Japan 2-Week Itinerary: A Thoughtfully Curated Journey

Planning a trip to Japan? Whether you're a first-time visitor or returning to explore deeper layers of the country, this 14-day Japan itinerary is crafted to help you experience the perfect blend of iconic cities, serene landscapes, rich history, and authentic cultural insights.

This itinerary reflects what Trundle stands for — deeply personalized, human-curated journeys crafted by locals who know their cities intimately. Here's how to make the most of two unforgettable weeks in Japan.

Japan Temple and Mt Fuji

Overview at a Glance

Day Destination Highlight Activity
1-3 Tokyo Shibuya, Asakusa, Meiji Shrine, food streets
4 Hakone Onsen & Mt. Fuji views
5-7 Kyoto Temples, tea houses, Gion at night
8 Nara (Day Trip) Todai-ji Temple, Nara Park
9-10 Hiroshima/Miyajima Peace Memorial, floating torii gate
11-13 Osaka Food scene, Dotonbori, Shinsekai
14 Tokyo (return) Souvenir shopping, final cultural stop

Days 1–3: Tokyo – The Urban Gateway

Start your trip in Japan's dynamic capital. Tokyo is a city of contrasts: historic temples, futuristic architecture, bustling markets, and tranquil gardens.

Must-Do Experiences

  • Explore the vibrant Shibuya Crossing & Hachiko Statue
  • Visit the peaceful Meiji Shrine
  • Stroll through Asakusa and shop at Nakamise Street
  • Dine in Omoide Yokocho or explore Tsukiji Outer Market
Tokyo Street

Day 4: Hakone – Onsen and Fuji Views

Take a day trip (or overnight) to Hakone for nature, art, and a chance to glimpse Mt. Fuji.

Highlights

  • Ride the Hakone Ropeway
  • Soak in a traditional Japanese onsen
  • Visit the Hakone Open-Air Museum
  • Lake Ashi pirate boat cruise
Tip: Book accommodations with a private onsen if staying overnight.

Days 5–7: Kyoto – Culture and Calm

Known as Japan's cultural capital, Kyoto is a haven of temples, gardens, and tea traditions.

Highlights

  • Fushimi Inari Taisha (the red torii gates)
  • Arashiyama Bamboo Grove
  • Kinkaku-ji (Golden Pavilion)
  • Traditional tea ceremony in Gion

Day 8: Nara Day Trip – Heritage and Deer

Just under an hour from Kyoto, Nara offers ancient temples and sacred deer.

Highlights

  • Todai-ji Temple (Great Buddha Hall)
  • Nara Park and its friendly deer
  • Kasuga Taisha Shrine
Nara Deer Park

Days 9–10: Hiroshima & Miyajima – Peace and Beauty

A sobering yet powerful visit to Hiroshima, followed by the stunning island of Miyajima.

Hiroshima Must-Sees

  • Peace Memorial Park & Museum
  • Atomic Bomb Dome
  • Local okonomiyaki tasting

Miyajima Highlights

  • Itsukushima Shrine with its floating torii
  • Mount Misen Ropeway

Days 11–13: Osaka – Food Capital & Neon Nights

Wrap up the journey in Osaka, Japan's friendliest and funkiest city.

Must-Do

  • Try takoyaki and okonomiyaki in Dotonbori
  • Visit Osaka Castle & Umeda Sky Building
  • Experience retro Shinsekai
  • Shop at Shinsaibashi-suji
Osaka Dotonbori

Day 14: Return to Tokyo for Departure

Wind down your trip with final souvenirs, an onsen foot bath, or one last sushi roll before flying out.

Why Use a Trundle Itinerary?

  • Curated by locals: Every itinerary is built by someone who knows the destination inside-out
  • Personalized: Your trip adapts to your pace, interests, and travel style
  • Ongoing support: You get guidance before and during your journey

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