Not sure yet? Talk to an expert · +1 888 931 0363
Not sure yet? Talk to an expert · +1 888 931 0363
Or talk to us +1 888 931 0363
Tailor-made journey · Japan
Tailor-made, always
Every itinerary shaped around your dates, pace and preferences.
One dedicated expert
The same person from the first conversation until you return.
Decades of experience
Over 35 years shaping bespoke journeys for discerning travelers.
This undiscovered Japan itinerary reveals a side of the country that few visitors experience. From Osaka’s neon glow and culinary scene to the remote valleys and art islands of Shikoku, it’s a journey through creativity, culture and mystical landscapes.
Discover Naoshima’s world-class art scene, wander through Edo-period castle towns, cross vine bridges in mountain gorges, and soak in some of Japan’s most historic hot springs.
Each day brings plenty of cultural depth and scenic beauty, making for a thoughtful journey through Japan’s lesser-known heartlands.
Day 1
Arrive in Osaka, Japan’s dynamic gateway city. After your flight, meet your local representative for assistance with transfers into the city. Spend the evening unwinding or head out to explore Osaka’s renowned street food scene. Takoyaki and okonomiyaki are local favourites best enjoyed in the lively districts of Dotonbori and Namba.
Day 2
Travel south across the Akashi Kaikyo Bridge, the world’s longest suspension bridge, linking Honshu with Shikoku. Pause to enjoy sweeping views of the Seto Inland Sea before arriving in Tokushima, a city famous for its annual Awa Odori dance festival. Spend the evening along the riverside, sampling local ramen or exploring the city’s relaxed nightlife.
Day 3
Today offers a window into Tokushima’s deep artistic traditions. Visit a Bunraku puppet theatre, where expressive wooden figures come to life through intricate choreography and centuries-old storytelling. Later, enjoy panoramic views from Mount Bizan or visit the Awa Odori Kaikan museum for an introduction to Tokushima’s famous summer dance, complete with live demonstrations.
Day 4
Board a coastal train to Takamatsu, a city known for its exquisite gardens and coastal charm. Spend the day exploring Ritsurin Garden, one of Japan’s most celebrated landscaped gardens, where pavilions and ponds reflect centuries of careful design. Stroll shaded pathways and enjoy tea in a traditional teahouse before trying the local specialty, Sanuki udon, for dinner.
Day 5
Take a ferry across the Seto Inland Sea to Naoshima, Japan’s “art island.” Explore the Chichu Art Museum, home to works by Monet, Turrell and De Maria, ingeniously integrated into the landscape. Visit the Benesse House installations and the island’s outdoor sculptures, including Yayoi Kusama’s famous pumpkin series. Depending on the day, you may also visit nearby Teshima or Inujima, smaller islands with equally innovative art spaces.
Day 6
Collect your rental car and journey deep into the Iya Valley, a secluded region of dramatic gorges, vine bridges and mountain scenery. Stop to cross the Kazurabashi Bridge, suspended over the river and woven entirely from vines, before continuing to your onsen retreat. Spend the evening soaking in thermal waters surrounded by nature – an unforgettable experience in one of Japan’s most remote settings.
Day 7
Begin the day with a gentle adventure in the Oboke Gorge, where you can try white-water rafting through crystal-clear rapids beneath towering cliffs. Afterward, explore the gorge’s scenic trails or visit the local folklore museum dedicated to Japan’s mythical yokai spirits. Return to your accommodation to unwind with a traditional dinner and a final soak in the hot springs.
Day 8
After breakfast, drive west to Kannonji, returning your car before boarding a train to Matsuyama. The city is known for its relaxed pace and elegant charm, with highlights including Matsuyama Castle, perched on a hilltop, and Dogo Onsen, one of Japan’s oldest public bathhouses. Spend your evening exploring the town’s small streets and local dining spots.
Day 9
Discover Matsuyama’s feudal past with a visit to Matsuyama Castle, one of Japan’s best-preserved fortresses, offering panoramic views over the city and sea. Later, explore the historic Dogo Onsen, whose ornate wooden bathhouse has inspired artists and filmmakers alike. The afternoon is yours to enjoy at leisure – perhaps taking a slow walk through local gardens or enjoying another restorative soak.
Day 10
Travel north by train towards Okayama to visit Korakuen, one of Japan’s three most celebrated gardens. Its landscaped bridges, ponds and teahouses reflect centuries of meticulous care. Later, continue on to Tokyo for your final evening. You may choose to explore Shinjuku’s skyline, sample sushi in Ginza, or take a quiet evening stroll along the Sumida River.
Day 11
Enjoy a leisurely morning before your private transfer to the airport. Your Japanese journey ends here – a collection of remote valleys, mountain springs, and islands where tradition and artistry remain beautifully alive.
Tokyo’s Cherry Blossoms
Enjoy a private cherry blossom picnic in Tokyo’s Shinjuku Gyoen. Experience Japan’s iconic hanami tradition with early access, seasonal treats, and expert local guidance.
The Tokyo National Museum
Discover Japan’s oldest museum with a private guided tour of the Tokyo National Museum. Explore sixteen thousand years of art with clarity, context and ease.
Onsen After Hours
A private evening immersion in Kinosaki Onsen offers rare access to Japan’s most storied bath town once the lanterns dim and the streets fall quiet. Guided by a local onsen curator, this after-hours circuit reveals the etiquette, mineral science, and cultural role of communal bathing, experienced in near silence.
Forest Bathing with a Shinrin-Yoku Guide
A guided Shinrin-yoku experience on Yakushima Island offers structured forest therapy led by a certified practitioner, grounded in scientific research and Japanese environmental philosophy.
Private Sushi Lessons in Tokyo
Discover Tokyo’s sushi craft with a private lesson in Shintomi, guided by an expert itamae. A refined, hands-on introduction to the omakase tradition.
Arashiyama Bamboo Forests at First Light
Discover Kyoto’s Arashiyama Bamboo Grove at dawn with a private photographer. A curated, crowd-free session for exceptional imagery.
A Night in Kinosaki’s Private Baths
Experience a private hot spring night in Kinosaki, Japan, with warm mineral baths and quiet moments for two, curated by Do Not Disturb.
Snow Monkeys of Jigokudani
Explore Jigokudani’s snow monkeys on a private guided tour, with quiet viewing areas, flexible pacing and insight into Japan’s macaque culture.
Nijo Castle After Hours
Explore Kyoto’s Nijo Castle after hours with a private guide. Quiet access, rich history and a deeper look at this UNESCO World Heritage site.
Nara Park Before Dawn
Experience Nara Deer Park before the crowds on a private morning tour. A calm, educational family experience with gentle deer and expert local guides.
Naoshima Art Island with a Curator
Experience Naoshima Art Island with a curator-level guide. A private, intellectually rich journey through Japan’s most influential art site.
Ski Touring in Hakuba’s Northern Alps
A private backcountry ski touring experience in Hakuba, exploring Japan’s Northern Alps beyond the lifts with expert guides and deep powder.
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Our team brings over 35 years of experience in luxury travel, shaping bespoke journeys for discerning clients worldwide.
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