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Itinerary
From Urban Wonders to Island Retreats
14 days · 26 stops · ¥250,000–¥450,000 · 8 views
Explore the quiet corners of Tokyo, the pristine landscapes of Hokkaido, and the serene beaches of Okinawa for a blend of adventure and relaxation.
Days
Christophe95 / CC BY-SA 4.0
Yanaka Ginza Shopping Street
Tokyo
Schedule
Day 01 of 14🛬
Arrive 11:00 · first activity from 13:30
2.5h customs + airport transit buffer
Land at HND · from JFK · 1 traveler
Renting a car? Check the license rules
Some licenses (FR/DE/CH/BE/TW) need a JAF translation, not an IDP — 5-min guide.
Stay
Tokyo · 2 nights
Dates flexible · 1 guest
13:30
EXPLORE
谷中銀座商店街
Stay ~1h 30m
Nippori Station
Begin your journey in Tokyo with a stroll through Yanaka's nostalgic streets, offering a glimpse into old Tokyo. Enjoy local snacks and a relaxed atmosphere.
~22 min by car
15:22
EXPLORE
新宿御苑
Stay ~2h
Sendagaya Station
A peaceful oasis in the city, perfect for an afternoon of relaxation amid lush gardens and traditional tea houses.
Getting around, region by region
Your route mixes city and countryside — here's the best mode for each leg.
Tokyo central → Sapporo & Otaru · Days 1–3
Dense rail network — trains and the metro beat driving here.
Biei & Furano → Hokkaido · Days 4–14
Rural — a rental car reaches spots no train or bus serves.
Rental car: pick up in Biei & Furano (Day 4), drop off at the end of Day 14. Skip it for the city legs.
Browse rental cars on Klook →Getting around
🚄
JR Pass
Your route spans 4 prefectures — a 7-day JR Pass (from ¥50,000) covers shinkansen and most express trains between these stops, paying for itself with 2–3 long-distance journeys.
Compare JR Pass options →🚗
Rental car recommended
Several stops on this route are in rural areas with limited rail access. A rental car from the nearest city hub gives you the freedom to reach places no bus serves.
Browse rental cars on Klook →⛴️
Ferry required
At least one destination is accessible only by ferry. Book in advance — island ferries sell out weeks ahead in peak season (Apr–May, Jul–Aug).
Browse ferry options on Klook →01 / 14
Journey map
Trip budget · お見積り
¥28,000–¥47,000 / person / day
¥395,000–¥655,000 total
💴 Carry ~¥5,000/day in cash — many hidden spots are cash-only.
Estimated from 25 travel legs and 13 hotel nights. International flights not included. Typical prices, not quotes.
Before you go
Everything you need, sorted.
Is a JR pass worth it for this trip?
Rough estimate · based on trip distances
Close call — your rail estimates to ~¥48,900 vs ¥50,000 for the JR Pass (7-day). Rule of thumb: a 7-day JR Pass usually pays off only with 2+ long shinkansen round-trips (e.g. Tokyo→Kyoto→Hiroshima). Check the official fares for your routes.
Check official coverage
Stay Connected
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Get Around
Shinkansen, regional rail passes, and city transit — sorted before you land.
Compare passes
Stay Hidden
Sleep in a centuries-old ryokan. Tatami floors, onsen, and a 7-course kaiseki.
Browse ryokans
Travel Light
Ship luggage ahead on the shinkansen route. Explore every day completely hands-free.
Book delivery
Travel Safe
Insurance that actually covers adventurous travel — hiking, onsen, ski slopes.
Get covered
Save on Exchange
Spend yen at the real mid-market rate. Saves real money on a 2-week trip.
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