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Home / Destinations / Japan

Luxury Japan Holidays

stars 4.9* Rating (687 Reviews)
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Japan: Timeless Traditions and Modern Cities

A tailor-made journey through Japan blends city energy, mountain landscapes, and deep tradition. See Tokyo during cherry blossom season, with parks, markets, and surprising surf off the northern peninsula. Travel by bullet train to Kyoto’s temples and ryokan inns. In winter head north to experience some of the best skiing in the world. Enjoy onsen hot springs, sushi tastings, and local food tours that connect you with Japan’s everyday culture and seasonal life.

Why Wayfairer

Your journey, carefully planned and fully supported
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Will it suit how we like to travel?

Yes, your destination specialist will design your trip around your specific interests and preferred pace of travel.

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Who shapes our experience?

Experts who listen first, then connect the days, places, and people into a journey that feels seamless and personal.

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Who helps if our plans change?

Our 24/7 Concierge takes care of the details before your trip and steps in if things do not go as planned, so you can simply enjoy the journey.

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When to go to Japan

Excellent Good Low season
Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec

March–May brings cherry blossom and mild days, while September–November offers cool weather and vivid autumn colors. Winter means top skiing in Hokkaido; summer is hot, with lively festivals across Japan.

READY TO START PLANNING?

Talk to a Wayfairer travel specialist who will design a trip around you. No fixed tours, no pressure, just honest advice and ideas tailored to your style.

Amanda Hopkins

Amanda Hopkins

Lotte Nash

Lotte Nash

Malcolm Wellby

Malcolm Wellby

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Where to go in Japan

Japan offers a clear mix of city, culture, and nature: Tokyo and Osaka for markets and food; Kyoto and Mount Koya for temples; Hakone for Fuji views and hot springs; Hokkaido for powder snow and wildlife; Hiroshima for history; Naoshima for modern art; Kanazawa, Takayama, and Matsumoto for castle towns; Kyushu and Shikoku for coastal drives and onsen. Tailor-made routes match your pace.

Hakone

Hakone

Mountain views, hot springs, and glimpses of Mount Fuji await. Ride the cable car, unwind in an onsen, and enjoy an easy nature escape from the city.
Hiroshima

Hiroshima

A city of peace and renewal with moving memorials and vibrant neighborhoods. Visit the Peace Park and take a ferry to tranquil Miyajima Island nearby.
Hokkaido

Hokkaido

A land of snow, flowers, and wide-open spaces. Known for skiing, summer blooms, and seafood, it’s a year-round haven for outdoor and nature lovers.
Kyoto

Kyoto

A cultural heart of Japan filled with temples, tea houses, and cherry blossoms. Wooden streets and peaceful gardens reveal timeless elegance at every turn.
Kyushu

Kyushu

A region of volcanoes, hot springs, and historic towns. Explore cultural landmarks, coastal scenery, and natural wonders shaped by Japan’s southern islands.
Naoshima

Naoshima

A small island devoted to modern art and design. Explore museums, outdoor installations, and peaceful beaches that inspire quiet reflection.
Osaka

Osaka

Bold, flavorful, and full of life. Explore bustling markets, neon streets, and some of Japan’s best street food in a city that celebrates fun and flavor.
Shikoku

Shikoku

A calm island of temples, rivers, and green mountains. Follow parts of Japan's famous pilgrimage route or enjoy the countryside’s slower pace and scenic charm.
Tokyo

Tokyo

A vibrant blend of old and new where temples meet neon lights. Discover quiet gardens, bustling markets, and a taste of Japan travel at its most dynamic.

What our customers say

uganda

"Our African adventure in Feb. 2025 was beautifully planned and orchestrated by Wayfairer. [...] We cannot thank the team at Wayfairer enough for bringing this bucket list trip of a lifetime to fruition for us. "

Janice & Mike W
Traveler
cambodia

"My wife and I agreed that our holiday in Cambodia was without doubt the best we have ever had. [...] It was the absolute brilliance of the staff of the company at every level [...] and when due to a travel delay, caused by extreme weather, rearranging and supporting us in a way that actually enhanced our holiday!"

Nigel D
Traveler
zambia

"We have planned a leopard searching safari, we received the most accurate indications to find them. [...] We stayed in Kafunta and Three Rivers in South Luangwa National Park in Zambia, then moved to Umkumbe and Kambaku in South Africa. All this was seamless, made easy for a couple 60+."

Francisco J. O
Traveler
japan

"We just got back from a 2 week trip to Japan. From our arrival to our departure, everything was fantastic! [...] The itinerary was great and having guides for most of our excursions made everything so much more enriching. [...] If they could figure out a way to instantly cure jet lag, they’d get a sixth star."

Jeff L
Traveler
kenya

"We've just returned from a six night safari in Samburu National Park and Ol Pojeta Conservancy. [...] The before and aftercare was also very thorough and Aggie and Toon were so friendly. [...] It was worth every penny we paid."

Jane & Rex G
Traveler
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4.9* Rating (687 Reviews)
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