Aston Martin Color
Incorrect. Try again.
The Millionaires Lounge

Japan 2026

A comprehensive analysis and proposal for TML's first international luxury experience.

Executive Brief
Timing Analysis

When to Go

Based on extensive research into Japan's seasons, pricing patterns, and logistics requirements, here are our options:

Cherry Blossom 2026

Late March - Early April 2026
  • Only 6 weeks away. Insufficient time.
  • Cannot sell tickets and organize logistics
  • Peak pricing (+35% on accommodations)
  • Venues and experiences already booked

Recommendation: Autumn 2026 (November 10-17). Nine months to plan and sell. Stunning fall colors, comfortable weather, shoulder season pricing.

The Journey

Tokyo → Hakone → Kyoto

Days 1-3
Tokyo
Day 4
Hakone
Days 5-7
Kyoto

The classic route: modern metropolis (Tokyo), natural beauty & Mt. Fuji (Hakone), ancient culture (Kyoto). Connected by bullet train.

Experience Menu

What's Possible

I've researched what Japan offers for groups of 10-20 entrepreneurs. Here's a curated menu: mix and match based on what resonates.

Some experiences are marked as HIGH VALUE. These deliver outsized perceived value relative to cost.

⭐ Signature Experiences

The moments that define the trip. Stories they'll tell for years.

🔥 HIGH VALUE 3.3x
🚁

Helicopter Mt. Fuji

30-minute flight circling Japan's sacred mountain. Unbeatable views, incredible photos. Weather dependent.

~$600/person 30 min
🏎️

Supercar Convoy

Drive Lamborghinis/Ferraris on scenic mountain roads near Mt. Fuji. Everyone drives.

~$500/person 4-5 hours
👘

Private Geisha Dinner

Multi-course kaiseki in private tatami room. Maiko performance, traditional games. Time travel.

~$400/person 3 hours
🔥 HIGH VALUE 5x
🥋

Sumo Stable Morning

Watch wrestlers train at 6 AM. Stand feet away from 400-pound athletes. Rare access.

~$150/person 3 hours

🎯 Adventure & Adrenaline

🔥 HIGH VALUE 5x
🏎️

Tokyo Go-Kart

Race go-karts through Tokyo streets in costume. Shibuya, Roppongi, neon lights. Best content ever.

~$120/person 2 hours

Premium Golf: Kawana

Japan's most famous course. Ocean views, Mt. Fuji backdrop. World-class conditions.

~$400/person Full day
🏍️

Fuji Speedway Track

Drive on an F1-grade race track. Professional instruction, high-performance cars.

~$800/person Half day

🏯 Cultural Immersion

🍵

Private Tea Ceremony

Traditional matcha ceremony in historic machiya. The philosophy of ichi-go ichi-e.

~$80/person 1.5 hours
⚔️

Samurai Sword Training

Learn katana techniques from a master. History, philosophy, actual sword work.

~$150/person 2 hours
🔥 HIGH VALUE 5x
🧘

Zen Temple Meditation

Morning zazen with monks at a working temple. Silence, stillness, presence.

~$80/person 2 hours
🎨

Kintsugi Workshop

Art of repairing pottery with gold. Embracing imperfection. Take home your creation.

~$200/person 2.5 hours

🍶 Food & Drink

🍣

Omakase Sushi

Chef's choice at high-end counter. 15-20 pieces of the freshest fish. (Split groups for small counters)

~$250/person 2 hours
🥩

Premium Wagyu Teppanyaki

A5 wagyu cooked tableside. Private room for groups. Perfect welcome dinner.

~$150/person 2 hours
🍶

Sake Brewery Tour

Fushimi district. 3+ breweries, unlimited tastings, learn the craft.

~$100/person 3 hours
🥃

Whisky Distillery VIP

Yamazaki or Hakushu. VIP tour with premium tastings. Book 3+ months ahead.

~$300/person Half day
🐟

Tsukiji Market Tour

Early morning guided tour. Tastings, history, best sushi breakfast. 6 AM start.

~$100/person 3 hours
🍻

Izakaya Crawl

Guided tour through Tokyo's best Japanese pubs. 3-4 stops, local food, great bonding.

~$120/person 3 hours

✨ Only in Japan

🎭

teamLab Planets

Immersive digital art museum. Walk through water, infinity rooms. Wonder and great photos.

~$40/person 2 hours
🔥 HIGH VALUE 2.4x
♨️

Ryokan + Private Onsen

Traditional inn with hot spring bath in room. Kaiseki dinner included. Pure luxury.

~$500/person 1 night
🚄

Shinkansen Green Car

First-class bullet train. 200+ mph, Mt. Fuji views. The journey is the experience.

~$150/person ~2 hours

🌃 Executive Nightlife (Optional)

An opt-in experience for those interested. Japan's unique hospitality culture features conversation-focused venues where trained hostesses provide company, pour drinks, and facilitate socializing. Legal, mainstream business entertainment - but entirely optional.

🥂

Ginza Club Experience

Ultra-premium hospitality. Where Japan's elite entertain. Private rooms available. Champagne, conversation, impeccable service.

~$500-800/person 2-3 hours
🎤

VIP Hostess + Karaoke

Curated tour for foreign executives. High-end club, then private karaoke with hostesses. Turnkey experience.

~$350-500/person 3-4 hours
🍸

Kyabakura (Cabaret Club)

More accessible than Ginza. Booth seating, charming hostesses. Fun, lively. Foreigner-friendly options.

~$200-300/person 2 hours
🔥 HIGH VALUE 4x
🏮

Golden Gai Bar Crawl

200+ tiny bars, 6 seats each. Curated crawl through Tokyo's most atmospheric neighborhood. Feels exclusive, costs nothing.

~$100/person 2-3 hours
Accommodations

Where to Stay

Options at different price points. All handle groups of 10-20 well.

Tokyo (3 nights)

Premium

Hyatt Regency Tokyo

Shinjuku. Excellent service, group-friendly, multiple restaurants.

$180-220 /person/night
Premium+

Conrad Tokyo

Ginza area. More upscale, stunning views, great nightlife location.

$250-300 /person/night
Luxury

Park Hyatt Tokyo

"Lost in Translation" hotel. Iconic, exceptional, unmatched views.

$400-500 /person/night

Hakone (1 night)

🔥 HIGH VALUE 2.4x
Premium

Hakone Ten-yu

Modern ryokan. Private onsen every room. Valley views. Meals included.

$450-550 /person (meals incl.)
Luxury

Gora Kadan

One of Japan's finest. Former imperial retreat. Exceptional everything.

$900-1,200 /person (meals incl.)

Kyoto (2 nights)

Premium

Ace Hotel Kyoto

Design-forward, cool vibe. Great rooftop bar. Central location.

$175-225 /person/night
Premium+

The Mitsui Kyoto

Luxury Collection. Beautiful, private onsen, near Nijo Castle.

$325-400 /person/night
Luxury

Ritz-Carlton Kyoto

Riverfront. Japanese-Western fusion. Michelin restaurant. Best of the best.

$425-550 /person/night
Pricing Strategy

Three Tiers

Based on accommodation level and experience selection. All include 7 days, all meals, transport, guides, and core experiences.

Tier 1
Premium
$12,000 /person

Excellent experience at smart price point. First-time TML trip positioning.

  • Hyatt Regency Tokyo (3 nights)
  • Hakone Ten-yu (1 night)
  • Ace Hotel Kyoto (2 nights)
  • All signature experiences
  • Helicopter OR supercar
  • All meals included
  • Shinkansen Green Car
  • 2 mastermind sessions
Tier 3
Ultra
$20,000 /person

No compromises. Top-tier everything. The ultimate Japan experience.

  • Park Hyatt Tokyo (3 nights)
  • Gora Kadan (1 night)
  • Ritz-Carlton Kyoto (2 nights)
  • All signature experiences
  • Helicopter AND supercar
  • Premium Ginza experience
  • Private chef dinner
  • Michelin omakase
  • Premium golf optional
  • 2 mastermind sessions

My recommendation: Start with the $15,000 Enhanced tier. It delivers exceptional value, includes both hero experiences (helicopter + supercar), covers the nightlife component, and positions TML as premium without being inaccessible.

Note: All pricing excludes international flights. Guests arrange their own travel to/from Japan.

Financial Analysis

Revenue Breakdown

Per-person economics with 30% War Room cut and 10% organization margin.

Per Person Breakdown

What each ticket generates

Tier 1
Premium
$12,000
War Room (30%)-$3,600
Organization (10%)-$1,200
Trip Budget$7,200
Est. Costs-$6,500
Net Margin$700 5.8%
Tier 3
Ultra
$20,000
War Room (30%)-$6,000
Organization (10%)-$2,000
Trip Budget$12,000
Est. Costs-$11,000
Net Margin$1,000 5.0%

Group Revenue (10 Guests)

Total numbers at minimum viable group size

10 × $12,000
Premium
$120,000
War Room (30%)$36,000
Organization (10%)$12,000
Trip Budget$72,000
Est. Costs-$65,000
Buffer$7,000
10 × $20,000
Ultra
$200,000
War Room (30%)$60,000
Organization (10%)$20,000
Trip Budget$120,000
Est. Costs-$110,000
Buffer$10,000

Key Insight: All three tiers work financially at 10 guests. The Enhanced tier ($15K) offers the best balance: $45K for War Room, $15K organization fee, and a comfortable $10K buffer. At 15+ guests, margins become even healthier.

Currency Note: Current rate is ¥152/USD. Analysts project ¥152-156/USD through Q4 2026. All cost estimates use ¥155/USD baseline with 10% buffer built in. Historical 5-year range (¥103-162) shows volatility is possible, but current macro environment favors stability.

Next Steps

For Discussion

Open Questions

1. Which pricing tier feels right?

$12K (accessible) vs $15K (sweet spot) vs $20K (ultra).

2. Confirm November 2026 dates?

November 10-17 works well for autumn foliage. Need to confirm for quotes.

3. Minimum guest commitment?

All tiers work at 10 guests, but margins are tight. Recommend 12 minimum, target 15-18 for optimal group energy.

4. Experience selection?

Everything shown is available. What's must-have vs nice-to-have?

5. Revenue structure?

The above calculations use 30% TWR + 10% organization as baseline. What fee structure works best for TML going forward? This affects final ticket pricing and margins.

Ready to discuss and refine whenever you are.