Trekking Japan's 'Three Great Ways': Shogun, Merchant, and Pilgrim
This bespoke 21-day journey is customizable for travelers seeking profound immersion into Japan's history and spirit through rewarding light trekking. The itinerary follows a unique spiral narrative — an ascent that builds from the secular world to the sacred..
The journey commences in Tokyo by exploring Japan's "Tale of Two Cities". Trek the shogun's power corridors at Hakone and the time-worn paths of the Edo-era Tokyo–Kyoto trail. Conclude this foundational phase with Japan's 1,000-year capital, Kyoto, which is steeped in exquisite aesthetics and classical arts.
Then pivot to the sacred. Cross to Shikoku Island for a focused four-stage section of the 88 Temple Pilgrimage — discover aspiration, discipline, enlightenment, and nirvana. This spiritual quest completes its dialogue with nature and divinity in the sacred Kii Mountain Range for a temple stay at Koyasan and a meaningful pilgrimage walk on the Kumano Kodo.
The itinerary "completes the circle" with a return to the secular world. From spiritual highlights, we transition back to modern life via a local homestay and a day exploring vibrant Osaka.
Allow us to tailor this adventure for you — we can refine every detail to craft the perfect journey you envision.
*The price is based on a private tour.
Travelers Highlights Travel
Grand Japan Pilgrimage Walk Suggested Route
Highlights
Hike the scenic Nakasendo trail, passing through the best-preserved Edo-era (1603–1868) post towns.
Ascend the centuries-old cedar-lined road of Old Tokaido trail, exploring the Hakone Checkpoint, the shoguns' 'power route'.
Complete a focused, four-stage trek on the famous 88-Temple Pilgrimage, efficiently experiencing Kūkai's remote medieval spiritual route.
Visit the sacred Koyasan complex, sleeping in a temple lodging to immerse yourself in Kukai's Shingon Esoteric Buddhism.
Uncover the Kumano Kodo by land and water: Nakahechi trekking, a historic river cruise, and walks along the dramatic coastal route.
Witness the exhilarating Awa Odori dance performance at the Kaikan Hall, then join the festivities by learning the simple, infectious steps yourself.
Experience the thrilling Tuna Auction at Katsuura Port, followed by the majestic Nachi Falls.
Savor Kyoto's imperial grace, admiring the charming aesthetics of moss gardens and the glittering Golden Pavilion.
Unlock the secrets of Iya Valley: Challenge the ancient Kazurabashi vine bridge, then relax on a scenic cruise through the Ōboke Gorge.
Dine on authentic, top-grade Kobe beef, contrasting it with street food discoveries in Osaka local markets.
Indulge in two distinct onsen experiences: a private bath at the historical Dogo Onsen, and the dramatic sea-cave geothermal waters of Nachi-Katsuura.
From the refined elegance of traditional Ryokan stays to the authentic connection of a local Homestay, share a co-created dinner and gain priceless insight into daily Japanese life.
Recommended Itinerary
Day 1
Arrive in Tokyo — Gateway to Edo's Echoes
- Upon arrival at Tokyo Narita or Haneda Airport, and a private transfer will be waiting to take you to your hotel.
- This first day is dedicated to recovering from travel and preparing for the journey ahead. You have the evening free to acclimate to Japan's time zone and begin your urban exploration.
Day 2
Tradition and Modernity — City Highlights
- Begin your day with a visit to the East Gardens of the Imperial Palace, exploring the grounds of the former Edo castle.
- Next, delve into the lively atmosphere of Senso-ji temple, Asakusa, Tokyo's oldest temple, and browse the colorful stalls of Nakamise-dori.
- The afternoon focuses on art and culture at the Sumida Hokusai Museum, celebrating the iconic woodblock print artist.
- Conclude your day by ascending Tokyo Skytree for breathtaking panoramic views of the vast metropolis with the chance of spotting Mt. Fuji on a clear day.
Tokyo Skytree
Day 3
Old Tokaido — The Shoguns' Checkpoint
- Your trekking begins by exploring the Old Tokaido Road.
- Starting at historical Amasake Chaya Tea House, hike the scenic section to the Hakone Checkpoint (4 km, 1 hour), walking on the original stone pavement lined with towering cedar trees.
- After the hike, enjoy a unique pirate ship cruise on Lake Ashi.
- The day culminates with a ride on the Owakudani Ropeway, offering stunning views over the volcanic 'Hell Valley' and, weather permitting, majestic vistas of Mt. Fuji.
Take pirate ship cruise on Lake Ashi
Day 4
Seamless Transit — Ride a Bullet Train to Nagoya
- This is primarily a travel day connecting regions. Using your local transport pass, make your way to Odawara Station, then board a high-speed Shinkansen (Hikari, Green Class) train bound for Nagoya. The journey is swift and comfortable.
- Upon arrival at Nagoya Station, transfer independently to your hotel, allowing the rest of the day to be spent at your leisure, perhaps exploring the local area near your accommodation.
Day 5
Nakasendo Trek — Merchant Town Serenity
- Travel to Magome to begin the most popular section of the Nakasendo Trail.
- Your hike from Magome to Tsumago (8 km, 3–4 hours) is designed to be gentle and pleasant, featuring more downhill stretches. The path winds through picturesque forests, past waterfalls and small villages, and includes a stop at a charming local teahouse.
- You will end the day in Tsumago-juku, one of Japan's best-preserved post towns, where you can experience the traditional atmosphere of the Edo period before settling into your evening accommodation.
The Tsumago-juku
Day6
Nakasendo Secret Path and Craftsmanship
- Day 6 offers a more secluded hiking experience on the Nakasendo.
- You will trek from Yabuhara to Narai-juku via the Torii-toge Pass (6 km, 3 hrs), enjoying panoramic views from the pass.
- Upon arrival at Narai-juku, known as 'Narai of a Thousand Houses', you will participate in a hands-on activity, crafting Kiso Hinoki cedar chopsticks, a perfect souvenir.
- In the afternoon, transfer to Nagoya and board the Shinkansen (Green Class) for the final leg to Kyoto, where you will settle in for the next few days.
Day7
Kyoto Immersion — Imperial Grace and Sacred Art
- Start with a visit to the Kyoto Imperial Palace, once the residence of the Imperial Family.
- Next, explore the UNESCO World Heritage site To-ji temple, known for its five-storied pagoda and aged Buddhist statues. (If applicable, join the Kobo-ichi Market scavenger hunt.)
- In the afternoon, visit Sanjusangen-do temple to witness the awe-inspiring sight of 1,001 Kannon statues.
- Conclude your cultural immersion with an Art of Kimono Dressing Experience, ready for a beautiful evening stroll.
A dazzling collection of antiques at the Kōbō-ichi market.
A Kimono Dressing Experience
Day8
Zen Aesthetics and Golden Temples
- The day begins with a unique experience at Saiho-ji temple ('Moss Temple'), participating in a quiet sutra copying ritual followed by a meditative walk through its exquisite moss garden.
- In Arashiyama, embark on an exclusive Maiko Cruise on the Katsura River, enjoying a traditional shamisen (Japanese guitar) performance.
- Enjoy a specialty-filled Kyoto Tofu Set Meal, celebrating local culinary tradition.
- The afternoon features two Zen temple icons: the dazzling gold-leaf covered Kinkaku-ji (Golden Pavilion) and the enigmatic rock garden of Ryoan-ji temple.
An exclusive river cruise in Arashiyama
Day9
Iconic Shrine, Beef, and Foreign Flair
- Start the day by visiting Fushimi Inari Shrine, walking through the stunning tunnels of thousands of vermilion torii gates.
- The journey then moves to Kobe to explore the national passion for baseball at the Koshien Stadium Museum.
- Afterwards, stroll through Kitano-cho, Kobe's historied European quarter, famous for its elegant Western-style houses.
- Enjoy a refined Kobe Beef Experience, savoring this acclaimed wagyu specialty.
- The day concludes with a transfer to Naruto for an overnight stay.
The Fushimi Inari Shrine
Day10
Shikoku Henro Stage 1 — The Dojo of Aspiration, and Whirlpools
- Begin the day with a cruise to witness the immense Naruto Whirlpools formed in the strait.
- You will then begin your spiritual journey on the Shikoku Henro (the renowned 88-temple pilgrims' route on Shikoku island). This first section, the Dojo of Aspiration (temples 1–4, 9 km, 2½ hours), is where you set your intentions.
- The afternoon brings a vibrant cultural contrast at the Awa Odori Kaikan Hall, where you will enjoy and perhaps even participate in Tokushima's famous traditional dance.
The Naruto Whirlpools
The Temple 1 - Ryozenji
Day11
Iya Valley — Hidden Gems Discovery
- A full day is dedicated to exploring the remote and mystical Iya Valley.
- Your adventure includes a scenic boat ride through the Oboke Gorge, admiring the dramatic rock formations.
- The true test comes with crossing the legendary Iya Kazurabashi Bridge, a swaying vine bridge suspended high above the ravine.
- You will also visit Biwa Falls and the Higashi-Iya Folklore Museum to discover the traditional culture of the mountain people before heading to Kochi.
The Iya Valley
Day12
Shikoku Henro Stage 2 — The Dojo of Discipline, and Coastal Views
- Day 12 marks the start of Shikoku Henro Stage 2: The Dojo of Discipline.
- The powerful 6½-kilometer route (temples 31–32, 2 hours) includes a challenging, steep stone staircase that tests your physical and mental resolve. Your reward at Zenjishibu-ji is breathtaking panoramic ocean views.
- After your pilgrimage segment, immerse yourself in local gastronomy at Hirome Ichiba Market, known as "Kochi's Kitchen", followed by a visit to history-filled Kochi Castle.
The Chikurin-ji Temple
Day13
Shikoku Henro Stage 3 — The Dojo of Enlightenment
- Embark on Shikoku Henro Stage 3: The Dojo of Enlightenment (temples 51–53, 9 km, 2½ hours), a tranquil path focused on introspection.
- The walk is peaceful, passing through quiet neighborhoods and starting at the historically-unique Ishite-ji temple.
- In the afternoon, explore Matsuyama Castle, taking the cable car up for ease, and walking down the scenic stone steps.
- The evening offers a luxurious treat: a private bath experience at the fully-reopened, historical Dogo Onsen Honkan.
The Matsuyama Castle
Day14
Shikoku Henro Stage 4 — The Dojo of Nirvana
- Your spiritual Henro journey culminates with Shikoku Henro Stage 4: The Dojo of Nirvana (temples 84–88, 6½ km, 2 hours).
- Your pilgrimage starts at Zentsū-ji (temple 75), the very site of Kōbō Daishi's (Kukai's) birth. This is not a typical walk, but a narrative journey. From there, you will proceed to Kōyama-ji (temple 74), a temple associated with his childhood. The path then leads to Shusshaka-ji (temple 73), where he is said to have gained enlightenment after a life-altering experience on a cliff.
- This reverse temple order provides a powerful sense of tracing the origins of the pilgrimage's founder. The serene and peaceful path culminates at Mandara-ji (temple 72), a temple linked to his home village.
- This short and gentle walk perfectly embodies the spirit of nirvana — a peaceful and fulfilling end to a long journey. It allows you to feel a direct connection to Kōbō Daishi, bringing your pilgrimage full circle in the most meaningful way.
- After this profound completion, you will travel to Takamatsu, the capital of Kagawa Prefecture, where you will check into your hotel and prepare for the morrow's unique return journey.
The Zentsū-ji Temple
Day15
Ritsurin Garden and Homestay
- The morning begins with a visit to Ritsurin Garden, one of Japan's most celebrated landscape gardens.
- In the afternoon, you will begin the spectacular drive back to Honshu, crossing the Seto Strait bridge. This scenic route takes you past the Naruto Whirlpools and across Awaji Island before reaching Osaka.
- In the evening, you will be welcomed by a local family for a homestay experience, offering a priceless insight into daily Japanese life.
The Ritsurin Garden
Day 16
Sacred Koyasan and Temple Stay
- After a farewell breakfast with your host family, you will transfer to the remote mountain headquarters of Shingon Buddhism — Koyasan.
- Upon arrival, you will explore the sacred sites, including the Danjo Garan and Kongobu-ji temple.
- The highlight is a meditative walk through the vast and solemn Okunoin Cemetery, lined with towering cedar trees.
- The day concludes with a unique experience: an overnight shukubō (temple lodging) stay, including a traditional shōjin ryōri (vegetarian Buddhist cuisine) meal.
The Danjo Garan complex
The Okunoin Cemetery
Day 17
Coastal Vistas and Hot Springs
- After the optional morning service at the temple, you will descend from Koyasan and travel to the coastal town of Shirahama.
- There, the focus shifts to relaxation and natural beauty. You will visit the unique sea-eroded rock formations of Senjōjiki and the dramatic Sandanbeki Cliff.
- The afternoon is dedicated to enjoying the famous waters of the Shirahama Onsen, a perfect revitalization before the final trek.
The Sandanbeki Cliff
Day 18
Kumano Kodo — Forested Road and River Pilgrimage
- Day 18 is dedicated to the World Heritage of Kumano Kodo.
- You will hike the most famous and scenic section of the Nakahechi Route: from Hosshinmon-ōji (Spiritual Awakening Gate) to Kumano Hongu Taisha shrine (7 km, 2½ hours). As you walk, you'll be immersed in a serene atmosphere, passing through quaint rural villages, lush forests of towering cedars, and remnants of medieval pilgrimage history.
- After concluding your trek at Kumano Hongu Taisha, you will take the delightful Kumano River Boat Cruise, sailing downstream to Shingū City.
- Upon arrival, visit Kumano Hayatama Taisha, the second of the three Grand Shrines of Kumano, known for its vibrant vermillion halls and sacred tree.
Walking the Nakahechi Route of Kumano Kodo
Day 19
Natural Grandeur — Nachi Falls and Coastal Trail
- The day begins before dawn with a visit to Katsuura Fishing Port for its exhilarating Tuna Auction, a vibrant local spectacle.
- After breakfast, you will climb the centuries-old Daimonzaka stairs, leading to the spectacular Nachi Falls and Kumano Nachi Taisha (Grand Shrine).
- The day's pilgrimage concludes with a walk along a scenic stretch of the Kumano Kodo coastal section, offering ocean views.
- In the late afternoon, you will transfer back to the Osaka/Kansai region.
The Kumano Kodo coastal section
Day 20
Secular Finale — A Full Day of Osaka City Life
- A full day is dedicated to the sensory delights of Osaka, marking your return to the secular world.
- Start at Kuromon Market, the city's bustling "kitchen", to sample fresh seafood and local snacks.
- Next, engage in a hands-on soba-noodle-making experience, which includes creating and tasting soba-based sushi.
- The afternoon takes you to the retro neighborhood of Shinsekai. Later, explore dynamic Dotonbori, where you will sample authentic Takoyaki (octopus dumplings).
- Find serenity at tiny, moss-covered Hōzen-ji temple in Hōzen-ji Yokochō Alley, before finishing your journey with a stroll and shopping along the covered Shinsaibashi Shopping Street.
A hands-on soba-noodle-making experience
Day 21
Departure — Farewell Japan
- Depending on your flight schedule, we will arrange for a private transfer to Kansai International Airport (KIX) for your departure.
- As this comprehensive journey is more than a series of treks — it is a three-layered crossing of time, history, and spirit — we believe you will leave Japan having successfully completed a profound physical and spiritual odyssey. Return with a personal sense of renewal and an unparalleled understanding of the Japanese soul.
Hand-Picked Hotels
We select hotels with style and local features, and we may adujust the hotel arrangement based on their availability due to high demand.
|
|
Kyoto Century Hotel(4-star)
|
AoAwo Naruto Resort（4-star)
|
Funaya Matsuyama(4-star)
|
Urashima Hotel(4-star)
|
Osaka Excel Hotel Tokyu(4-star)
|
Tour Price:
21 days from
US$15,989 p/p (with 4-star hotel options)
- The price is based on a private tour for 2 people in autumn.
- The price varies based on program, travel date, number of people.
- We could also price a tour including both 4-star and 5-star hotels for you.
- We accept payments in multiple currencies (GBP, AUD, CAD, EUR...).
Price Includes:
- Privately-driven air-conditioned vehicle with ample space (except where stated)
- English-speaking local guide for the sightseeing
- Attraction tickets and itinerary activities
- Accommodation for all nights
- Domestic flights and train services between cities listed in the itinerary
- Hotel breakfasts and itinerary lunches/dinners
- 24/7 helpline while touring
- Governmental taxes
Price Excludes:
- International flights not mentioned in the itinerary
- Meals not mentioned in the itinerary
- Visa fee, if applicable
- Tips for guides and drivers
- Personal expenses
Tour code: ah-jp-39
Inquire now! Your 1:1 travel consultant will reply within 1 working day.
Get Inspired with Some Popular Itineraries
At Japan Highlights, we create your kind of journey — your dates, your destinations, at your pace. You can have any trip tailor made for your travel.
| 98.5% Excellence