17-Day Japan Itinerary: Tokyo, Kyoto & Osaka Highlights
Japan had always been on our travel bucket list, and last October we finally made it happen. We spent 17 days traveling across Japan—from the neon lights of Tokyo to the peaceful streets of Takayama, from Kyoto’s temples to Osaka’s lively food scene.
We timed our trip for autumn, hoping to catch Japan’s famous fall colors. While most cities were still green, the cooler mountain weather in Takayama treated us to the first touches of red and gold.
This post is an overview of our route and daily highlights in Japan, perfect for anyone planning a similar journey. Each destination has its own dedicated blog post with deeper guides on things to do, food spots, and travel tips.
Disclaimer: Some of the links in this post are affiliate links, which means I may earn a small commission — at no extra cost to you — if you make a purchase through them. You can read my full disclaimer here.
Planning your trip
Getting There
The most convenient gateway is Tokyo, served by Narita (NRT) and Haneda (HND) airports with frequent flights from major international hubs.
- Alternative entries: Osaka (Kansai), Sapporo (New Chitose), or Fukuoka work well if you’re planning a different route.
Where to Stay
Japan offers accommodations for every style and budget. I often book through Booking.com, which frequently offers coupons or member discounts.
- Budget: capsule hotels, hostels, and business hotels near train stations.
- Mid-range to luxury: modern city hotels, boutique ryokan, or traditional inns for a cultural experience.
Getting Around
Japan’s transportation is efficient and easy once you’re set up:
- Transit (IC) Cards: Add a Pasmo or Suica card to your Apple Wallet (iPhone only). Android users can purchase physical cards at airports or JR stations. These work on trains, subways, and most buses nationwide.
- Rail Passes: For long-distance travel, consider a Japan Rail Pass or regional passes if they fit your route.
- City Metro Passes: In major cities like Tokyo or Osaka, short-term subway passes (1–3 days) can save money for heavy sightseeing days.
- eSIM: I used an Airalo eSIM (3 GB for 30 days, then topped up another 3 GB). Heavy Google Maps use eats data, so plan accordingly.
- Get $3 off with code PRINCE4311.
Local Food & Café Recommendations
Japan is a food lover’s paradise, from street snacks to Michelin-starred sushi.
- Quick & budget-friendly: Convenience stores (konbini such as 7-Eleven, Lawson, FamilyMart) for surprisingly good on-the-go meals—just eat inside or in designated areas.
- Don’t miss:
- Tokyo: ramen alleys in Shinjuku and tsukemen in Ikebukuro.
- Kyoto: matcha desserts and kaiseki dinners.
- Osaka: takoyaki and okonomiyaki in Dotonbori.
- Takayama: Hida beef sushi and hearty miso ramen.
- Kanazawa: ultra-fresh seafood and gold-leaf soft serve.
- Cafés: Japan excels at themed cafés (from minimalist to whimsical) and third-wave coffee spots—perfect for a mid-sightseeing break.
Our Japan 17-Day Itinerary in Autumn
Japan in autumn is magical — golden ginkgo trees, maple leaves slowly turning red, and crisp cool air that makes exploring a joy. On this 17-day trip in Japan, we explored bustling megacities, quiet mountain towns, traditional castles, and temples rich with history.
Here’s our day-by-day itinerary, including transport details and fun facts about each destination.
Day 0 – Arrival in Tokyo
- Arrival: Landed at Narita Airport late evening.
- Transport: Took the Limousine Bus directly to Shinjuku—one of the easiest options when you have luggage, since it stops at major hotels and stations.
- Hotel: Checked in at Hotel Gracery Shinjuku, famous for the giant Godzilla head peeking over its rooftop.
- First Impressions: Even close to midnight, Shinjuku buzzed with neon lights, late-night ramen shops, and lively karaoke bars.

Day 1 – Tokyo Highlights
- Transport: Bought a 3-day Tokyo subway pass, perfect for unlimited rides on all Tokyo Metro and Toei lines (and some buses). A few local buses don’t accept it, so I used my Pasmo card when needed.
- Highlights:
- Immersed in digital art at teamLab Planets.
- Joined the crowd at the iconic Shibuya Crossing, the world’s busiest pedestrian scramble.
- Enjoyed panoramic city views from Shibuya Sky.
- Browsed quirky boutiques along Harajuku’s Takeshita Street.
- Wrapped up the evening with neon-lit wanderings through Shinjuku.

If you’re mapping out your own Tokyo adventure and want all the details, check out my full Tokyo guide. It’s packed with our complete 3-day itinerary, neighborhood highlights, transport tips, and favorite food stops—everything you need to plan a smooth and exciting stay in Japan’s vibrant capital.
Day 2 – Day Trip to Lake Kawaguchiko (Mt. Fuji)
Lake Kawaguchiko is one of the famous Fuji Five Lakes and the easiest to reach from Tokyo.
- Transport: From Shinjuku, took the train to Kawaguchiko Station.
- Highlights:
- Picture-perfect views of Mt. Fuji mirrored in the lake.
- Climbed to Chureito Pagoda, one of Japan’s most iconic Fuji viewpoints.
- Strolled Oishi Park for wide-angle mountain scenery.
- Coffee break at Lake Bake Café.
- Warmed up with hearty noodles at Hotou Fudo.
- Return: Back in Shinjuku by evening for a stroll through Omoide Yokocho, known for its narrow alleys packed with tiny yakitori (grilled chicken skewer) stalls.

Day 3 – Deeper into Tokyo
- Highlights:
- Visited Gotokuji Temple, birthplace of the lucky maneki-neko (beckoning cat).
- Stopped by Hie Shrine, tucked among modern skyscrapers.
- Wandered through the colorful Nezu Shrine with its vermilion torii gates.
- Explored Sensō-ji Temple and the bustling Nakamise-dori shopping street in Asakusa.
- Ended the night bar-hopping in Golden Gai, Shinjuku’s famous cluster of tiny themed bars.

Day 4: Tokyo to Matsumoto
- Transport: JR train (booked online). The journey takes about 3 hours, passing scenic mountain landscapes.
- Highlights in Matsumoto:
- Matsumoto Castle – One of Japan’s few remaining original castles, nicknamed the Crow Castle for its striking black exterior.
- Nawate Shopping Street – A charming pedestrian lane with retro storefronts, snack stalls, and quirky frog statues.
- Yohashira-jinja Shrine – A peaceful Shinto shrine in the city center, surrounded by a small pond and cherry trees.

Day 5: Matsumoto to Takayama
- Transport: Reserved bus tickets at Matsumoto Bus Terminal. The journey winds through the Japanese Alps (~2.5 hours).
- Highlights:
- Miyagawa Morning Market – A riverside market selling fresh produce, local crafts, and street snacks.
- Hida no Sato (Hida Folk Village) – An open-air museum with traditional thatched farmhouses showcasing rural life in the Alps.
- Sanmachi Suji – Takayama’s beautifully preserved old town lined with Edo-period merchant houses, sake breweries, and souvenir shops.
- Local Flavors: Try Hida beef sushi and hearty Takayama ramen.
- Note on Weather: Takayama was noticeably colder than Tokyo and Matsumoto, with autumn colors starting to appear.

Day 6: Takayama to Kanazawa
- Transport: Our original plan—an express bus—was sold out, so we switched to local trains. The longer route turned into a scenic bonus, with alpine views unfolding outside the window.
- Arrival: A soft drizzle greeted us, perfect for ducking into a minimalist café for hand-brewed coffee before an evening izakaya feast of fresh sashimi and seasonal small plates.

Day 7: Exploring Kanazawa
- Highlights:
- Omicho Market – Bustling seafood market with sushi stalls and local delicacies.
- Kenrokuen Garden – One of Japan’s celebrated “Three Great Gardens,” blending ponds, bridges, and seasonal blooms.
- Kanazawa Castle Grounds – Reconstructed samurai-era fortress with impressive stone walls.
- Nishi Chaya District – A quieter geisha district filled with teahouses and artisan shops.
- Nagamachi Samurai District – Preserved samurai residences and earthen walls from the feudal era.
- Higashi Chaya District – The most famous geisha quarter, with traditional teahouses and gold-leaf craft stores.
- Local Specialties: Kanazawa sushi and ultra-fresh seafood from the Sea of Japan.

Day 8: Kanazawa to Kyoto
- Transport: Bought vouchers on KKday (Hokuriku 1-Way Kanazawa → Kyoto).
- Process: Exchange vouchers at Kanazawa Station for tickets.
- Route: Kanazawa → Tsuruga (Tsurugi Line), then Thunderbird train to Kyoto.
- Highlights:
- Zenkyo-an Temple – A tranquil Zen retreat with beautifully raked gardens.
- Shirakawa Canal & Tatsumi Bridge – Picture-perfect Kyoto scenes of willow trees and stone bridges.
- Yasaka Shrine & Maruyama Park – Vibrant Shinto shrine and a favorite cherry-blossom viewing spot.
- Chion-in Temple – Home to Japan’s largest temple bell and massive wooden gate.
- Ninenzaka & Sannenzaka – Historic sloped streets lined with teahouses and souvenir shops.
- Kiyomizu-dera Temple – Famous hillside temple with a dramatic wooden stage overlooking the city.
- Yasaka Pagoda – Iconic five-story pagoda often featured in Kyoto postcards.

Day 9–10: More of Kyoto
- Highlights:
- Otagi Nenbutsu-ji – Temple known for 1,200 whimsical stone statues.
- Adashino Nenbutsu-ji & Bamboo Grove – Serene bamboo paths and mossy Buddhist statues.
- Nijō Castle – A UNESCO site with ornate interiors and “nightingale floors” that chirp when walked upon.
- Kinkaku-ji (Golden Pavilion) – Zen temple covered in shimmering gold leaf.
- Fushimi Inari Shrine – Thousands of iconic red torii gates climbing Mt. Inari.
- Eikandō Temple – Especially stunning in autumn for its glowing maple leaves.

Day 11: Day Trip to Nara
- Transport: Local train from Kyoto (~45 min).
- Highlights:
- Nara Deer Park – Meet sacred deer that bow for crackers.
- Yoshikien Garden – A trio of tranquil gardens: moss, pond, and tea-house style.
- Kasuga Taisha Shrine – Renowned for hundreds of stone lanterns.
- Return: Aoniyoshi Limited Express for a comfortable ride back.

Day 12: Kyoto to Osaka
- Transport: Local train using IC card (quick and easy).
- Highlights:
- Namba Yasaka Jinja – Known for its dramatic lion-head stage.
- Namba Malls – Endless shopping and dining choices.
- Kuromon Ichiba Market – Street-food paradise with takoyaki, fresh oysters, and wagyu skewers.

Day 13–14: More of Osaka
- Highlights:
- Umeda Sky Building – Futuristic skyscraper with a 360° rooftop view.
- Ebisu Bashi-Suji Shopping Street – Covered arcade packed with fashion and souvenir shops.
- Dotonbori – Iconic neon lights, giant food signs, and buzzing nightlife.
- Katsuo-ji Temple – Famous for its “winning daruma” dolls symbolizing perseverance.
- Osaka Castle – A stroll through its impressive grounds.

Day 15: Osaka to Tokyo
- Transport: Nozomi Shinkansen (book 30 days in advance via SmartEX for discounts). Only 2.5 hours; seats D/E offer Mt. Fuji views.
- Highlights:
- Tokyo Station – Architectural blend of red-brick heritage and modern shopping.
- Azabudai Hills Mori JP Tower – Sky-high observation deck with striking Tokyo Tower views.

Day 16-17: Final Days in Tokyo
- Highlights:
- Starbucks Reserve Roastery – A four-story coffee wonderland.
- Neighborhood: Stayed in Ginza for its upscale shopping, sleek cafés, and easy access to Haneda Airport.
- Shinjuku 3D Cat – Viral giant-cat billboard that appears to leap from the screen.
- Last-Minute Shopping: Souvenir hunts in Shibuya and Ginza.

Day 18: Departure from Tokyo
- Transport: From Ginza, we took the Asakusa Line direct to Haneda Airport.
The Takeaway
Looking back at this trip, I can’t help but smile—it was such a mix of excitement, discoveries, and a few unexpected turns (like missing out on Shirakawa-go because of sold-out bus tickets!). But honestly, that’s what makes travel so memorable. You plan what you can, and the rest just becomes part of the adventure.
What stood out the most to me was how each city had its own unique rhythm. Tokyo was buzzing with endless energy, while Matsumoto felt like a quiet pause in the mountains. Takayama gave us that cozy, autumn-in-the-countryside vibe, and Kanazawa surprised me with its mix of samurai history and modern touches. Kyoto was a dream with its temples and traditions, Osaka had the best food scene (takoyaki, anyone?), and then there was the calm but bittersweet return to Tokyo at the end.
Transportation in Japan was its own adventure too—buses, trains, and even the Shinkansen with Mt. Fuji views. It was a reminder that the journey in between places is just as special as the destinations themselves.
If I had to sum it up, this trip was about more than just checking cities off a list. It was about experiencing Japan’s contrasts: old and new, quiet and busy, tradition and innovation. And even though we missed the peak fall colors everywhere except Takayama, the timing gave us something to look forward to—we’ll just have to come back and chase the full autumn palette next time.
Be ready to embrace the unexpected. Plan enough to make things smooth, but leave room for surprises. Those little twists and turns? They’ll probably be the stories you’ll remember the most.
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AUTHOR

Written by Princess — Helping first-time travelers explore the world stress-free.



