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🇯🇵 JAPAN 14–DAY ITINERARY
Tokyo → Kyoto → Naoshima → Kiso Valley → Matsumoto → Nagano → Tokyo
May 29 – June 11, 2025
— Calm • Temples • Mountains • Art • Craft • Fishing • Printmaking —
— No backtracking • Drive only in mountains • Gentle pacing —
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⭐ DAY 1 — Thu May 29
Fly Greenville → Tokyo (HND)
Long travel day. Hydrate, rest, and sleep on the plane if possible.
⭐ DAY 2 — Fri May 30
Arrive Tokyo → Shinkansen to Kyoto
Arrival: 4:15 PM Haneda Terminal 3
Transit: Haneda → Tokyo Station → Kyoto
• Tokyo Monorail → Hamamatsucho
• JR Yamanote to Tokyo Station
• Shinkansen to Kyoto (~2 hr 15 min)
Evening
Check into Kyoto hotel
Light dinner
Early sleep
Overnight: Kyoto (Night 1)
⭐ DAY 3 — Sat May 31
Kyoto Temples + Gion
Morning
• Fushimi Inari Shrine (best early)
Midday
• Kiyomizu-dera Temple
• Sannenzaka + Ninenzaka walking streets
Afternoon
• Philosopher’s Path (optional)
Evening
• Gion district walk (lanterns, traditional architecture)
Overnight: Kyoto (Night 2)
⭐ DAY 4 — Sun June 1
Kyoto Craft Day — Shibori + Printmaking
✓ Both workshops on the same day (efficient + meaningful)
Morning — Workshops
• Your wife: Shibori workshop at Kyoto Shibori Museum
• You: Printmaking (mokuhanga / karakami / paper craft)
Lunch
Kawaramachi or Teramachi area
Afternoon
Choose one:
• Nijo Castle
• Nishiki Market
• Kennin-ji Zen Temple (recommended)
Dinner
Pontocho Alley or Gion
Overnight: Kyoto (Night 3)
⭐ DAY 5 — Mon June 2
Kyoto Gardens + Zen
Options:
Route A (most peaceful):
• Ginkaku-ji (Silver Pavilion)
• Philosopher’s Path
• Nanzen-ji
Route B (scenic + iconic):
• Arashiyama Bamboo Grove (go early)
• Tenryu-ji Garden
• Okochi Sanso Villa
Evening
Relax, pack for next day
Overnight: Kyoto (Night 4)
⭐ DAY 6 — Tue June 3
Kyoto → Naoshima
Morning
Shinkansen: Kyoto → Okayama
Local train: Okayama → Uno
Ferry: Uno → Naoshima
Afternoon
Check-in at Naoshima lodging (Benesse encouraged)
Coastal art walk
Evening
Dinner + sunset by the water
Overnight: Naoshima (Night 5)
⭐ DAY 7 — Wed June 4
Naoshima Art Day
Morning — Chichu Art Museum
(Turrell, Monet, De Maria)
Lunch
Terrace Restaurant or Aisunao (Honmura)
Afternoon — Art House Project
• Minamidera
• Go’o Shrine
• Kadoya
• Haisha
Evening
Benesse House Museum (optional)
Beach walk
Overnight: Naoshima (Night 6)
⭐ DAY 8 — Thu June 5
Naoshima → Okayama → Kiso Valley (2-night stay)
Morning
Ferry Naoshima → Uno
JR Uno → Okayama
Midday
Train: Okayama → Nakatsugawa or Nagiso
Pick up rental car
Afternoon
Drive to Tsumago/Magome
Check-in at ryokan
Village walk
Dinner included
Traditional kaiseki
Overnight: Kiso Valley (Night 7)
⭐ DAY 9 — Fri June 6
Kiso Valley — Tenkara Fishing Day
Morning — Tenkara Fishing
Guided session on Kiso River
(15–40 min drive)
Lunch
Local soba or village café
Afternoon
Light Nakasendo walk (short sections)
Rest at ryokan
Visit Magome viewpoint
Evening
Second kaiseki dinner
Stroll in lantern-lit streets
Overnight: Kiso Valley (Night 8)
⭐ DAY 10 — Sat June 7
Matsumoto Day Trip → Drive to Nagano
Morning — Drive to Matsumoto
1 hr 15 min
Visits
• Matsumoto Castle
• Nakamachi kura district
• Museum of Art (Kusama)
Lunch
Local soba, oyaki, or café
Afternoon — Drive to Nagano
1 hr 10 min
Check-in hotel
Evening — Zenko-ji Temple
Peaceful, lantern-lit, spiritual
Overnight: Nagano (Night 9)
⭐ DAY 11 — Sun June 8
Togakushi Shrines → Return Car → Tokyo
Morning — Drive to Togakushi (30–40 min)
Walk the ancient cedar-lined path
Visit the shrine complex
Deeply atmospheric
Midday
Optional: Togakushi soba
Afternoon
Return car in Nagano
Shinkansen Nagano → Tokyo (1 hr 25 min)
Evening
Tokyo check-in
Simple dinner
Overnight: Tokyo (Night 10)
⭐ DAY 12 — Mon June 9
Tokyo Art Day
Morning
Nezu Museum + Garden (Kengo Kuma)
Lunch
Aoyama Flower Market Tea House
Afternoon
Omotesando architecture walk
Mori Art Museum
Dinner
Sushi, tempura, or kaiseki
Overnight: Tokyo (Night 11)
⭐ DAY 13 — Tue June 10
Soft Tokyo Day
Coffee shops
Stationery stores
Meguro River walk
Packing + quiet final evening
Overnight: Tokyo (Night 12)
⭐ DAY 14 — Wed June 11
Fly Tokyo → Greenville
Taxi or limousine bus to Haneda
Depart 3:15 PM
Arrive home ~5:41 PM