2-Week Japan Winter Itinerary for Filipinos

A Winter Wonderland Awaits

As winter approaches, Filipino travelers dream of a magical escape—and Japan delivers in every way. The Land of the Rising Sun transforms into a snowy wonderland, offering stunning landscapes, dazzling festive lights, and world-class skiing. With rich traditions, mouthwatering cuisine, and modern comforts, Japan is the perfect 2-week holiday destination.

This thoughtfully crafted itinerary takes you from Hokkaido’s powdery slopes to Tokyo’s sparkling streets, blending adventure, culture, and relaxation for an unforgettable journey. 

Days 1 – 4: Sapporo, Hokkaido – Snow Festivals and Skiing Bliss

Start your journey in Sapporo, the bustling capital of Hokkaido and home to one of Japan’s most famous winter festivals.

Key Highlights:

1. Sapporo Snow Festival:
   Held annually in February, this renowned event transforms the city into a winter wonderland. Throughout the winter season, Sapporo begins its festive celebrations with light displays, ice sculptures, and smaller events. Marvel at intricate ice carvings and life-sized snow castles in Odori Park, complemented by live performances and food stalls.
    

2. Ski at Niseko:A world-renowned ski resort, Niseko is famous for its powdery snow, making it perfect for skiers of all levels. Enjoy activities like night skiing, snowboarding, and sledding.
    

3. Jozankei Onsen:
   Relax at this traditional hot spring resort nestled in the mountains. The mineral-rich waters offer a soothing experience after a day of exploration. 

Neighborhood Exploration:

• Visit the historic Susukino District, famous for its vibrant nightlife and street food.
  
  

• Stop by the Sapporo Beer Museum to sample local brews and learn about Japan’s beer history.

Food to Try:

• Miso ramen: A hearty, flavorful dish perfect for cold days.
  
  

• Genghis Khan BBQ: A local specialty of grilled lamb served with vegetables.

Accommodation Options:

• Luxury: Hilton Niseko Village
  
  

• Mid-range: Cross Hotel Sapporo
  
  

• Budget: Niseko Pension Moiwa

Days 5–6: Shirakawa-go, Gifu – Rustic Charm in the Snow

Take a scenic shinkansen (bullet train) ride to Shirakawa-go, a UNESCO World Heritage Site famed for its traditional gassho-zukuri farmhouses.

Key Highlights:

1. Gassho-Zukuri Farmhouses:
   Explore these distinctive houses with steep thatched roofs, designed to withstand heavy snowfall. Many farmhouses offer workshops on local crafts and cooking, providing a hands-on cultural experience.
    

2. Illuminations:
   As winter sets in, the village is illuminated with enchanting light displays, creating a magical atmosphere perfect for capturing postcard-worthy photographs.
    

3. Traditional Cuisine:
   Savor a bowl of warm soba noodles or try hoba miso, a regional delicacy made by grilling miso on magnolia leaves.

Cultural Experiences:

• Stay in a traditional farmhouse for a genuine experience of rural Japanese life.
   

• Visit local museums to explore artifacts and tools that have been used in farming for centuries. 

Accommodation Options:

• Traditional: Shirakawago Gassho Minshuku Kiyomizuan
   

• Family-friendly: Shirakawago Honjin Shoson

Days 7–10: Kyoto – The Heart of Japan’s Heritage

From Shirakawa-go, travel to Kyoto, where ancient traditions meet modern elegance. The crisp atmosphere makes it an ideal time to explore the city’s historic landmarks. 

Key Highlights:

1. Temples and Shrines:
    

   • Kinkakuji (Golden Pavilion): A Zen temple covered in gold leaf, beautifully reflected in the surrounding pond. 
      

   • Fushimi Inari Shrine: Famous for its thousands of red torii gates, creating a mesmerizing pathway.
      

2. Arashiyama Bamboo Grove:
   Wander through towering bamboo stalks, an iconic Kyoto experience. The grove’s tranquil atmosphere enhances its magic, offering a peaceful escape.
    

3. Gion District:
   Spot geishas in this historic neighborhood filled with traditional tea houses, offering a glimpse into Kyoto’s rich cultural heritage. 
    

4. Festivals and Lights:
   Kyoto shines with winter illuminations in locations like Kodaiji Temple and Hanatouro, blending cultural beauty with festive cheer.

Culinary Delights:

• Try osechi ryori, traditional New Year’s dishes featuring seasonal ingredients.
   

• Indulge in matcha desserts at local cafes for a truly Kyoto experience. 

Accommodation Options:

• Luxury: Hyatt Regency Kyoto
   

• Mid-range: The Celestine Kyoto Gion
   

• Budget: Piece Hostel Sanjo

Days 11–13: Nagano – Snow Monkeys and Ski Slopes

Next, head to Nagano, a prefecture renowned for its winter sports and unique wildlife.

Key Highlights:

1. Jigokudani Monkey Park:
   Observe wild Japanese macaques soaking in hot springs amid snowy landscapes, offering a unique wildlife experience.
   
   

2. Skiing in Hakuba:
   Hakuba Valley boasts world-class slopes and was a host site for the 1998 Winter Olympics. It’s perfect for skiing, snowboarding, or simply enjoying the serene snowy vistas.
    

3. Onsen Experience:
   Visit Nozawa Onsen Village, a charming town known for its natural hot springs and traditional bathhouses, providing a soothing and authentic experience.

Local Cuisine:

• Try sanzoku-yaki (fried chicken) and Nozawana pickles, unique to the region.

Accommodation Options:

• Luxury: Hakuba Tokyu Hotel
   

• Mid-range: Hotel Sierra Resort Hakuba
   

• Budget: Lodge Hakuba

Days 14–16: Tokyo – A Festive Finale

Conclude your Japanese adventure in Tokyo, a city bursting with energy, creativity, and dynamic  charm.

Key Highlights:

1. Holiday Illuminations:
   Marvel at vibrant light displays in districts like Omotesando, Tokyo Midtown, and Roppongi Hills, offering a dazzling nighttime experience.
    

2. Seasonal Attractions:
    

   • Visit the Imperial Palace and stroll through its tranquil gardens.
      

   • Explore neighborhoods like Shibuya, with its neon-lit streets, and Asakusa, home to the iconic Senso-ji Temple.
      

3. Festive Foods:
   Indulge in fried chicken, a beloved holiday treat in Japan, along with yule log cakes and warm sake.

Shopping and Souvenirs:

• Explore Ginza for luxury fashion, or head to Akihabara for quirky gadgets and anime merchandise.

Accommodation Options:

• Luxury: Conrad Tokyo
   

• Mid-range: The Gate Hotel Asakusa
   

• Budget: Sakura Hotel Hatagaya

Tips for a Smooth Winter Trip

1. Pack Smart:
   When traveling to Japan in winter, packing appropriately is key to staying comfortable. Bring thermal layers, waterproof boots, and gloves to stay warm as you explore the snowy landscapes and city streets. Don’t forget a scarf and hat for extra warmth—essential for enjoying winter activities like skiing and sightseeing.
   
   
2. Use a JR Pass: 
   One of the best ways to travel around Japan is with a Japan Rail Pass (JR Pass). This cost-effective pass offers unlimited travel on most JR trains, including the famous shinkansen (bullet trains), making it an excellent choice for exploring multiple cities. It saves both time and money, especially for longer journeys.
   
   
3. Learn Basic Japanese Phrases:
   While many people in Japan speak some English, learning a few basic Japanese phrases can enhance your travel experience. Simple greetings like "Arigato" (Thank you) and "Sumimasen" (Excuse me) go a long way in showing respect and connecting with locals. You’ll appreciate the smiles and helpful responses you get in return!
   
   
4. Plan Ahead:
   Planning ahead is crucial for a smooth winter trip to Japan. Popular attractions, hotels, and ski resorts can get busy during peak travel seasons, so it’s wise to book accommodations and tickets for major attractions well in advance. This ensures you don’t miss out on must-see experiences and helps avoid long waits. 

Why Oona Travel Insurance is the Smart Choice for Your Trip

Choosing the best travel insurance for your trip doesn't have to be a hassle—Oona makes it simple, affordable, and packed with valuable benefits. Here’s why Oona should be your go-to for worry-free travel: 
 

• Affordable Plans Starting at ₱299:
  Traveling on a budget? No problem! Oona offers comprehensive coverage at prices that fit every budget, starting as low as ₱299. Now you can travel with peace of mind without breaking the bank.
  
  

• Comprehensive Coverage: 
  With Oona, you’re covered for up to ₱5 million in medical and emergency expenses, and up to ₱2.5 million for COVID-19 coverage. No matter what comes your way, Oona ensures you're protected, so you can focus on enjoying your trip. 
   

• Bonus Perks:
  Oona doesn’t just stop at medical coverage—personal accident protection, liability coverage, and assistance with travel inconveniences ensure you’re covered from all angles. Whether it’s a delayed flight or lost luggage, Oona has your back.
  
  

• Instant Coverage and 24/7 Support:
  Getting covered is quick and easy! Get a quote, purchase your plan, and be insured in minutes. Plus, with 24/7 support, Oona is always just a call away, ready to help whenever you need them. 
   

Oona Travel Insurance isn’t just about protecting you from unexpected costs—it enhances your travel experience by offering peace of mind and support when you need it most. Invest in Oona, and travel stress-free! 

How to Buy Travel Insurance from Oona Insurance

Getting travel insurance online from Oona is as simple as packing your suitcase! Just follow these easy steps to secure your coverage and get ready for your Japan adventure:

1. Visit Oona’s Website
   Head over to Oona’s travel insurance page. With an intuitive and user-friendly layout, you'll find everything you need in a flash—no hassle, no stress! 
   
   

2. Get a Quote
   Enter your travel details—destination (hello, Japan!), travel dates, and the number of travelers. In an instant, you’ll get your premium estimate, so you can easily choose a plan that fits your budget.
   
   

3. Review the Coverage
   Take a moment to check out all the amazing benefits, from medical expenses and trip cancellations to coverage for lost baggage. Oona offers up to ₱5 million in coverage, including COVID-19 emergencies, ensuring you're fully protected.
   
   

4. Fill Out the Application
   Complete the online form with your personal and travel information—be sure to double-check your details (especially passport numbers) to avoid any delays.
   
   

5. Make Payment
   Choose your preferred payment method—credit card or digital wallet—and complete your purchase. You’ll receive an email confirmation with all your policy details immediately. 
    

6. Download Your Policy
   Download your digital policy or print a copy to keep it handy during your trip. It’s always good to have it on hand, just in case! 
    

And that's it—you’re all set! Travel with peace of mind knowing Oona Insurance has got your back every step of the way. 

Why Oona Stands Out

Oona makes travel insurance a breeze with its simple process, affordable pricing, and comprehensive coverage. Whether you’re seeking peace of mind or need a safety net for those unexpected “oops” moments, Oona ensures you're fully covered from takeoff to touchdown. With Oona travel insurance, you can explore Japan with confidence, knowing you're protected every step of the way. Secure your Japan travel insurance today and travel stress-free! 

Conclusion

This 2-week Japan itinerary offers the perfect blend of adventure, culture, and relaxation, ensuring a memorable winter escape. From Hokkaido's snow-capped peaks and Kyoto's serene temples to Tokyo's dazzling holiday lights, every moment is designed to leave you spellbound.

Whether you're traveling solo, with family, or with friends, Japan in winter promises magic at every turn. So pack your bags, embrace the season's chill, and create memories that will last a lifetime. And don't forget—Oona travel insurance has you covered for any unexpected adventures along the way!