (HND) or Narita (NRT)
The Trip
A taste of what's ahead.
Eight days across Tokyo and Kyoto. Neon nights in Shibuya, sushi omakase, temple mornings in Kyoto, bullet train between cities, and a Mastermind Dinner in the heart of Ginza.
Fly into Tokyo Narita (NRT) or Haneda (HND). Bullet train between Tokyo and Kyoto is included.
Packages
- $2,500
Double (Shared Room)Standard
Per person, double occupancy. Standard package.
- $3,100
Single / Private Room
Single occupancy.
Itinerary
Day by day.
8 days · Oct 15 , 22, 2026
Day 2· Fri, Oct 16
Tokyo, Full Speed
A full day across Tokyo, Shibuya's crossing, the energy of the districts, the food, the streets. October is the ideal window: mild weather, clear skies, and none of the peak-season crowds. The night opens into Tokyo's legendary nightlife.
Day 3· Sat, Oct 17
Tokyo Deep Cuts
Beyond the headlines, the temples, the neighborhoods, the small rooms that make Tokyo endless. A curated day of contrasts before another group dinner in the city.
Day 4· Sun, Oct 18
Bullet Train to Kyoto
Board the Shinkansen bullet train and watch Japan blur past at 200 mph en route to Kyoto, the ancient capital, where the country trades neon for temples and tradition.
Day 5· Mon, Oct 19
Ancient Kyoto
A full day among Kyoto's temples, shrines, and quiet beauty, the first hints of autumn color in the trees. The JetQuest pace: immersive, elevated, unhurried.
Day 6· Tue, Oct 20
Kyoto & Culture
Deeper into Kyoto's traditions, the gardens, the streets, the rituals that have held for centuries. A group dinner that lands differently in a city this still.
Day 7· Wed, Oct 21
Japan, Your Way
A final curated day to chase whatever caught you, one more district, one more meal, one more moment. Tonight, the Farewell Dinner closes the week the way it began, together.
Day 8· Thu, Oct 22
Departure
Breakfast and departures. You leave Japan having seen both its futures and its past, neon and ancient, together in one week.
Where you'll stay
Tokyo hotel + Kyoto ryokan
Three nights in a refined Tokyo hotel and three nights in a traditional Kyoto ryokan with tatami rooms and onsen access.
What's included
Everything you need to just show up.
- Tokyo + Kyoto luxury accommodation
- Bullet train tickets between cities
- Mastermind + Farewell Dinners, daily breakfast
- TeamLab, temple tours, cultural experience
- Dedicated host, professional photographer
Not included
Plan for these separately.
- International flights
- Most meals
- Drinks
- Personal expenses
- Travel insurance
Good to know
The little details that change a trip.
Visa
U.S. passport holders visa-free for 90 days.
Weather
Autumn in Japan, 60s by day, 50s at night. Layer up.
Currency
Japanese Yen (JPY). Carry cash for smaller restaurants.
Payment plans
Buy-now-pay-later is available on every JetQuest at checkout. A small convenience fee applies, full terms appear on the SquadTrip booking page.
Refunds
See our refund policy for the full cancellation tiers. Travel insurance is strongly recommended.
Special requests
Dietary needs, accessibility, room pairing, or anything else, email info@jetquest.net.
Traveler reviews
What past JetQuesters say.
4.9· 240 reviews · 700+ travelers
"Easily the best week of my year. The group, the villa, the energy, JetQuest absolutely delivered."
Sarah M.
Bali · 2024
"I came alone and left with twelve new friends and a business partner. Worth every dollar."
Marcus T.
Medellín · 2026
"Every detail was handled. All I had to do was show up. Already booked my next one."
Jessica L.
Dubai · 2024
Japan · From $2,500
Book Now
Meet Your Host
Jonathon Lewis
Jonathon is the founder of JetQuest, a former corporate professional who walked away to build the travel club he wished existed. Equal parts host, connector, and operator, he has lived in Medellín, traveled to 30+ countries, and leads our founder-led experiences alongside a hand-picked team of JetQuest hosts and ambassadors.
What sets a JetQuest apart isn't just the itinerary. It's the room. Every traveler is hand-picked for the energy they bring, and Jonathon's job is to make sure the right people end up around the same table, in a city worth showing up for.
On the ground, Jonathon and our trained host team handle the logistics, the introductions, the Mastermind Dinner, and the late-night plans you weren't expecting. You just show up.
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