Planning your winter adventure to Japan? I am so excited for you! This blog post is packed with everything you need, and as a bonus, I have included a free downloadable copy of this exact 11-day Japan winter itinerary at the end. Keep reading to grab it and start planning your unforgettable trip!

Finding the perfect winter destination can be tricky, but Japan should be at the top of your list. If you are a skier or snowboarder chasing world-class powder this is the perfect Japan itinerary for you as this 11-day itinerary takes you beyond the ordinary with a stop in Niseko, a globally renowned paradise for winter sports enthusiasts. If skiing and snowboarding are not of interest to you, keep reading as I know you will find the other parts of the trip right up your alley. Other highlights include exploring the busy, neon-lit streets of Tokyo and the tranquil beauty of Kyoto’s temples. Each stop on this adventure promises excitement, culture, and unforgettable memories.

11-Day Winter Japan Itinerary: Tokyo, Niseko, Kyoto, and Osaka

Day 1: Arrive in Tokyo

Kick off your journey in Tokyo, Japan’s bustling capital. After landing, navigate the city’s seamless train system to your hotel. 

Have dinner at Ichiran Ramen, where you can enjoy a private, personalized ramen experience. This place has a unique dining experience, featuring individual booths. You can customize your ramen using an order form, specifying everything from noodle firmness to spice level and then the ramen is served through a small window in your booth. This is a fun experience and the ramen is delicious. This is a perfect way to recharge after your flight. 

Get some rest because the adventure starts tomorrow!

Days 2-3: Explore Tokyo’s Top Attractions

Day 2: Discover Shibuya, Harajuku, and Shinjuku

Begin with a visit to the serene Meiji Shrine (Meiji Jingu). Stroll through the shrine’s tranquil grounds, soaking in the peaceful ambiance and admiring the majestic torii gates and sacred structures. Next, stroll through the adjacent Yoyogi Park and enjoy the green space amongst the busy city surrounding you.

Then, dive into the eclectic vibe of Harajuku’s Takeshita Street, a bustling pedestrian street known for its eclectic shops, trendy boutiques, and colorful street fashion. Stop at Reissue for incredible 3D Latte art (look it up, trust me!) or Koffee Mameya for delicious traditional coffee. 

Enjoy lunch at Butagumi, known for its mouthwatering tonkatsu (breaded and deep-fried pork cutlet).

Spend your afternoon at Shibuya Crossing, one of the busiest pedestrian intersections in the world.

Snap pictures at the Hachikō Statue nearby, which is a touching tribute to a beloved dog companion, and shop at Shibuya 109, a shopping mall known for trendy shops. 

After a busy morning, you can opt to head back to your hotel and freshen up before a fun evening exploring the nearby Shinjuku.

In Shinjuku, start with stunning views of the city skyline from the Metropolitan Government Building, which has two free observation decks. The expansiveness of the city, with its endless sea of buildings stretching to the horizon, is nothing short of awe-inspiring and offers a unique perspective.

Next, have dinner at Omoide Yokocho (Memory Lane), a narrow alleyway filled with small, traditional izakayas offering a variety of grilled skewers, ramen, and other Japanese comfort foods. I would recommend trying Soba Noodle Soup here!

After dinner, immerse yourself in the vibrant nightlife of Kabukicho, Shinjuku’s renowned entertainment district. Walk the streets to explore the neon signs, karaoke bars, and vibrant nightclubs.

Once you are ready for your day to end, head back to your hotel.

Day 3: Discover Toyoso, Asakusa, and Akihabara

Start your morning very early to avoid the crowds and explore the Tsukiji Outer Market. Here, you will explore a maze of narrow streets lined with stalls and shops offering a variety of seafood, produce, and local delicacies. Definitely try fatty tuna nigiri and a Wagyu skewer here!

Then head to TeamLab Planets, an interactive digital art museum. This is so fun and perfect for a winter day!

In the afternoon, head to Asakusa, visit Senso-ji Temple, and walk down Nakamise-dori, a bustling street lined with traditional shops selling souvenirs and snacks. Try local treats like senbei (rice crackers) and ningyo-yaki (sweet-filled cakes) and get any souvenirs you have been wanting!

Next, head to Akihabara for some electric energy. This area is a paradise for tech enthusiasts and anime lovers. Explore stores filled with electronics, gadgets, and anime merchandise, immersing yourself in the world of Japanese pop culture.

Afterward, visit Kanda Shrine, nestled amidst the bustling streets. Admire the shrine’s traditional architecture and serene atmosphere as you offer prayers for good fortune.

In the evening, end your day with an incredible omakase dinner at Bell Sushi and have drinks at Bellwood. You will need reservations for both of these.

Days 4-7: Skiing In Niseko

Fly to Niseko, Hokkaido’s premier winter destination, known for its world-class powder snow. And let me tell you, they are not lying about this! We skied in so much powder and it snowed every day we were there. 

Your travel day will consist of a 2-hour flight from Tokyo to Sapporo and then taking a 3-hour ski bus to Niseko.

I would recommend renting your gear at Rhythm.

For ski passes, purchase your pass ahead of time and then pick it up at a kiosk at one of the bases of the mountain.

Spend your days enjoying the slopes and your evenings exploring the town and relaxing in traditional onsen baths (if your hotel has one). 

For food and drinks, these are my recommendations: Tozanken Ramen, Musu Bar + Bistro, Tsubara Tsubara, Music Bar MINA MINA, and Bar Gyu.

And don’t forget! Even non-skiers can enjoy activities like snowshoeing or simply enjoying the serene mountain atmosphere. This is a great, and unique, experience to have in Japan in the winter so soak it all in!

Days 8-9: Kyoto’s Cultural Treasures

Day 8: Arrive In Kyoto

In the morning from Niseko, take the ski bus back to Sapporo, and take a flight to Osaka (KIX) to continue on your 11-day winter Japan itinerary.

Spend the evening exploring Gion, Kyoto’s historic geisha district, which offers a captivating glimpse into traditional Japan.

Stroll down Hanami-koji Street to admire the traditional wooden machiya houses and you might catch a glimpse of a maiko.

Wander the serene Shirakawa area along its picturesque canal, and visit Yasaka Shrine at the end of Shijo-dori for a taste of local culture.

Have dinner at Sushi Sha and opt for Chef’s choice – some of the best sushi I have had was here!

Day 9: Explore Temples and Markets

Start your day with a visit to Kinkaku-ji, one of Kyoto’s most iconic landmarks. The temple has a beautiful golden exterior and is located next to a pond to stroll around. Nearby, visit Ryoan-ji Temple, which is famous for its rock garden. The peaceful atmosphere is perfect for a quiet morning.

Head to Nishiki Market for lunch. Try a variety of local delicacies, from fresh seafood to traditional sweets. The market is also a great place to pick up unique snacks and souvenirs.

Participate in a traditional Japanese tea ceremony. This experience will give you insight into the art and ritual of tea preparation and consumption.

Next, go to Kiyomizu-dera Temple, which is famous for its impressive wooden stage that overlooks the city and its stunning cherry and maple trees. It is known for beautiful views and the Otowa Waterfall, which locals believe has healing powers. It is a great spot to take in some history and breathtaking scenery.

End the day exploring more streets in Gion, and have dinner at Tai Sushi. Afterwards, have a drink at L’Escamonteu or Grace Note.

Days 10: Food and Fun in Osaka

Take the train for a day trip to Osaka.

Start at the Umeda Sky Building for panoramic views of Osaka from the Floating Garden Observatory. The observation deck provides a stunning view of the cityscape. I enjoyed ice cream while admiring the view 🙂 

Next, visit the Osaka Castle, an iconic landmark surrounded by beautiful parks. Explore the castle grounds and enjoy panoramic views from the top.

Spend the rest of the day exploring the bustling streets of Dotonbori and Shinsaibashi, for shopping and eating street food. Grab a bite of takoyaki (octopus balls), Kushikatsu (deep-fried skewers), or okonomiyaki (Japanese savory pancake), and grab any last souvenirs you want.

Day 11: Kyoto Farewell

On your last day in Japan, spend the morning at Fushimi Inari Shrine. This is famous for its thousands of bright red torii gates that create a stunning tunnel up Mount Inari. As you hike through the gates, you will pass by smaller shrines. The main shrine at the base is colorful and impressive, and you will get some great views of Kyoto as you climb higher.

Afterward, take the Shinkansen (bullet train) back to Tokyo to catch your flight. Make sure to reflect on how wonderful of a time you had in Japan!

Key Travel Tips For Traveling In Japan

Where to Stay

When it comes to accommodations, location is key to making the most of your trip.

In Tokyo, I highly recommend staying in Shibuya; it is a vibrant hub with great access to public transport, endless dining options, and iconic landmarks like the Shibuya Crossing.

For Kyoto, look for a traditional Ryokan near Gion, where you will be surrounded by traditional streets, tea houses, and cultural gems. 

As for Niseko, accommodations can be flexible. Most hotels offer convenient shuttles or there are free public shuttles connecting your accommodation to the mountains to the town, making it easy to explore regardless of where you stay. 

No matter your style, these locations are sure to enhance your adventure!

Embrace The Walkability

One of the best parts of traveling in Japan is how incredibly walkable it is! While the train system is efficient and often essential for covering larger distances, I highly recommend walking whenever possible. 

Wandering through Japan’s streets allows you to discover hidden gems, from cozy coffee shops and quirky boutiques to peaceful parks and unexpected shrines. These little surprises are often the most memorable parts of the journey. So, bring your comfortable shoes, and let yourself explore beyond the itinerary; you never know what delightful discoveries you will stumble upon!

Pack Smart

Layers are your best friend when traveling to Japan in the winter. The weather can range from chilly mornings to brisk afternoons, so dressing in layers ensures you are prepared for whatever the day brings. Do not forget a warm coat, gloves, and a scarf, especially if you are visiting snowy regions like Niseko. Comfortable shoes are a must as well, so opt for footwear that is both warm and supportive.

Prepare For Small Eateries

Many restaurants in Japan are incredibly small, often seating just 4-6 people at a time, which adds to their charm and intimate atmosphere. However, this also means it is common to see lines forming outside, especially for popular spots. Don’t be discouraged; these lines are usually a good sign that the food is worth the wait! Arriving early or during off-peak hours can sometimes help, but if you find yourself waiting, use the time to soak up the local vibe and build anticipation for a delicious meal.

Must-Try Foods In Japan

Japan is a paradise for food lovers, offering a mix of comforting, fresh, and unique dishes you do not want to miss. Here are some must-try items to add to your culinary adventure:

Udon: Whether served hot or cold, these thick, chewy noodles are a staple of Japanese cuisine and can be found in a variety of broths and toppings.

Soup Curry (Niseko Specialty): A hearty and flavorful dish, perfect after a day on the slopes. This Hokkaido specialty combines a rich, spiced curry broth with vegetables and meat.

Ramen: From creamy tonkatsu (pork bone) broth to light and refreshing shoyu (soy sauce) or miso-based options, ramen is a soul-warming classic you will find everywhere.

Sushi: Fresh, high-quality sushi is a must, whether you try it at a conveyor belt sushi spot or a traditional sushi bar.

Takoyaki: These octopus-filled balls of batter are a favorite street food, especially in Osaka.

Okonomiyaki: Often described as a savory pancake, this dish is packed with flavors and topped with a variety of ingredients.

Wagyu Beef: Renowned for its incredible marbling and melt-in-your-mouth texture, Wagyu is a must-try for meat lovers. Enjoy it grilled as yakiniku, in sukiyaki, or as a luxurious steak.

Kobe Beef: A premium type of Wagyu, Kobe beef is prized for its tender texture and rich flavor. Often considered one of the best meats in the world, it is an indulgence worth experiencing during your trip.

Don’t be afraid to try regional specialties; they are a part of what makes dining in Japan such an unforgettable experience!

Learn Local Etiquette and Basic Japanese Phrases

Respecting local customs is an important part of traveling in Japan, where etiquette plays a big role in daily life. Simple gestures like bowing when greeting someone or removing your shoes before entering homes, temples, or certain restaurants show thoughtfulness and cultural awareness.

It is also helpful to learn a few basic Japanese phrases to enhance your experience and connect with locals. Words like arigatou (thank you), sumimasen (excuse me or sorry), and konnichiwa (hello) can go a long way in making a positive impression. 

Showing even a small effort to understand and respect Japanese culture adds an extra layer of meaning to your journey.

Why This Winter Itinerary is Perfect for Travelers

This 11-day winter Japan itinerary combines the best of winter sports, cultural exploration, and culinary adventures. From skiing in Niseko to walking the busy streets in Tokyo to exploring Kyoto’s charm, each day is designed to offer a unique slice of Japan’s magic. Whether you are an adventure seeker or a food lover, this trip has something for everyone.

Exclusive Bonus: Download This Itinerary!

To make your planning even easier, here is your exclusive treat: a downloadable version of this full itinerary! It is ready for you to save or print, so you can focus on enjoying every moment of your Japan adventure. Click below to get your free itinerary now!

Not Quite the Right Fit?

Let Me Plan Your Perfect Trip! If this itinerary doesn’t quite fit your travel style or interests, do not worry, I’ve got you covered! Check out my travel planning service, where I create fully personalized itineraries tailored just for you. Whether you are a foodie eager to explore Japan’s culinary gems, an adventurer looking for off-the-beaten-path experiences, or someone seeking a slower-paced cultural journey, I will design a trip that matches your preferences and makes the most of your time. Let’s turn your dream trip into reality; your perfect Japan adventure is just a few clicks away!