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Tokyo to Osaka 16-Day Itinerary

Tokyo to Osaka 16-Day Itinerary Itinerary

Last updated: 2024 Jun 14

Cherry Blossom Delights and Traditional Sites

Morning
Begin your cherry blossom journey at the serene Ueno Park, known for its picturesque views during sakura season. Enjoy a traditional Japanese breakfast at Taito [10242] before taking a leisurely walk among the cherry trees.
Afternoon
Continue your sakura experience at the historic Asakusa Senso-ji Temple and Nakamise Shopping Street. For lunch, indulge in the flavors of Japan at TWO ROOMS Grill | Bar. Then, take a relaxing cruise on the Sumida River with the Asakusa River Cruise to see the cherry blossoms from a different perspective.
Evening
Dine at District - Brasserie, Bar, Lounge and enjoy the vibrant atmosphere of Shibuya Crossing and Surrounding Area. Witness the famous Shibuya scramble from above at the nearby THE SKY BAR while reflecting on the day's cherry blossom sightings.
Bedtime
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Ueno Park

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Asakusa Senso-ji Temple and Nakamise Shopping Street

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Cherry Blossom Serenity at Shinjuku Gyoen National Garden

Morning
Begin your day with the tranquil beauty of Shinjuku Gyoen National Garden, known for its diverse cherry blossom trees. Enjoy a traditional Japanese breakfast at SHARI THE TOKYO SUSHI BAR before taking a peaceful morning stroll through the park's landscaped gardens.
Afternoon
Immerse yourself in the elegance of Nezu Museum, where you can appreciate both art and nature. For lunch, savor the delicate flavors of tempura at Tempura Kondo Ginza Main Store. Afterward, visit the nearby Edo-Tokyo Open Air Architectural Museum to step back in time and explore traditional Japanese architecture.
Evening
Dine at Tsunahachi Shinjuku Branch for a taste of one of Japan's most beloved dishes, soba noodles. Conclude your day with the vibrant energy of Kabukicho, Tokyo's renowned entertainment and nightlife district.
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Shinjuku Gyoen National Garden

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Nezu Museum

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Cultural Delights and Culinary Journey

Morning
Begin your day with a visit to the iconic Osaka Castle (Osaka-jo), a symbol of Japan's power and majesty. Enjoy a traditional Japanese breakfast at Osaka Castle before immersing yourself in the rich history of the castle and its grounds.
Afternoon
Explore the vibrant Dotonbori area, known for its lively entertainment and delicious street food. For lunch, indulge in the flavors of Osaka at Ichiran Ramen, a renowned spot for authentic ramen. Afterward, take a leisurely cruise on the Osaka River Cruise to see the city from a different perspective.
Evening
Dine at Shinsekai District, where you can enjoy the unique atmosphere of Osaka's old town. After dinner, take a stroll through the Tsutenkaku Tower area and experience the nostalgic charm of the city's past.
Bedtime
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Osaka Castle (Osaka-jo)

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Dotonbori

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Cultural Treasures and Gourmet Delights

Morning
Begin with a serene visit to the Meiji Shrine (Meiji Jingu) in the heart of the city. Enjoy a traditional Japanese breakfast at Toranomon BAR shinkai nearby.
Afternoon
Explore the upscale shopping district of Omotesando and enjoy a luxurious lunch at Tavern on S. Afterward, visit the Nezu Museum to appreciate its collection of traditional and contemporary Japanese art.
Evening
Dine at R restaurant & bar, known for its innovative cuisine and stylish ambiance. Cap off the evening with a visit to the Roppongi Hills Observatory for a stunning night view of Tokyo.
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Omotesando

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Nezu Museum

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Tokyo Disney Magic

Morning
Spend a magical day at Tokyo Disneyland or Tokyo DisneySea. Enjoy the park's attractions and entertainment, and have a delightful Disney-themed breakfast at one of the park's many eateries.
Afternoon
Continue to explore the Disney park of your choice and have a fun-filled lunch at one of the park's unique dining spots.
Evening
Dine at Hobgoblin Roppongi British Pub for a casual and lively atmosphere. After dinner, enjoy the nightlife of Roppongi with its array of bars and clubs.
Bedtime
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Tokyo DisneySea

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Roppongi

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Hidden Gems and Culinary Delights

Morning
Discover the lesser-known side of Tokyo with a visit to the Yanaka District and the nearby Yanaka Ginza Shopping Street. Enjoy a local breakfast at one of the charming cafes in the area.
Afternoon
For lunch, indulge in the Michelin-starred tempura at Hidden Lounge. Afterward, visit the Edo-Tokyo Museum to learn about the history and culture of the city.
Evening
Dine at 33 Tokyo(サーティースリートウキョウ), a hidden gem itself, and enjoy its sophisticated atmosphere. End the evening with a visit to the Tokyo Tower to see the city lights from above.
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Tokyo Tower

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Thrilling Day Trips and Nightlife

Morning
Take an exciting day trip to Fuji-Q Highland, known for its thrilling roller coasters and attractions. Enjoy a hearty breakfast at Dining BAR Hidden Lounge before heading out.
Afternoon
Return to Tokyo and have a late lunch at ACORN Shinjuku. Spend the rest of the afternoon exploring the vibrant district of Shinjuku, including the Kabukicho entertainment area.
Evening
Dine at BAR TOKYO, a chic and modern spot with a wide range of drinks and dishes. After dinner, experience the neon-lit streets of Kabukicho and perhaps catch a show or visit a themed bar.
Bedtime
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Fuji-Q Highland

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Shinjuku

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Yokohama Highlights and Waterfront Dining

Morning
Begin your day with a visit to the Yokohama Chinatown, one of the largest in the world. Enjoy a traditional Chinese breakfast at one of the local eateries.
Afternoon
Explore the Minato Mirai 21 waterfront area, including attractions like the Cosmo Clock 21 and the Red Brick Warehouse. Have a leisurely lunch with a view at Yokohama Marina.
Evening
Dine at Yokohama Bay View, where you can enjoy a wide range of international cuisines and a stunning panoramic view of the city. After dinner, take a romantic stroll along the waterfront and enjoy the evening lights.
Bedtime
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Tokyo's Nature and History

Morning
Start with a visit to the Inokashira Park in Kichijoji. Enjoy the serene surroundings and have breakfast at Meiji Shrine (Meiji Jingu) within the park.
Afternoon
After the park, head to the Ghibli Museum to immerse yourself in the world of Studio Ghibli. For lunch, visit the nearby Fujiya 1935 for a taste of classic Japanese sweets and light dishes.
Evening
Dine at Kagurazaka Ishikawa, a Michelin-starred restaurant offering kaiseki cuisine. End the evening with a walk through the Kagurazaka area, known for its traditional atmosphere and many small shops and restaurants.
Bedtime
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Inokashira Park

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Ghibli Museum

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Art and Shopping in Tokyo

Morning
Start your day with a visit to the Tokyo National Museum in Ueno Park. Enjoy a traditional Japanese breakfast at Asakusa [10250] before exploring the museum's extensive collection.
Afternoon
After the museum, take a walk through the park and visit the Ueno Zoo. For lunch, head to Ueno [10242] for a variety of dining options. Spend the rest of the afternoon shopping in the Ameya-Yokocho market area.
Evening
Dine at Akihabara [10239], the heart of Tokyo's otaku culture. After dinner, explore the area's many electronic shops and anime stores, or enjoy a drink at one of the local bars.
Bedtime
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Tokyo National Museum

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Ameya-Yokocho

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Tokyo's Temples and Shrines

Morning
Begin your day with a visit to the Tokyo Daijingu Shrine in Iidabashi. Enjoy a traditional Japanese breakfast at Iidabashi [210468] before exploring the shrine and its beautiful grounds.
Afternoon
After the shrine, take a short walk to the Koishikawa Korakuen Garden, one of Tokyo's oldest and most beautiful gardens. For lunch, head to Kagurazaka [210467] for a variety of dining options. Spend the rest of the afternoon exploring the garden and the nearby Kagurazaka area.
Evening
Dine at Iidabashi [210468], where you can enjoy a variety of international cuisines in a stylish and modern setting. After dinner, take a walk along the nearby Kanda River and enjoy the evening lights.
Bedtime
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Tokyo's Modern Architecture

Morning
Start your day with a visit to the Tokyo Station, one of the city's most iconic buildings. Enjoy a traditional Japanese breakfast at Tokyo Station [10246] before exploring the station and its surrounding area.
Afternoon
After the station, take a short walk to the Imperial Palace and enjoy a guided tour of the palace grounds. For lunch, head to Marunouchi [10246] for a variety of dining options. Spend the rest of the afternoon exploring the area's many shops and galleries.
Evening
Dine at Ginza [10248], the heart of Tokyo's luxury shopping and dining. After dinner, take a walk through the area's many streets and enjoy the evening lights.
Bedtime
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Tokyo Station

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Tokyo's Hidden Gems

Morning
Begin your day with a visit to the Tokyo Metropolitan Government Building in Shinjuku. Enjoy a traditional Japanese breakfast at Shinjuku [10249] before taking the elevator to the building's observation decks for panoramic views of the city.
Afternoon
After the government building, take a short walk to the Shinjuku Gyoen National Garden and enjoy a leisurely stroll through the park's beautiful grounds. For lunch, head to Shinjuku [10249] for a variety of dining options. Spend the rest of the afternoon exploring the park and the nearby Shinjuku area.
Evening
Dine at Shinjuku [10249], where you can enjoy a variety of international cuisines in a stylish and modern setting. After dinner, take a walk through the area's many streets and enjoy the evening lights.
Bedtime
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Tokyo Metropolitan Government Building

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Shinjuku Gyoen National Garden

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Tokyo's Neighborhoods

Morning
Start your day with a visit to the Nezu Museum in Minato. Enjoy a traditional Japanese breakfast at Minato [10253] before exploring the museum's extensive collection of Asian art.
Afternoon
After the museum, take a short walk to the Roppongi Hills and enjoy a guided tour of the building's architecture and history. For lunch, head to Minato [10253] for a variety of dining options. Spend the rest of the afternoon exploring the area's many shops and galleries.
Evening
Dine at Minato [10253], where you can enjoy a variety of international cuisines in a stylish and modern setting. After dinner, take a walk through the area's many streets and enjoy the evening lights.
Bedtime
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Nezu Museum

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Roppongi Hills

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Tokyo's Parks and Gardens

Morning
Begin your day with a visit to the Ueno Park in Taito. Enjoy a traditional Japanese breakfast at Taito [10242] before exploring the park's many attractions, including the Ueno Zoo and the Tokyo National Museum.
Afternoon
After the park, take a short walk to the Asakusa and enjoy a guided tour of the area's many temples and shrines. For lunch, head to Taito [10242] for a variety of dining options. Spend the rest of the afternoon exploring the area's many shops and galleries.
Evening
Dine at Taito [10242], where you can enjoy a variety of international cuisines in a stylish and modern setting. After dinner, take a walk through the area's many streets and enjoy the evening lights.
Bedtime
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Ueno Park

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Farewell to Tokyo

Morning
Enjoy a final breakfast at one of Tokyo's iconic cafes, such as Meiji Shrine (Meiji Jingu). Take a morning stroll through the peaceful Yoyogi Park and reminisce about your time in this vibrant city.
Afternoon
Spend your last hours in Tokyo exploring the trendy district of Shimokitazawa. Have a casual lunch at one of the local eateries and browse the unique shops for souvenirs.
Evening
For your farewell dinner, indulge in a luxurious meal at TWO ROOMS Grill | Bar, savoring the flavors of both Japanese and international cuisine. Raise a glass to your unforgettable Tokyo journey and the memories you've made.
Bedtime
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