Mt. Fuji at Oishi park, Lake Kawaguchiko, Japan

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.

💡 TIP

Use a flight comparison site such as Skyscanner and aim to book about 3 months ahead for the best fares.


Where to Stay

Japan offers accommodations for every style and budget. I often book through Booking.com, which frequently offers coupons or member discounts.

💡 TIP

Prices spike during spring (cherry blossom) and autumn (fall foliage), so secure your rooms as soon as flights are confirmed.


Getting Around

Japan’s transportation is efficient and easy once you’re set up:


Local Food & Café Recommendations

Japan is a food lover’s paradise, from street snacks to Michelin-starred sushi.

If you’re planning your next adventure, I’ve listed all my travel essentials — the gear, gadgets, and accessories I personally use — on my Travel Essentials Kit. These are the items that make my trips smoother and stress-free, especially for first-time travelers. Check it out before your trip!

JAPAN ITINERARY SUMMARY

Here’s how we divided our 17 days in Japan:

Tokyo – 2 days at the start + 3 days at the end
Lake Kawaguchiko (Day Trip from Tokyo) – 1 day for Mt. Fuji views
Matsumoto – 1 day for the castle
Takayama – 1 day, with our first glimpse of autumn colors
Kanazawa – 2 days, exploring samurai & geisha districts
Kyoto – 4 days, temples, shrines & Nara day trip
Osaka – 3 days, street food and city energy

This itinerary gave us a balance of modern cities, historical towns, cultural highlights, and incredible food—and a preview of Japan’s beautiful autumn season.

Experience the buzz of Japan’s capital the way we did!

I captured our favorite Tokyo moments—from the glowing streets of Shinjuku to the sweeping views at Shibuya Sky—in a video. Take a few minutes to watch it right here and feel the city’s energy before you start planning your own trip.


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

Shinjuku Japan at night
Shinjuku at night

💡 Did you know?

Shinjuku Station is the busiest railway station in the world, handling over 3.5 million passengers every day.


Day 1 – Tokyo Highlights

people crossing at Shibuya Scramble Crossing Tokyo Japan
people crossing at Shibuya Scramble Crossing


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.

view of Mt Fuji at Oishi park Lake Kawaguchiko Japan
view of Mt. Fuji at Oishi Park, Lake Kawaguchiko


Day 3 – Deeper into Tokyo

Sensō-ji Temple, Tokyo, Japan
Sensō-ji Temple


Day 4: Tokyo to Matsumoto

Matsumoto Castle, Matsumoto, Japan
Matsumoto Castle

💡 Did you know?

Matsumoto Castle is one of Japan’s oldest surviving castles, built in the late 16th century.


Day 5: Matsumoto to Takayama

Sanmachi Suji, Takayama, Japan
Sanmachi Suji

💡 Did you know?

Takayama is often called “Little Kyoto” because of its traditional wooden houses and slower pace of life.


Day 6: Takayama to Kanazawa

Itaru Honten, Kanazawa, Japan
Itaru Honten


Day 7: Exploring Kanazawa

Higashi Chaya, Kanazawa, Japan
Higashi Chaya

💡 Did you know?

Kanazawa means “Marsh of Gold” — the region was historically rich in gold leaf production, and you can still try gold-leaf ice cream today.


Day 8: Kanazawa to Kyoto

Kiyomizu-dera Temple, Kyoto, Japan
Kiyomizu-dera Temple


Day 9–10: More of Kyoto

Kinkaku-ji, Kyoto, Japan
Kinkaku-ji

💡 Did you know?

Kyoto was Japan’s imperial capital for over 1,000 years, which is why it has over 1,600 Buddhist temples and 400 Shinto shrines.


Day 11: Day Trip to Nara

Nara deer at Kasuga Taisha Shrine, Nara, Japan
Nara deer at Kasuga Taisha Shrine

💡 Did you know?

The deer in Nara are considered messengers of the gods, which is why they are protected as a national treasure.


Day 12: Kyoto to Osaka

Namba Yasaka Jinja, Osaka, Japan
Namba Yasaka Jinja


Day 13–14: More of Osaka

Umeda Sky Building, Osaka, Japan
Umeda Sky Building

💡 Did you know?

Osaka is known as “Japan’s Kitchen” because of its long history as a center of food culture and trade.


Day 15: Osaka to Tokyo

view of Tokyo Tower from Azabudai Hills Mori JP Tower, Tokyo, Japan
view of Tokyo Tower from Azabudai Hills Mori JP Tower


Day 16-17: Final Days in Tokyo

Starbucks Reserve Roastery Tokyo, Japan
Starbucks Reserve Roastery


Day 18: Departure from Tokyo


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.
Princess

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