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Walking holidays in Japan

Showing 7 out of 341 trips

Our walking holidays in Japan are a great way to experience the natural beauty, fascinating culture and fine cuisine of this magical country. There are countless unique sights to discover, from exploring the ancient shrines of Kyoto to the mountainous trails along the Kumano Kodo.

We believe that a hiking trip in Japan is the best way to experience the country's hidden gems. As you trek through stunning UNESCO World Heritage sites, you can get up close to unique landscapes rich in history. Dense forests, picturesque valleys, quaint villages, awe-inspiring waterfalls and ancient temples are just some of the wonders you will encounter on our walking tours in Japan.

You will be accompanied by a knowledgeable, experienced tour guide every step of the way, to ensure you enjoy each destination at its best. Look at our Japan walking trips below to get started on your adventure.

Where can I go on walking holidays in Japan?

Japan is a country filled with many beautiful landscapes and you can explore them when you choose Headwater for your guided or self-guided walking tour in Japan. Some of the places you can see include:

Kyoto

Many of our tours encourage you to explore the city of Kyoto for at least a day. Here you'll find an array of Buddhist temples and beautiful garden areas, many of which are UNESCO World Heritage sites. Plus, you can visit authentic teahouses to try the famous beverages with the locals.  

Shikoku

This is the fourth largest main island in the country. It's the location of Japan's pilgrimage walk, Shikoku 88 Pilgrimage, which lets you experience the amazing island views. Around 150,000 people walk this trail every year (see below), seeking to reach the same levels of enlightenment as the Buddhist monk Kukai once did.

Tokyo

Tokyo is a thrilling city to explore during your Japan walking holiday. The capital is famous for its incredible shopping experiences, fascinating skyline architecture and countless delicious restaurants around almost every corner. There are numerous must-see places in Tokyo including the gardens of the Imperial Palace.

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Japan : Pilgrimage Kumano Kodo

Pilgrimage: The Kumano Kodo The Iseji Pilgrimage Path - from Ise to Nachi Grand Shrine

£1409

NEW FOR 2026

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Self-guided pilgrimage

4 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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Japan

Pilgrimage: The Kumano Kodo Nakahechi Pilgrimage Path - Takijiri to Mount Nachi

£1519

NEW FOR 2026

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Self-guided pilgrimage

5 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

5% OFF THIS TRIP

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Japan : Pilgrimage Shikoku

Pilgrimage: The Shikoku 88 Pilgrimage Path - Tokushima to Ehime

£2849

NEW FOR 2026

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Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

5% OFF THIS TRIP

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Japan

Shikoku Pilgrimage Trail

£3329


5.0 (1 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Printed route
directions

10% OFF THIS TRIP

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Japan

Walk the Kumano Kodo

£3589


5.0 (4 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

15% OFF THIS TRIP

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Japan

Walk the Nakasendo Trail

£3619


5.0 (1 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

15% OFF THIS TRIP

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Japan

Japan's Kumano Kodo

£6199

 
 

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Guided group walking

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

    Walking holidays in Japan

    Overall customer rating, based on 6 reviews

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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.

Why choose Headwater for Japan walking trips?

Our near 40 years of creating incredible itineraries for worldwide locations means you can depend on us for a Japan walking holiday. Here are just some of the reasons you should consider Headwater when you book:

  • Happy customers - With a 4.6 Feefo rating, it's clear that customers enjoy our holidays and rate us highly.

  • The best destinations - We use a five-step approval process to decide where our adventure holidays take place. This means we only choose the best routes and hosts to ensure you're satisfied when you travel with Headwater.

  • Get your flights included - From take-off to your flight home, we can arrange every aspect of your travel. This means you only need to show up at the airport with your luggage and passport!

  • Award-winning trips - Our incredible tours around the world have won many prizes over the years, including Best Travel Company to Central & Western Europe from the British Travel Awards.

  • Protected holidays - Each of the tours we provide are ABTA- and ATOL-protected for your peace of mind. Learn what your key rights are when booking with us.

  • Sustainability is important to us - We want our tours to be as sustainable as possible, which is why we're working towards being Nature Positive by 2024 and operate tours in line with our People, Places & Planet plan.

  • Communities matter - We've set up The Exodus Travels Foundation to provide disaster relief and support conservation causes in the areas where our holidays take place.
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