Travelling from Kyoto to Tokyo, follow Japan's historic Nakasendo Trail through the mountains and picturesque post-towns of the Kiso Valley

Japan
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7 Day Private Walk
Nakasendo Trail
1Overview
Overview

This seven-day luxury journey follows the Nakasendo Trail as it winds it way through the scenic Kiso Valley, travelling from Kyoto to Tokyo. The journey begins in Kyoto's Arashiyama district, where you'll explore the city's temples, rivers and parks with a private driver. After travelling by bullet-train to the Kiso Valley, you will be led by your private guide through ancient forests and scenic mountain passes to the charming post-towns of Magome, Tsumago and Narai, ticking off the best sections of the ancient Samurai road over the next few days. Return to luxury Ryokan accommodation each night where you can unwind in Onsen baths and enjoy gourmet Kaiseki dining prepared with local ingredients. Your stay at Zenagi Expedition Hotel is sure to be a highlight with a private chef, sommelier and host on-hand to ensure a personalised stay in this living art gallery within a restored traditional Kominka building. Your Nakasendo adventure concludes with a visit to Matsumoto Castle, where you can learn more about the Samurai culture. Your trip includes six nights in the very best luxury hotels, most dining, private driver, local guides, and upgraded Green Class rail fares.

Muni Kyoto Guest Room Garden View Premier Bath
Zenagi Expedition Hotel Nakasendo Trail Spring
View Gallery
2Inclusions
Inclusions

Inclusion highlights:

  • 6 nights luxury accommodation, including in a mix of luxury boutique hotels and Ryokans
  • Daily breakfast and dinner per the detailed itinerary (one free evening in Kyoto)
  • Private transfers with English speaking driver
  • Private guided walking on the Nakasendo Trail
  • Upgraded Green Class Rail tickets including bullet train experience

Inclusion details:

  • Two nights of luxury accommodation at Muni Kyoto, including breakfast
  • Private transfer from Kyoto Station to Arashiyama district (VIP platform collection)
  • Feature dinner one evening at Michelin-chef restaurant, Muni Alain Ducasse
  • Free day to explore Kyoto's Arashiyama neighbourhood
  • Private touring in Kyoto's Gion District and Higashiyama, with a visit to Kiyomizu-dera 'Pure Water' Temple and a short walk on the Philosopher's Path options
  • Green class bullet-train rail journey from Kyoto to the Kiso Valley
  • Private guided walk on three of the best Nakasendo Trail day walks: Magome to Tsumago, Nagiso to Nojiri, and Yabuhara to Narai
  • Private transfers on the Nakasendo Trail, and trail lunch on longer walk day per itinerary
  • Two nights of exclusive luxury accommodation at Zenagi Expedition Hotel, including private chef, sommelier and host
  • Daily breakfast and personalised kaiseki-style dinner each night at Zenagi
  • Special pop-up refreshments and swim in the Atera Valley
  • One night of luxury accommodation at Byaku Narai, including breakfast and dinner
  • Access to private Onsen baths at many properties, perfect for an afternoon soak
  • Visit to Matsumoto Castle with private transfers and entry included (self-guided exploration)
  • One night of luxury accommodation at Matsumoto Honbako Hotel, including breakfast and dinner
  • Private transfer from Matsumoto Hotel to Matsumoto Shiojiri Station
  • Green Class Rail journey from Matsumoto to Tokyo
      3Location & Access
      Location & Access

      This walk commences in Kyoto and ends in Tokyo. Access Kyoto via direct train services from Tokyo, Osaka and other major cities. Private transfers can be arranged to Kyoto from Osaka Kansai International Airport. Rail transfers between Kyoto and the start of the Nakasendo Trail, and from Matsumoto toTokyo are included. Your journey ends at Tokyo's Shin-juku station.

      WIL MAP JAPAN Japan with Honshu Zoom
      5Itinerary
      Day-by-Day Itinerary

      Day 1

      Upon arrival in Kyoto, your private driver will meet you on the platform as you disembark at Kyoto station to ensure you don't get lost in the crowds, and transfer you to Muni Kyoto in the picturesque Arashiyama district. After check-in, relax in your private bath, or take in the beautiful river and garden views from your terrace. Tonight enjoy a complimentary hosted drink with fellow guests at Muni La Terrasse, followed by a special French-inspired dinner at Muni Alain Ducasse that introduces you to Kyoto's exceptional cuisine, local ingredients and seasonal flavours.

      Included: D

      Muni Kyoto Dining Alain Ducasse Restaurant Evening

      Day 2

      Early risers may wish to join a special visit to the World Heritage Site Tenryuji Temple, including the Sogen Pond Garden and the Dharma Hall “Unryuzu” before general visiting hours (additional fee applies). Afterwards, enjoy a delicious continental breakfast with a view of the Katsura River at Muni La Terrasse. There is time for a relaxing Onsen soak or riverside stroll before you're collected by your private driver for your day exploring Kyoto. This afternoon's highlights include Kiyamizu-dera 'pure water' temple, the Gion District's atmospheric laneways and traditional teahouses, and an optional short walk on the Philosopher's Path. You'll return to Muni Kyoto in time to enjoy a complimentary drink on the terrace as the sunsets over the Katsura River. Tonight is a free evening to explore the restaurants of Arashiyama which can be accessed on foot from the hotel, or perhaps another dinner at Muni Alain Ducasse.

      Included: B

      Kyoto City GION SHINBASHI

      Day 3

      After breakfast, you'll be transferred to Kyoto Station for your Green Class rail journey to the Kiso Valley, which includes the bullet train to Nagoya. On arrival, your driver and guide will lead the way to Magome, a beautifully preserved post-town in the Kiso Valley. There's time to explore the town and enjoy a light lunch before commencing your guided walk on one of the most famous sections of the renowned Nakasendo Trail. The scenic eight-kilometre route to Tsumago-juko winds through ancient forests and past a scenic waterfall before arriving into the picturesque village. Later you'll be transferred to nearby Zenagi Expedition Hotel, a beautifully restored traditional Japanese Kominka house built in the 1600s. The property is exclusively yours for the next two nights, and comes with an in-house team consisting of your private chef, sommelier and host. Enjoy a welcome drink, before a soak in your room's Hinoki bathtub scented with calming Japanese herbs sourced from the forest. Later, indulge in a French-inspired multi-course degustation dinner prepared by the award-winning chef.

      Walking distance: 9 km, plus time to explore Tsumago on foot

      Included: B - D

      Zenagi Hotel Bath

      Day 4

      Today's Nakasendo Trail adventure begins after breakfast in Nagiso, following the tranquil Yogawa-Michi route that meanders through the serene countryside and climbs into the secluded mountains of Yogawa. You'll cross the picturesque Nenoue Pass and walk alongside the clear waters of the Atera River, eventually reaching Nojiri. Around midday, your guide will take you to the breathtaking Atera Gorge for a refreshing swim and a scenic picnic lunch. Later, return to Zenagi Expedition Hotel for a relaxing soak and another gourmet dinner, with your personal butler attending to every detail.

      Distance: Up to 17 kilometres (your private driver will be available to shorten the distance on some sections to suit your fitness and preferences)

      Included: B - L - D

      Atera river NK LR

      Day 5

      Start your day with a final breakfast at Zenagi before meeting your guide at 9 am for a scenic walk from Yabuhara to Narai, crossing the famous Torii Pass. The hike begins in Yabuhara, known for its craftsmanship, and follows a forested, cobblestone path to the summit at 1,197 metres, offering stunning valley views. Descend into Narai-juku, a beautifully preserved Edo-period post-town. After a light lunch, check into Byaku Narai, a luxurious ryokan set within four restored heritage buildings in Narai. Explore the gardens, relax in your private Onsen bath, before dinner inspired by the Kiso Valley’s history in a renovated sake brewery.

      Distance: 9-12 kilometres; the option to extend your walk to the next post-town, Hirasawa, adds 3km round-trip

      Included: B - D

      Byaku Narai villa entry LR

      Day 6

      After a leisurely breakfast, your driver will take you to the impressive grounds of Matsumoto Castle, a 16th-century National Treasure known for its iconic black façade and picturesque gardens. Explore the castle interior and learn about the Samurai history of the Castle and surrounding streets, before a stroll around the extensive grounds. Afterwards, you'll be transferred to Matsumoto Honbako Hotel, which has views to the northern Japanese Alps. Spend the afternoon relaxing in your private hot spring bath or browsing the hotel’s curated library. In the evening, enjoy a drink at Honbako Bar before dining on wood-fired cuisine at 367 Sanrokunana.

      Included: B - D

      Matsumoto Castle JNTO

      Day 7

      The breakfast at Honbako features freshly baked bread and seasonal vegetables sourced from the Shinshu region. After check-out, your private driver will transfer you to Matsumoto (Shiojiri) Station to meet your train. Enjoy the rural scenery on your 2.5 hour rail journey to Tokyo, travelling in Green Class for your comfort. Your journey concludes on arrival into Shinjuku Station, but transfers to your next destination are available on request.

      Included: B

      Panorama Suite Matsumoto Honbako
      6Departure Dates
      Season & Departure Dates

      Recommended Mid-March to End-November

      This journey is also available in the off-season. Crampons may be required in some cases when snow is on the ground. Speak to your Journey Designer for personalised advice based on your travel dates.

      Frequently asked questions

      Insider Journeys: Zenagi Expedition Hotel, Kiso Valley

      Discover the luxury private villa redefining authentic Japanese luxury accommodation in the countryside of the Kiso Valley. Read our insider review of Zenagi Expedition Hotel, which we visited in April 2024.

      Insider Journeys: Byaku Narai

      Nestled in a picture-perfect post-town on the Nakasendo Trail, Byaku Narai is an authentic Japanese stay with onsen baths and exceptional dining. Read our first-hand review.

      When is the best time to hike the Nakasendo Trail

      Many prefer to hike the Nakasendo Trail in the Spring and Autumn, but the best time for a Nakasendo Walk depends on where else you might be visiting while in Japan. Read our detailed Nakasendo weather guide and tips to perfectly time your trip.

      Dining in Japan: What to Expect

      The ultimate what to expect dining guide for Japan, read our tips before your first visit to Japan. We cover everything from what's included in a the traditional kaiseki menu to what to expect in your hotel mini-bar.

      What to expect in Japan

      The ultimate Japan travel guide, read our culture and travel tips to ease the culture shock on your first visit to Japan. We cover everything from the cultural norms, to dining expectations and how to bathe in an Onsen. Read on for what to expect on your trip to Japan.

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