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Japan: Shrines & Ancient Cities (Self-Guided Cycle)

Home > Japan

Japan: Shrines & Ancient Cities (Self-Guided Cycle)

Self-Guided Tour

Price from

3999 USD

Duration

7 Days | 6 Nights

Level

4

Average Ride

32mi | 52km

17 People are considering this Tour

Cycle, snack, and soak in the historic heart of Japan

On this self-guided adventure, you’re in charge — no schedules, no rush, just a perfect blend of cycling, sushi, and samurai towns. Explore the best of Kyoto, Nara, Yoshino, and Mount Koya at your own pace. Roll past bamboo forests, rice paddies, and temples that have been here since, well... forever. With your luggage taken care of, comfy inns ready to welcome you, and our guide in your pocket, your only tough decision? Deciding whether to explore another temple or eat your weight in steaming bowls of ramen. 

WheelsWheels

Quality Bikes
Cannondale Quick 1 Disc | E-Bike & Carbon Road Bike Upgrades Available

Your Guide
Self-guided

Group Size
Maximum 16 Grasshoppers

Accommodation
Comfortable hotels with spaces to relax and unwind

Activities
Ride

Minimum Age
18+

Overview

A self-guided adventure through Japan’s most iconic destinations — Kyoto, Nara, Yoshino, and Mount Koya — all at your own pace. Pedal past lush rice paddies, through bamboo forests, winding country lanes, and villages so charming they belong on a screen saver. Wander into towns where samurais once strutted, visit ancient temples tucked into rolling hills, and meet the cutest four-legged locals (Nara's deer) as you soak in centuries of tradition.  

This tour is the perfect blend of freedom, culture, and a little bit of pedal-powered mischief. Sleep in if you want (the rooster won’t snitch), then grab your bike and ride off when the mood strikes. No rigid program, no rush — just you, your bike, and the excitement of a new day’s adventure. 

With your luggage transfers sorted, cozy inns reserved, and navigational tools at your fingertips, the hardest decision you'll have to make is whether to taste-test another plate of fresh-made sushi — tough call! Our mobile app has got you covered with audio commentary, precise route maps, and must-try food spots.  

Oh, and talking about food, our Grasshopper app will hook you up with the best local bites. Craving tonkatsu in a backstreet alley? Or a steaming bowl of soba noodles after a long ride? You got it. From matcha-flavored everything to tangy okonomiyaki, the choice is all yours.  

When it's time to rest your helmet hair, s-t-r-e-t-c-h out those limbs as you kick back in steaming hot springs, then curl up in comfy beds. With our guide in your pocket, you'll be cycling, snacking, and shrine-hopping your way through Japan. Your adventure, your terms. 

What's the riding like? 

This tour is Riding Level 4, which means you can expect to cycle an average of 40 mi (64 km) per day — and usually no more than 55 mi (88 km) — with occasional breaks to recharge. Expect some longer stretches and uphill climbs (up to 5,000 ft (1,524 m) a day), meaning you’ll need a good level of fitness if you’re on a standard bike. 

In Japan, you're in for a smooth ride as almost all the roads are paved. You’ll cycle on sealed roads, mostly along rural lanes, backroads, and dedicated cycleways, covering roughly 159 mi (260 km) in total. 
 

For an extra boost, upgrade to our pedal-assist e-bikes for $200 or a Cannondale Synapse Carbon Ultegra SE for $270. Just give our Customer Service team a call to book one for this tour. 

And if your backside needs a break — or you just fancy a breather — Japan’s legendary public transport has your back! Hop on a train and skip the tougher bits with zero guilt.


Single Room Option: +$1,150 USD 
Traveling with companions but prefer your own space? Choose this option to have a private room while sharing the tour with fellow travelers. 
 
Solo Rider Option: +$2,150 USD 
Traveling alone? This option ensures you have a private room to yourself and covers all the extra costs of solo travel. 
 
Important Note: Due to the festivities of Golden Week (April 29 to May 5), we can’t take bookings for late April and early May due to the increase in traffic and changes to road layouts. We want to ensure you have the best trip possible and the crowds will undoubtable make your experience less enjoyable. 

Highlights

  • Pedal through Kyoto’s world-renowned UNESCO gems 
  • Kick back in Ryokan inns and soak in piping-hot Onsens 
  • Meet the friendly deer of Nara as you pedal, sip, and snack your way to the zen heights of Yoshino 
  • Ride to Mount Koya, home to Shingon Buddhism, and sleep like a monk in their ancient quarters 
  • Get lost (on purpose) in the dreamy Arashiyama Bamboo Forest 

Inclusions

  • 6 nights in traditional inns and hotels, mostly with Onsen-style baths 
  • 6 breakfasts and 2 dinners 
  • Quality bikes and our Rest & Ride Vehicle 
  • Passionate Tour Leader and support crew 
  • Healthy/local snacks and water 
  • All activities, transfers and site entry fees  

What our Guests Say

DATES & PRICES

Day to Day


Irasshaimase (welcome) to Kyoto! Oh, where do we even begin? This city is so much more than temples and shrines (though they are total showstoppers). Kyoto is a living, breathing museum of contrasts, where ancient traditions meet modern creativity at every turn. 

The day is yours to explore! Wander through golden temples and peaceful Zen gardens or get lost (on purpose) as you stumble upon quirky art galleries hidden in backstreets. Listen for temple bells ringing softly in the breeze or the buzz of local chatter over tea. 

Come late afternoon, a Grasshopper *waves hi* representative will meet up to introduce you to your trusty steed, get you all fitted out, and answer any last-minute questions.  

For dinner? Kyoto is a foodie’s dream! Will you try rich, silky umami tofu? Or slurp up the soul-hugging goodness of ramen? Perhaps top it all off with melt-in-your-mount matcha treats? Honestly, why not all of the above?! 

Tomorrow, the real adventure begins! For now, kick off those trainers, grab a pillow, and let Kyoto’s magic lull you to sleep. 

Riding
Riding: 21 mi 33 km
Meals
Meal: B

Hit snooze and enjoy a fluffy tamago (Japanese omelette) with a freshly brewed cup of coffee. Or are you itching to hit the road? (we see you early risers) The choice is yours!  

With wide roads, courteous drivers, shared pathways, and alleyways that wind along peaceful canals, Kyoto is a cyclist's dream! The city's bike-friendly vibe makes exploring its heritage and culture a breeze. Once the capital of Japan (twice, in fact!), Kyoto still wears its title as the country’s cultural heart with pride. 

Hop on your bike and start cruising down the Kamo River. The air is crisp, the wheels are turning, and before you know it, you arrived at the Arashiyama Bamboo Forest. This place is UNREAL. Surrounded by towering green bamboo, swaying in the breeze like nature’s very own skyscrapers. Depending on when you visit, you might even get a peek at the cherry blossoms giving the gardens a lovely blush. 

Head over to Tenryuji Temple — founded in 1339, this place is steeped in history, with centuries of stories etched into its walls. Pedal your way east to Ryoanji Temple, home to the famous zen rock garden that’s earned its UNESCO fame. Need a breather? Swing by Kinkakuji, the Golden Pavilion, and take a moment to let that shimmering reflection in the pond really sink in — this place is as iconic as it gets. 

Feeling peckish? Kyoto’s cycling routes are dotted with spots serving traditional lip-smacking snacks. Think chewy mochi, sweet red bean buns, and delicate yatsuhashi crackers, there’s plenty to graze on as you roll along. Finally, follow the gentle flow of the Kamo River back into town, where the day’s discoveries settle into memory. 

What’s on the menu for tonight? Sizzling yakitori, Kyoto-style sushi, or a piping hot bowl of udon? If you need a little nudge in the right direction, we’ve got plenty of recommendations on our app to point you to the best local spots. 

Riding
Riding: 32 mi 52 km
Meals
Meal: B

Had your coffee? Saiko! Hop on your bike and follow the Grasshopper Adventures app as you leave the city buzz behind. The roads are thoughtfully laid out, and drivers here? Super courteous. Just a few miles in and you'll hit a bike path that’ll have you cruising along the river levy with the wind in your hair. 

From here, it’s smooth sailing as you roll past bamboo forests, cornfields that stretch for days, and lush green tea plantations. Keep your eyes peeled for a cyclist-friendly café — perfect for a mid-ride snack and some morning tea. 
Halfway to Nara, you'll find a viewing tower with a spotless bathroom and plenty of room to s-t-r-e-t-c-h those legs, refresh, and take in ALL the views.  

Then, welcome to Nara! Check into your cozy accommodation that's a cross between a hotel and a Ryokan. Think comfy beds (no futons here) and tatami mats all around. What's on your agenda for the rest of the day? Take a stroll through Nara Park and meet the cutest locals (the Nara deer), explore Todai-ji and Kofuku-ji, hop on the shuttle bus that makes the rounds around town, grab a bite at a local eatery, or soak away the day in a natural hot spring! Nara is full of hidden gems, so keep your eyes peeled for a place that catches your vibe. 

Riding
Riding: 37 mi 59 km
Meals
Meal: BD

Today, you're riding through the bones of the ancient city of Nara. Okay, so maybe there’s not much left, but you’ll pass an impressive replica of the old palace — a little reminder of what once was. Did you know the Nara period (AD 710-794) was modeled after Chang'an, the capital of Tang China? The upper class here adopted Chinese writing and Buddhism, so there's some deep history as you pedal through. 

Cycling through Nara is a bit of a maze, but don’t worry, the route is well-marked and designed to keep you clear of heavy traffic. Once you break free from the city, you’ll be cruising on peaceful backroads through the countryside. Expect rolling hills that get your legs moving, but nothing that'll make you wish you were in a car. 

Now, here’s where the fun starts: the hills start to show their teeth as you get closer to Yoshino. But don’t panic — a gentle 4mi (6km) climb brings you to the top. The views? 100% worth the burn! The town’s dotted with temples nestled in the rolling hills that rise and fall like nature’s own waves. 

After a day like that, it’s time to sink into some serious relaxation. Check into your haven for the night, a cozy Ryokan — a traditional Japanese inn, which means no shoes, tatami mats underfoot, and a chance to kick back in a hot onsen to soothe those weary muscles. *bliss* 

Oh, and dinner? Expect it to be served in traditional style, which is just a fancy way of saying “mouthwatering dishes that’ll make you wonder why you ever bothered with sushi rolls from a conveyor belt.” 

Riding
Riding: 38 mi 61 km
Meals
Meal: BD

After another soul-satisfying, leisurely Japanese breakfast (because who’s rushing when there’s good food?), it’s time to saddle up! Today’s ride is all about rolling with the hills — starting with a blissful downhill to ease you in, then some undulating terrain with the occasional uphill to keep your legs on their toes.  

Ready for a pit stop? At the red iron bridge, you're in for some tasty local treats. Think grilled chicken skewers, crispy onigiri (rice balls with fillings like pickled plum or tuna mayo), or a sweet melon pan — soft, fluffy bread with a crispy top that’s a crowd favorite around here.  

In a hurry? Swing by the convenience store to stock up on Pocky, instant ramen cups, or a ready-made bento box packed with rice, pickles, and your choice of protein. Proof that the Japanese know how to make snack stops feel gourmet! 

Then, Mount Koya! Now, here’s the thing about the climb: it’s split into two parts. The first part is a 4km uphill, then a little 3km descent to catch your breath before you hit the big one — an 8km climb. The roads are narrow, and vehicles are few and far between, but the views? Jaw-droppingly good. 

Just a few more undulating stretches leads you straight to your cozy accommodation.  

Not feeling the climb? No problem! After about 35km, you’ll reach Hashimoto Station, where you can lock up your bike, grab tickets for the Nankai Koya train line, and hop on one of Japan’s longest funicular rides straight to Mount Koya.  

At the summit, your Shukubo (monk’s accommodation) awaits, ready to pamper you with peace, quiet, and a whole lot of culture. Tatami mats on the floor, vegetarian dishes that are simple but surprisingly delicious, and the chance to join in on a morning meditation. 

Riding
Riding: 35 mi 57 km
Meals
Meal: B

Today, you'll want to wake up before the sun says hello! Koyasan in the early morning is... magical. Think "The Last Samurai" meets "Eat Pray Love" meets "The Secret Life of Walter Mitty," with a sprinkle of spiritual enlightenment. You might not see Tom Cruise in samurai armor, but you’ll definitely feel like you’re in the middle of a film about self-discovery.  

Koyasan (originally Kong-Obb Ji, for the history buffs) is the global hub of Shingon Buddhism, and the town built around this sacred spot feels like something from a history book. Picture moss-covered rock walls, lush greenery creeping from every corner, and winding streets lined with tiny houses and quiet family businesses. You might even see monks walking in their robes, reminding you that you’re not just riding through any old town — you’re pedaling through the most sacred town in Japan! 

Will you opt to explore the Konpon Daito Pagoda — 45 meters tall and decked out in vibrant orange — definitely a showstopper, or the memorial grounds that have a peaceful, introspective charm? Choices, choices. 

Back at your Shukubo, breakfast is waiting for you in your room. It’s a spread of vegetarian dishes so wholesome, even your kale-hating friend would approve. A 10am start is the latest you’ll want to roll out to make the most of the day! 

Helmet on? Enjoy every bit of this downhill ride. The road is wider and smoother than yesterday’s climb, and the thrill of speeding down the mountain is enough to make you feel like a kid again. 

Halfway down, you’ll make your way onto some tiny backroads where the only traffic you’ll see is the occasional bird or squirrel. Then, a quick 3km climb to get your legs warmed up before you slide into a nice, undulating ride through cedar forests, with the river rushing beside you. This... this is what cycling is all about! 

Around the 30km mark, the hills start to flatten out, and the scenery shifts as you roll into a small town, then hit the bike path that takes you all the way to Wakayama. 

And when you get to Wakayama? Well, buckle up, because this port city’s got more history than you’d think. Perfect for an evening stroll after today’s epic ride. Don’t worry, we’ve got some killer recommendations to make your exploration as memorable as your ride. You’ll be talking about this day for ages. 

On the agenda tonight? Walk the streets of Wakayama and try some of the local street food — skewered takoyaki (octopus balls), crispy kushikatsu (fried meat and veggie skewers), or another bowl of tangy ramen? Wash it down with a refreshing glass of umeshu (plum wine) or some frosty sake while soaking in the city’s vibe. 

Meals
Meal: B

All good things must come to an end... and today's your last morning in Wakayama! Not ready to up and go? Then put on your explorer hat and head over to Wakayama Castle, swing by the Art Museum for a dose of culture, or geek out at the Train Museum if you're a fan of all things tracks. 

Then... *sob* it's time to say sayōnara to your two-wheeled trusty steed. A quick taxi zips you over to the train station, and from there, hop on a train to Osaka City or Kyoto. 

Not ready to say goodbye to Japan? Neither are we! Keep the adventure rolling with our Kyoto Spotlight

WHAT MAKES US STAND OUT

GRASSHOPPER STYLE


The beauty of a self-guided tour is that, though the exploration is on your own, we’ve taken care of all the details for you. This means that the route is planned out and programmed into a GPS system and app and your luggage will be waiting for you at one of our chosen accommodations. This bike exploration of Japan combines all the fun of an independent adventure with our expertise and knowledge of the area, the must-see sights and best places to eat in order to make your experience more directed and enjoyable.

LEARN MORE

Grasshopper Self-guided Adventures - How it Works?

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