Classic & Modern Tokyo : 6 days & 5 nights

For most of our visitors, hearing the word “Tokyo” conjures up a treasure trove of imagery. 

It rightly should, as Tokyo is full of charms both old and new. Urban adventure, discovery, and just plain fun are sure to come your way as you traverse this notoriously vibrant city with us by your side. 

With your preferences in mind, we will customize your time here to best enjoy Tokyo’s best sightseeing, dining, and shopping. Your lodging will also be of the highest standard. 

Simply put, we promise a perfectly tailored, luxurious holiday in Tokyo that you will never forget.

Day 1: Arrival in Tokyo!


Upon arriving at one of Tokyo’s international airports, Narita or Haneda, your personal tour guide will meet you.

You’ll be whisked into a well-appointed car and expediently delivered to your luxury hotel in the heart of Tokyo. After all, the last thing you want to deal with after a long flight is the hassle of getting to your hotel! (Travel Time: 85 min from Narita, 40 min from Haneda.)

Our hand-picked hotels are not only superlative in nature but are conveniently located. Your base of exploration can be near the gorgeous Imperial Palace Garden, or in central Tokyo—including ritzy Ginza! We will find the location that works best for you.

After check-in, allowing for good weather, you are invited to enjoy a peaceful stroll around the Imperial Palace Garden and the nearby, more modern areas of Tokyo at your leisure.

Afterward, it would be our pleasure to make dinner arrangements at a nearby fine restaurant.

Examples of hotels selections in Tokyo:
The Peninsula, Palace Hotel, Imperial Hotel

Tokyo Tower Tour
Tokyo Tower
Robot Restaurant Tokyo
Robot Restaurant in Kabuki-cho

Day 2: Harajuku, Aoyama & Shibuya



Your tour guide will be at the ready in your hotel’s lobby at the agreed upon time.

Together, you will explore both historical and modern parts of Tokyo by private car, including but not limited to:

※A stroll through the spiritual forest of Meiji Shrine, followed by a jaunt into the warren of side streets that make up fashionable Harajuku.

※A visit to Ota Memorial Museum of Art, which has a collection of over 1,000 pieces of Ukiyo-e (Japanese prints) collected from the Edo era (1603-1868). Your guide will share experience-enriching information about this pivotal period in Japan’s history.

※A stop at Nezu Museum, which houses a collection of over 7,400 objects of calligraphy, painting, sculpture, metalwork, weaponry, ceramics, lacquer, and more.

※A stroll down famous Omotesando street, which is lined with luxury stores. This can be paired a visit to Harajuku, the home of many non-mainstream, cutting edge stores that sport a distinctively Tokyo vibe.

※A dive into the madness known as Shibuya, where you can cross the busiest pedestrian intersection in the world, the famous Scramble. Your time in Shibuya can be extended should you wish to do a deep dive into Tokyo’s capital of youth culture.

Traditional Japanese Wedding at Meiji jingu Shrine
Traditional Japanese Wedding at Meiji Shrine
Omotesando Street in Harajuku
Omotesando St

Day 3: Shinjuku


Upon meeting your private tour guide in the lobby, you will head to Shinjuku by private car.

In the morning, you will visit interesting shops in Shinjuku. A favorite is Kinokuniya, a giant book store with a large art and culture section and special editions galore.

Afterward, you’ll explore stores unique to Japan. Visit funky one-stop-shop Tokyu Hands, an authentic “depa-chika” (a prepared food market in the basement of a ritzy department store), and Bingoya, which offers unpretentious traditional crafts made in Japan, including pottery, fabrics, lacquerware, glassware, dolls, folk art, and more.

In the afternoon, you will visit Shinjuku Gyoen Park, a sprawling superlative Japanese garden in the heart of the busy city.

Tokyo Luxury Tour
Shinjuku Shopping district
Shinjuku Night Life

Day 4: Old-town Asakusa


Today, you will explore one of the oldest parts of Tokyo: Asakusa, where the spirit of old Edo (the former name of the capital) proudly lives on.

You will stroll Nakamise-dori, a charming shopping street. Running from the imposing Kaminari-mon gate at the entrance to Senso-ji, Tokyo’s oldest temple and the spiritual home of its ancestors, to the temple itself, Nakamise-dori is brimming with history — and unique souvenirs!

While in the area you will also visit Asakusa Jinja (shrine) as well as Kappabashi-dori, the country’s biggest wholesale restaurant-supply and kitchenware district — a great place to pick up a souvenir food model like the ones you see in the windows of Japanese restaurants!

A short trip from Asakusa brings us to Ueno. This lively museum, park, and shopping district will present sights and sounds like you’ve never seen!

nakamise shopping street in Asakusa
The approach to Senso-ji Temple
Kappabashi kitchenware districr

Day 5: Ginza Kabuki Theater, Akihabara pop culture, & the Bonsai Museum

Today you’ll visit glitzy Ginza, home of a famed Kabuki theater where you can watch a traditional drama.

A full kabuki program includes several acts and can last for hours. So, after watching one, you’ll duck out and head to Akihabara, also known as Electric Town or Otaku Town.

This is the great mecca of electronics shops in Tokyo, and has more recently become known as the headquarters of anime/geek (aka “otaku”) and maid café culture.

After Akihabara, you’ll visit the Bonsai Museum. Experience the art of Bonsai and learn how to cultivate it yourself from a master, all in a beautiful garden located in the heart of Tokyo.

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Akihabara Otaku Town
Bosai Museum Experience
Bonsai Museum

Day 6: Departure


On your last day in Tokyo, we will do whatever your heart desires until it is time for you to depart.

We’ll say “Sayonara” at the international airport, or head to the next destination should you have another tour planned for after this.

Roppongi & Tokyo Tower
View of Tokyo

Optional Tokyo Cultural Experiences

Inclusive of, and additional to, the itinerary described above, the following experiences are available to you on this tour:
  • Traditional Japanese musical instrument experience with the Koto and Shamisen at a teahouse in a traditional Japanese garden, a Japanese room in a Museum, or Noh Theater
  • A Geisha and Geiko’s classical Japanese song and dance intimate concert at a ryotei (a type of luxurious and traditional Japanese restaurant) in Shimbashi or Kagurazaka, Tokyo’s Geisha districts
  • Maguro (tuna) auction at Toyosu Fish Market starting at 5:30 am
  • Private Japanese cooking instruction
  • Early morning Sumo stables visit to watch Asa-geiko, the morning practice sessions, from 7:30-10:00 am
  • The opportunity to watch a Grand Sumo Tournament in the Mezzanine at Kokugikan (matches are held in January, May, and September)
  • A Kabuki viewing in the Mezzanine
  • A visit to the Ghibli Museum in Mitaka (western Tokyo)
  • A Shinjuku night tour and pub-crawl, including the famous restaurant where life-size robots perform, Omoide Yokocho, a Bon-dance, and the temporal anomaly of hedonistic Golden-gai
  • A martial arts experience featuring any of the following: Aikido, Kendo, Karate, Sword
  • Ninja experience conducted by an actual ninja descendent
  • Bonsai Village in Omiya (a northern suburb of Tokyo)
  • Bonsai Museum in Tokyo
  • Japanese gardens, including Mukojima-Hyakkaen, Kiyosumi-Teien, Shinjuku-Gyoen, Hamarikyu, Rikugien
  • Outlet Park Shopping
  • Tea ceremony, Flower arrangement, and/or Kimono wearing

Travel With Kids

We offer exciting tours that can be enjoyed along with your children.

We can also arrange for child care, as well as a doctor or nurse should the unfortunate need arise.

Our Pricing

The total tour cost will be based on the hotel rooms you have selected, and include transfers, a private vehicle with driver, an English-speaking private tour escort, specialized field guides, travel insurance, activities and entrance fees, and breakfast at the hotel. (Room prices at ryokans typically include breakfast and dinner in the room, or in some cases in the hotel’s dining room.) 

Optional special activities will be quoted separately. 

Some personal expenses, including lunches, dinners, alcoholic beverages, and spa treatments will need to be directly paid at the time of consumption. 

Prices may vary depending on the season and chosen level of accommodation.

The approximate price of this tour: 1,000,000 JPY and up for two people.

Planning a trip to Japan?

Don’t just plan a trip. Create a life-changing, luxurious adventure.

Luxury means different things to different people.
It could be a lavish hotel room, a fine restaurant, high-end shopping, one-of-a-kind experiences,
exploring one’s personal interests without impediment, or even something intangible. 

Let us know your top trip priorities by applying for your initial itinerary proposal.
We have prepared a host of suggested itineraries for your consideration and inspiration,
but all trips can be modified to best suit your needs. Made exactly as you like it, naturally.

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