How to See Japan in Luxury

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Advisor - Sarit Rothschild
Curated By

Sarit Rothschild

  • Couples Travel

  • Family Travel

  • Luxury Travel

  • Off-the-Beaten-Path Travel

  • Japan

  • Local Culture

  • Local Food

  • Architectural

A traditional Asian-style rooftop is surrounded by vibrant autumn foliage.
Curator’s statement

Experience the ultimate luxury in Japan, exploring Tokyo, Kyoto, Osaka, Mount Fuji and Hakone. Stay in world-class hotels like Aman Tokyo and Four Seasons Osaka, enjoying personalized service and stunning views. Discover the vibrant culture, historic temples and serene landscapes with private tours and exclusive experiences. Including a luxurious onsen retreat in Hakone. From bustling cityscapes to tranquil natural beauty, Japan offers an unforgettable journey of opulence and elegance.

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Day 1: Osaka Castle or Floating Garden Observatory

A traditional Japanese castle with multiple tiers and a surrounding stone wall is set against a cloudy sky.

Experience the timeless beauty and rich history of Osaka Castle with a private half-day guided tour tailored to your interests. Wander through the majestic halls and learn about the castle's fascinating past from an expert guide. Explore the meticulously maintained gardens, where you'll encounter serene ponds, vibrant flora and traditional Japanese landscaping.

After your tour, indulge in an exclusive alfresco afternoon tea picnic set (find kosher) amid the picturesque gardens. Enjoy the tranquil surroundings as you sip tea and savor exquisite treats. Making for a perfect blend of cultural immersion and leisurely relaxation. This unique experience offers a peaceful escape in the heart of one of Japan's most iconic landmarks.

Optional night activity to visit the Floating Garden Observatory for breathtaking views of Osaka in the Umeda Sky Building

Day 2: Sumiyoshi Taisha Shrine and Nakajima Island in Osaka

A red-arched bridge spans over a tranquil pond, surrounded by lush greenery and trees.

Breakfast at the hotel.

Set out on a Private Tour of Sumiyoshi Taisha Shrine and explore one of Osaka’s oldest and most important Shinto shrines. Using a private guide, you will be able to gain insight into its history and significance.

Another option for the morning is to head 30 min North of Central Osaka by private car to arrive at Minoo Park. This is a designated national park with abundant nature to see the autumn leaves. From the park entrance, walk along the path running alongside the river for a 2.8 KM hike up to the famous Minoo Waterfall, There is a walking trail along the waterfall to enjoy the fall foliage.

Enjoy an afternoon cruise on a private yacht or luxury boat. Cruise around Nakajima Island in Osaka, while enjoying the city’s waterfront from a unique perspective. Have a delicious kosher lunch served to you while admiring the beautiful Kema Sakuranomiya Park that offers walking paths and picturesque bridges.

Night Option: Attend a traditional Bunraku puppet theater performance with VIP seats. Gain deeper appreciation through a private backstage tour and meeting with the performers.

Day 3: Kyoto

The image shows the intricately decorated underside of a traditional Japanese structure at dusk, highlighting its architectural beauty.

Breakfast at the hotel.

After enjoying a delicious breakfast, get into your luxurious vehicle to go to Kyoto, which is about one hour from Osaka. Let your guide take you on a private tour of Fushimi Inari Shrine: Explore the iconic torii gates with a knowledgeable guide. Then continue to explore the Arashiyama Bamboo Grove and enjoy a private rickshaw tour through the bamboo forest and visit the nearby Tenryu-ji Temple. Round out your day with a stop at the Kinkaku-ji (Golden Pavilion). Explore the iconic Golden Pavilion with a private guide, who will provide exclusive access to areas typically off-limits to the public. Learn about the history and significance of this UNESCO World Heritage site while enjoying the tranquil beauty of the surrounding gardens.

Optional evening activity:

  • Kyoto Imperial Palace: Private after-hours tour of the palace grounds and gardens.

  • Gion: Head to the historic Gion district. Here you’ll stroll through the meticulously maintained garden, experiencing the tranquility and beauty of traditional Japanese landscape design.

Day 4: Tokyo

The image shows a brightly lit traditional Japanese temple and a five-storied pagoda at night, highlighting architectural details and cultural significance.

Breakfast at the hotel

After breakfast, take a Shinkansen (bullet train) to Tokyo. Upon arrival in Tokyo, a greeter will meet you at the train station and bring you to the Aman Tokyo

Activity options:

A guide will pick you up and take you for a private tour of Asakusa and Senso-ji Temple. Explore Tokyo's oldest temple and the surrounding historic district. Let the guide take you to Shibuya Crossing, the busiest intersection in the world, and walk around the shopping district to take in the culture of Japan. End your tour Begin your day with a private guided tour of the Imperial Palace grounds and East Gardens. Learn about the history and significance of Japan's imperial family.

Take an immersive tour of Tokyo’s creative culture and history with a tailor-made tour of the city’s contemporary and classical art galleries. Insiders Renna Okubo and Wakako Tezen, both experienced curators and consultants, lead bespoke experiences built around personal interests. Including both leading galleries and off-the-beaten-track art spaces normally inaccessible to the public. Art experiences can be adapted to assist collectors looking to acquire new pieces.

Day 5: Private Iaido session

A person in a spa, getting a massage in a peaceful environment.

Breakfast at the hotel

Take a private Iaido session focusing on maneuvers and samurai etiquette. Dating back to the 16th century, this graceful martial art encompasses hundreds of styles of swordsmanship. Reflecting the refinement and morals of the archetypal Japanese warrior

Enjoy the rest of the day at the spa, indulging in body scrubs and massages.

Day 6: Mount Fuji and Hakone

A vibrant cherry blossom tree stands in the foreground with Mount Fuji and a clear blue sky in the background.

Early breakfast at the hotel

Enjoy a comfortable and scenic drive out of the bustling city towards the serene landscapes of Mount Fuji and Hakone. Arrive at Mount Fuji Fifth Station, situated halfway up the mountain. This popular spot offers breathtaking views and is the highest point accessible by car. Enjoy a private guided tour, learning about Mount Fuji’s cultural and geological significance while taking in panoramic vistas. Next, board a private helicopter for a tour over Mount Fuji. Soar above the iconic peak and enjoy unparalleled aerial views of the surrounding lakes and landscapes. After your flight, drive over to Hakone for a private Onsen (hot spring) experience at Gora Kadan. Enjoy the serene atmosphere and the therapeutic benefits of the mineral-rich waters in a secluded and luxurious setting. Lastly, embark on a private tour of Hakone’s highlights, including the Hakone Open-Air Museum, Lake Ashi and the Hakone Shrine.

Head back to Aman Tokyo for a beautiful farewell dinner.

Advisor - Sarit Rothschild

Travel Advisor

Sarit Rothschild

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This itinerary is a part of our ongoing series on travel to Japan. Looking for more travel inspiration? Check out my guide, Taking a Week-Long Break in New England.