Two-Week Comprehensive Japan Travel Itinerary: Osaka, Kyoto, and Tokyo Adventure

Day 1: Explore Osaka City

Osaka, Japan on June 1, 2025

8:00am

Breakfast at Kuromon Ichiba Market

Enjoy fresh sushi and local street food at this famous market, sampling seasonal and regional specialties. The market opens around 9:00am but some stalls start earlier for breakfast.
JPY1000, 1h

10:00am

Visit Osaka Castle

Explore the iconic Osaka Castle with its beautifully maintained grounds and informative museum inside. Opens at 9:00am, allowing for a full morning visit.
JPY600, 2h

1:00pm

Lunch at Dotonbori Street

Experience vibrant Dotonbori and its famous takoyaki and okonomiyaki, casual Japanese street foods best enjoyed here. Many eateries open till late afternoon.
JPY1200, 1h

3:00pm

Explore Shinsaibashi Shopping Arcade

Stroll through this popular shopping area with fashion boutiques and souvenir shops, a great place to pick up gifts or try a cafe.
Free, 1.5h

6:30pm

Dinner at Kushikatsu Daruma

Dine at this iconic Osaka restaurant specializing in kushikatsu (deep-fried skewers), a must-try local specialty.
JPY2500, 1.5h
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Day 2: Osaka Modern & Cultural Highlights

Osaka, Japan on June 2, 2025

8:00am

Breakfast at a local cafe

Start with a light Japanese-Western style breakfast, with coffee and pastries or rice-based options.
JPY1000, 1h

9:30am

Visit the Umeda Sky Building

Head to the Floating Garden Observatory for panoramic views of Osaka city. Opens at 10:00am, so arrive early for ticketing.
JPY1500, 1.5h

12:00pm

Lunch at Grand Front Osaka

Dine in this large shopping and dining complex, offering a variety of cuisines including Japanese, Italian, and more.
JPY1500, 1h

2:00pm

Explore Osaka Aquarium Kaiyukan

One of the world's largest aquariums, notable for its diverse marine life and immersive exhibits. Opens 10:00am to 8:00pm.
JPY2400, 2h

6:00pm

Dinner in Namba area

Try local izakaya-style dining at various eateries in Namba district to enjoy an authentic evening atmosphere.
JPY3000, 2h
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Day 3: Day Trip to Nara

Nara, Japan on June 3, 2025

7:30am

Breakfast at hotel or nearby cafe

Enjoy a quick breakfast to prepare for an early day trip to Nara, about 45 minutes by train from Osaka.
JPY1000, 0.5h

9:00am

Visit Todai-ji Temple

Explore the famous Todai-ji, a UNESCO World Heritage site housing the Great Buddha statue. Opens at 8:00am.
JPY600, 2h

11:30am

Nara Deer Park

Walk through the park famous for friendly free-roaming deer, a unique natural experience near downtown Nara.
Free, 1h

12:30pm

Lunch at a local soba restaurant

Taste traditional Japanese buckwheat noodles, a specialty in the Nara region.
JPY1200, 1h

2:00pm

Visit Kasuga Taisha Shrine

Explore the historic shrine known for its hundreds of stone and bronze lanterns. Opens at 6:30am.
JPY500, 1.5h

4:30pm

Return to Osaka

Head back to Osaka in the late afternoon for dinner and rest.
JPY800 (train), 1h

7:00pm

Dinner near hotel

Choose a relaxed restaurant near your hotel for an early dinner, trying dishes like ramen or kaiseki.
JPY2000, 1.5h
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Day 4: Explore Osaka Neighborhoods

Osaka, Japan on June 4, 2025

8:30am

Breakfast at a Japanese bakery

Try freshly baked Japanese breads and coffee at a local bakery.
JPY800, 1h

10:00am

Visit Sumiyoshi Taisha Shrine

One of Japan’s oldest shrines, known for its unique architecture and tranquil grounds. Opens at 6:00am.
Free, 1.5h

12:00pm

Lunch at a local okonomiyaki restaurant

Enjoy a hearty okonomiyaki meal, a savory pancake famous in Osaka.
JPY1300, 1h

2:00pm

Travel to Kyoto

Take the JR train from Osaka to Kyoto, a 15-minute Shinkansen or 30-minute local train ride. Check into your Kyoto hotel.
JPY1500, 0.5h

4:00pm

Evening stroll in Gion District

Experience traditional Kyoto atmosphere with historic streets, tea houses, and possible Geisha sightings.
Free, 2h

7:00pm

Dinner at Pontocho Alley

Dine at one of Pontocho's atmospheric restaurants specializing in kaiseki or Kyoto cuisine.
JPY3500, 2h
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Day 5: Kyoto Temples & Gardens

Kyoto, Japan on June 5, 2025

8:00am

Breakfast at hotel

Enjoy a Japanese-style breakfast to fuel a day of sightseeing.
Included in hotel, 1h

9:00am

Visit Fushimi Inari Shrine

Explore the famous tunnel of red torii gates and scenic walking trails. Open 24 hours, best early to avoid crowds.
Free, 2h

12:00pm

Lunch at nearby noodle shop

Try traditional Kyoto soba or udon noodles at a local specialty restaurant.
JPY1200, 1h

1:30pm

Visit Kiyomizu-dera Temple

Enjoy stunning views of Kyoto from this historic temple complex. Opens at 6:00am.
JPY400, 1.5h

3:30pm

Explore Higashiyama district

Stroll through preserved old streets with shops selling sweets, crafts, and souvenirs.
Free, 1.5h

6:00pm

Dinner at traditional restaurant

Savor Kyoto cuisine in a cozy and authentic restaurant in central Kyoto.
JPY3000, 1.5h
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Day 6: Arashiyama Nature & Culture

Kyoto, Japan on June 6, 2025

7:30am

Breakfast at hotel or local cafe

Start with a light breakfast in preparation for an outdoor-focused day.
JPY1000, 1h

8:30am

Visit Arashiyama Bamboo Grove

Walk early in this famous bamboo forest to avoid crowds, enjoying the serene atmosphere. Open 24 hours.
Free, 1h

10:00am

Visit Tenryu-ji Temple

Explore this Zen temple and its beautiful gardens, a UNESCO World Heritage site. Opens at 8:30am.
JPY500, 1.5h

12:00pm

Lunch at Arashiyama riverside restaurant

Enjoy riverside dining with a range of set meals featuring tofu and other regional specialties.
JPY2000, 1h

2:00pm

Visit Monkey Park Iwatayama

Climb to see wild monkeys and panoramic views over Kyoto. Opens 9:00am to 4:30pm.
JPY550, 1.5h

5:00pm

Return to Kyoto city center

Head back for a relaxed evening.
JPY500, 1h

7:00pm

Dinner at Kyoto station area

Choose from many restaurants inside or near Kyoto station offering diverse Japanese and international food options.
JPY3000, 2h
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Day 7: Cultural Experiences & Shopping

Kyoto, Japan on June 7, 2025

8:30am

Breakfast at hotel

Prepare for a day of museums and culture with a solid breakfast.
Included, 1h

9:30am

Visit Kyoto National Museum

Discover Japanese art and history in this well-curated museum. Opens 9:30am to 5:00pm.
JPY520, 2h

12:00pm

Lunch nearby at traditional Japanese eatery

Taste authentic tempura, rice bowls, or seasonal dishes.
JPY1500, 1h

1:30pm

Explore Nishiki Market

Wander through Kyoto's famed 'Kitchen' market, sampling delicacies and shopping for souvenirs.
Free entry, 2h

4:00pm

Visit To-ji Temple

See the magnificent five-story pagoda and temple grounds. Opens until 5:00pm.
JPY500, 1h

6:30pm

Dinner in downtown Kyoto

Choose between modern fusion or classic Kyoto dishes to end your time in the city.
JPY3500, 2h
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Day 8: Travel to Tokyo & Evening Exploration

Tokyo, Japan on June 8, 2025

7:00am

Breakfast at hotel

Have a quick breakfast before departing Kyoto for Tokyo via Shinkansen.
Included, 0.5h

8:00am

Travel Kyoto to Tokyo by Shinkansen

Enjoy a fast and comfortable bullet train ride, about 2h 20min, arriving at Tokyo Station.
JPY14000, 2h20m

11:00am

Check-in to Tokyo hotel

Drop off luggage and freshen up at your centrally located hotel in areas like Shinjuku or Tokyo Station.
Varies, 1h

12:00pm

Lunch at Tokyo Station Ramen Street

Taste different styles of ramen concentrated in one area in the station, great for a quick and tasty meal.
JPY1200, 1h

1:30pm

Visit the Imperial Palace East Gardens

Relax and explore the historic gardens which are open from 9:00am to 4:30pm, closed Mondays and Fridays.
Free, 1.5h

3:30pm

Explore Ginza district

Discover luxury shopping, department stores, and cafes in this upscale neighborhood.
Free, 2h

6:00pm

Dinner at Sushi Zanmai Ginza

Enjoy a sushi dinner in one of Ginza’s famed conveyor belt sushi restaurants, open till late.
JPY3500, 1.5h
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Day 9: Tokyo Culture & Parks

Tokyo, Japan on June 9, 2025

8:00am

Breakfast at hotel or local bakery

Start with breakfast featuring Japanese or Western style pastries and coffee.
JPY800, 1h

9:30am

Visit Meiji Shrine

Explore Tokyo’s grand Shinto shrine surrounded by a forested park. Opens 5:00am to 6:00pm.
Free, 1.5h

11:30am

Walk through Yoyogi Park

Enjoy a stroll in this spacious urban park adjacent to Meiji Shrine, ideal for people watching and relaxing.
Free, 1h

12:30pm

Lunch at Harajuku Takeshita Street

Sample trendy street food like crepes and bubble tea while exploring this youthful, fashionable area.
JPY1000, 1h

2:00pm

Visit teamLab Planets TOKYO

Immerse yourself in a cutting-edge digital art museum with interactive exhibits. Open 10:00am to 7:00pm.
JPY3200, 2h

5:00pm

Explore Odaiba area

Visit this futuristic entertainment island with shopping, a seaside park, and views of Rainbow Bridge.
Free to explore, transport ~JPY400, 2h

7:30pm

Dinner at DiverCity Tokyo Plaza

Choose from many restaurants including local and international cuisine with great ambiance.
JPY3000, 1.5h
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Day 10: Tokyo Landmarks & Shopping

Tokyo, Japan on June 10, 2025

8:30am

Breakfast at hotel

Fuel up for a busy day with a hearty breakfast.
Included, 1h

9:30am

Visit Asakusa & Senso-ji Temple

Explore Tokyo’s oldest Buddhist temple and Nakamise shopping street. The temple grounds open 6:00am to 5:00pm.
Free, 2h

12:00pm

Lunch at Asakusa street food stalls

Try traditional snacks like melonpan and tempura at local vendors.
JPY1000, 1h

1:30pm

Visit Tokyo Skytree

Take in sweeping city views from one of the tallest towers in the world. Opens at 8:00am. Tickets advisable in advance.
JPY2100, 2h

4:00pm

Explore Akihabara

Discover the vibrant electronics, anime, and game shopping district with themed cafes.
Free to explore, 2h

7:00pm

Dinner at izakaya in Akihabara

End the day with casual Japanese pub dining with a variety of small plates and drinks.
JPY3000, 2h
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Day 11: Day Trip to Hakone

Hakone, Japan on June 11, 2025

7:00am

Breakfast at hotel

Have a quick breakfast before traveling out to Hakone for scenic natural beauty and hot springs.
Included, 0.5h

7:30am

Travel to Hakone via Odakyu Romancecar

Enjoy a comfortable train ride to Hakone, about 1.5 to 2 hours from Tokyo, with scenic views.
JPY2300 (one way), 2h

10:00am

Visit Hakone Open Air Museum

Explore the impressive outdoor sculpture park set among nature. Opens 9:00am to 5:00pm.
JPY1600, 2h

12:30pm

Lunch at museum cafe

Have lunch surrounded by art and beautiful landscapes.
JPY1500, 1h

2:00pm

Take Lake Ashi Cruise

Enjoy a scenic boat ride with views of Mt. Fuji on clear days. Cruises run till late afternoon.
JPY1500, 1h

3:30pm

Ride Hakone Ropeway

See volcanic valleys and hot steam vents from above. Open 9:00am to 5:00pm.
JPY2100, 1h

5:00pm

Return to Tokyo

Travel back by Romancecar train to Tokyo.
JPY2300, 2h

7:30pm

Dinner in Tokyo

Relax after the day trip with dinner near your hotel featuring favorite Japanese dishes like yakitori or ramen.
JPY2500, 1.5h
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Day 12: Free Day & Tokyo Hidden Gems

Tokyo, Japan on June 12, 2025

8:30am

Breakfast at hotel

Start with a relaxed breakfast to plan a flexible day of exploration or rest.
Included, 1h

10:00am

Visit Nezu Museum

Enjoy serene gardens and traditional art exhibits in this lesser-known museum. Opens 10:00am to 5:00pm, closed Mondays.
JPY1000, 1.5h

12:00pm

Lunch at Aoyama area cafe

Dine in a stylish cafe with Japanese-European fusion dishes.
JPY1800, 1h

2:00pm

Explore Daikanyama and Nakameguro neighborhoods

Discover trendy boutiques, concept stores, and riverside cherry blossom walking paths.
Free, 3h

6:00pm

Dinner in Ebisu district

Choose from a variety of upscale to casual dining options, including fresh seafood and sake bars.
JPY3500, 2h
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Day 13: Last Exploration & Shopping

Tokyo, Japan on June 13, 2025

8:30am

Breakfast at hotel

Enjoy your last full breakfast in Tokyo.
Included, 1h

9:30am

Visit Tsukiji Outer Market

Sample fresh seafood and sushi at this bustling market, open early daily.
JPY1500, 2h

12:00pm

Lunch at market stalls

Try various small dishes such as grilled eel and sashimi bowls.
JPY1500, 1h

1:30pm

Shopping in Shibuya

Explore trendy shops and the famous Shibuya Crossing. Open late afternoon for peak atmosphere.
Free, 3h

5:00pm

Relax at a cafe or bar

Enjoy a last toast or coffee in Shibuya to soak in the Tokyo vibes.
JPY1200, 1h

7:00pm

Farewell dinner at a top-rated sushi restaurant

Celebrate your trip with premium sushi or kaiseki dining experience.
JPY8000, 2h
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Day 14: Departure

Tokyo, Japan on June 14, 2025

7:00am

Breakfast at hotel

Enjoy your last breakfast and prepare for departure.
Included, 1h

9:00am

Check out and travel to airport

Take the airport limousine bus or train to Narita or Haneda airport for your flight home.
JPY3000-3500, 1.5h
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