Ask someone to name the four islands of Japan and you will find that most people can manage at least two or three – Hokkaido, Honshu and sometimes the odd person will get Kyushu. Mention the smallest and least visited of the four islands, Shikoku, and you’ll be greeted with blank expressions and mild confusion.
Perhaps that’s the reason Shikoku remains so far from the modern world with its cultural traditions so well preserved. Alive with character, history, scenery and precision timing that could rival the Swiss, this island is now gearing up to welcome western travellers.
Shikoku is a land of contrasts, contradictions and colours. Bursting with vibrancy in the Autumn, splashes of yellow from the golden Gingko trees, burnt oranges and fiery reds from the exquisite Japanese Maples, Shikoku is serviced by 4 small scale airports, as well as an extensive rail network linking the island from coast to coast, with an expressway and ferry services connecting it to the mainland. It is surprising at how easily accessible the island is yet it still remains so far off the travellers radar. Far from the screaming sky scrapers of Tokyo and Osaka, this timeless island offers the yesteryear’s of Japan. Vending machines still whir and hum on every corner, gadget driven toilets with heated seats are still found in every bathroom, yet that is the extent of the modern, electronic infused Japan the common traveller has come to know. The language barrier is extremely profuse which may pose a problem for the first time traveller with little or no English available in most regions, yet everywhere you go you are greeted on arrival with a deep bow and an ear to ear grin in true warm heart felt Japanese style hospitality and despite that lack of verbal communication, somehow it just works.
Although a barrier for some, the lack of English maintains and captures the authenticity that makes Shikoku so raw and untouched. It can however be a travellers nightmare, not to mention frustrating being unable to communicate, follow directions or know which is the male or female Onsen!! Shikoku is currently for the easy going, open minded and patient traveller. Hotels are yet to employ staff who speak English, there is no signage in hotels available in English, and there is very little information available online in English for travellers about various sights and activities on offer. Many hotels are only just starting to offer non-smoking rooms, the food is almost always Japanese cuisine with no western alternatives, which for some people is great – but not everyone can stomach a whole raw fish complete with head, tail and innards at 7am! This is now all slowly starting to change with a huge push from Shikoku Tourism shouting a loud, clear message that they want western travellers!
Hospitality in Shikoku is some of the best I have seen in the world. The people of Shikoku are some of the loveliest people you will ever meet. Bowing continuously and offering to put slippers on your feet, always greeting you with a smile, ensuring your green tea is topped up and hot. Thanking you for anything and everything from allowing them a moment of your time to introduce themselves, and even asking for permission to allow someone else to speak. Never before have I come across such courteous and genuine people. Nothing is too difficult and all they want to do is please you.
For the traveller who is itching for that “somewhere new”, somewhere few people have been and most importantly, somewhere off the tourist tracks with the most popular hotel on the island currently only receiving 600 foreign visitors a year – then add this to your bucket list! Unique Experiences such as swimming with whale sharks, cooking fresh Bonito with famed Japanese chefs over raw straw, as well as staying overnight in a 300 year old traditional thatched roof house in a remote village referred to as the “Tibet of Japan” and formally the home of author Alex Kerr are just a snippet of what is on offer for the curious traveller.
Perhaps the most remarkable and rewarding experience on offer in Shikoku is the 88 Temple Pilgrimage trail which covers 1400km and circumbulates the entire island. The centuries old pilgrimage is believed to follow the footsteps of the great Japanese Buddhist saint Kobo Dashi. Those who become involved in the pilgrimage wear a white vest (hakui) as they walk which represents purity and innocence. The wooden staff carried in hand jingles with bells and is etched with prayers and chants which is believed to be the embodiment of Kobo Dashi, who guides and supports pilgrims along their journey. As people see that you are a henro (pilgrim), they will treat you as such and you will be welcomed into the culture of giving. Your memories will come from what happens in between each sacred site. The temples only punctuate the pilgrimage, they do not consist of it. Walk through and experience big cities, small towns and villages, stroll beside the rolling ocean and scale lush mountains. Do as much or as little as you can.
Discover Shikoku’s raw beauty, rich cultural heritage and tantalise those tastebuds with the fresh, mouth-watering cuisine, washed down with locally brewed Sake while it is still an experience in itself to witness such a truly authentic region and culture. Be absorbed in the abundant history and tradition of untouched Japan.
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This category of tours involves light trekking, walking, cycling, rafting or kayaking for a few hours each day with a small amount of inclines and declines. You will require a reasonable level of fitness and good health to participate. It is important to note that due to the nature of some of our trips, they may take place in remote areas (with basic facilities) and can involve long travelling days on various modes of transport.
Suggested preparation : At least 3 months prior to departure, it is recommended that you undertake aerobic exercise (this may include jogging, cycling or fast walking) for 30 minutes, three times a week. It is also advised to walk on variable terrain and in variable weather conditions. For a cycling adventure, road cycling twice a week is recommended and for adventures which involve paddling and kayaking, it is important to gain confidence and rhythm rather than speed prior to departure.
This category of tours involve trekking, kayaking and cycling for period of 6 to 8 hours a day at a fairly consistent pace. Ideal for people looking to slightly increase the heart rate. For our moderately rated tours, you must have a good level of fitness and also be in good health. It is also important to be prepared for variable weather conditions. Altitude may also come into play. This category of tours may involve visiting remote areas where facilities can be quite basic. Accommodation may also involve camping, homestays or basic accommodation where facilities may not be considered of western standards. To enjoy this style of travel, it is suggested for travellers to have a reasonable level of fitness and health, a positive attitude, as well as a fairly active lifestyle. An open mind is also required.
Suggested preparation: At least 3 months prior to departure, it is recommended that you undertake 45mins – 1 hour of aerobic exercise, three to four times a week. Some potential exercises that could be beneficial include hill walking with a backpack on over variable terrain and weather conditions, as well as running and cycling dependent on the activity you plan on undertaking.
This category of tours involves trekking, kayaking, cycling or other adventure activities in remote areas for up to 8 to 10 hours a day. It is important to note that with the remoteness of some regions comes a variety of other challenges such as variable weather conditions, accommodation as well as facilities. You must have an excellent level of fitness and good health to be able to partake in this category of tour. You must have confidence in your own ability and be in good physical condition. Includes extended periods of endurance.
Suggested preparation: At least 3 to 4 months of strenuous exercise, four times a week. When preparing for treks it would be beneficial to participate in hill walks with a weighted day pack (approximately 5-8 kg) once a week for aerobic fitness and strengthening of leg muscles. It is also important to do this on variable terrain to prepare for challenging adventures. When preparing for cycling adventures, regular bike riding (at least 4 to 5 times a week for 1-4 hours is essential). It is also important to cycle on uneven surfaces or even participate in other aerobic exercises such as running or swimming to build up strength and stamina. Altitude may also be a factor in these tours.
This category of tour often involves extreme trekking, cycling or other extreme adventure activities. It is important to expect remote and poorly defined tracks and to be prepared for variable weather conditions for 10 to 12 hours per day (may sometimes be more depending on weather and altitude). These adventures are suitable for travellers who have prior experience in strenuous travel and activities, are extremely fit and have excellent health. It is also important to note that some of the terrain on these adventures will involve trekking in snow, at high attitude levels and may require technical equipment.
Suggested preparation: It is important to note that physical fitness should be an ongoing activity, commencing around 5-6 months prior to departure, or even before if you have no prior fitness. Exercise should focus on building maximum endurance and stamina. Four to five hard sessions of 40-60 mins per week should be completed and can include exercises such as going to the gym, running, swimming or cycling to focus on building aerobic stamina. It could also be beneficial to prepare by hiking on rough terrain, in extreme weather conditions or partake in altitude training.
Our Signature Tours are the cornerstone of the Crooked Compass journey: meticulously designed small-group itineraries that balance authenticity, comfort, and ease. These are destinations where travel can be complex—from navigating evolving logistics to reaching places far from the usual tourist path—yet our expertise ensures your experience feels smooth, effortless, and deeply rewarding.
From the moment you arrive, every detail is handled with care. You’re welcomed personally on arrival and met for a private transfer to your accommodation, where you’ll join the rest of your group. Your guide will walk you through an orientation, helping you understand the rhythm of the journey ahead and settling you in with clear, practical insights from the very start.
Accommodation is selected for both comfort and character, reflecting the richness of its locality through thoughtful design, creative ingenuity, and a genuine sense of place. Whether it’s a boutique property, a sustainable lodge or a homestay, each choice is made to connect you meaningfully with the destination.
Cultural integration sits at the heart of our approach. Every itinerary is crafted with respect for local communities, aligning sensitively with their values and protecting the authenticity of their culture. Through this, travellers experience a deeper connection —stories shared firsthand, traditions encountered in their true context, and moments that shift perspectives long after returning home.
With a maximum of 12 travellers and our most trusted local partners, you explore with confidence, guided by teams who combine deep regional knowledge with an intuitive understanding of Western traveller expectations. Through the powerful medium of storytelling, our journeys inspire personal reflection and spark genuine emotion, turning travel into something transformative.
For travellers seeking even more flexibility or personalisation, our Tours By Design journeys are crafted with the same care — mindfully designed around your interests for a more tailored experience.
Why travellers love our Signature Tours:
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Our Founders Tours are rare, one-of-a-kind journeys personally hosted by Crooked Compass founder, Lisa Pagotto. Designed for the traveller who seeks more than just adventure, these exclusive small-group expeditions uncover places few have ever seen – experiences not featured in our regular collection, chosen for their depth, beauty, and story.
Each itinerary is hand-crafted by Lisa to offer meaningful connection and unique access built through years of trust and collaboration with local communities. Travelling alongside her gives you an unparalleled perspective into the world of ethical exploration – from the behind-the-scenes partnerships that shape our journeys, to the human stories that inspire them.
With an intimate group size and seamless support from our expert team, a Founders Tour is less a trip, and more a masterclass in discovery.
Why travellers love Founders Tours:
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Set sail on a rare journey across remote islands, wild coastlines, and untouched ecosystems aboard a small, luxury expedition vessel. Travelling by sea unlocks access to places few travellers ever reach – from isolated villages and pristine reefs to dramatic landscapes that can’t be accessed by land – while each evening, you return to the comfort of your beautifully appointed cabin.
These voyages blend adventure with refinement. Expert-led excursions bring you face-to-face with raw nature and vibrant cultures, while exceptional onboard dining, service, and comfort allow time to unwind and reflect.
To complete your experience, Crooked Compass can seamlessly craft pre- or post-cruise land extensions, ensuring your journey flows effortlessly from sea to shore.
Why travellers love our Expedition Cruises:
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Our Tours by Design experiences are private journeys curated exclusively for you by the Crooked Compass team. Whether you’re drawn to one of our existing itineraries, wish to adapt a small-group tour for private travel, or want to design something entirely new, we’ll craft a journey that reflects your pace, passions, and sense of discovery.
Why pay for inclusions that don’t fit? With Tours by Design, every detail is intentional – from the destinations and experiences to your style of travel and choice of accommodation. Each itinerary is hand-built through our deep local partnerships and expertise, ensuring authenticity, comfort, and connection in every moment.
Why travellers love Tours by Design:
More about our Tour Styles.
Our Partner Tours are carefully chosen group journeys operated by our long-standing, in-country partners — experts who share our values of authenticity, cultural respect, and meaningful connection. These departures, averaging between 17 and 22 travellers, are designed and delivered by our partners, while Crooked Compass manages your booking and provides full support from start to finish.
Enjoy the reassurance of booking through an Australian-based company, delivering our same personalised service and attention to detail you expect from Crooked Compass. We take care of the logistics, so you can focus on what matters most – the journey itself.
Why travellers love our Partner Tours:
More about our Tour Styles.
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