Embark on a thrilling 14-day winter adventure, journeying from the vibrant streets of Osaka to the bustling heart of Tokyo, Japan. This cultural exploration promises a dynamic blend of historical sites, traditional experiences, and stunning nature, perfectly balanced with exciting snow activities, world-class theme parks, and endless opportunities for shopping and culinary delights.

Arrive at Kansai International Airport.
Complete immigration procedures and baggage claim. Your Japanese Winter Wonderland adventure begins!
Look for your designated transfer upon exiting customs. Keep your passport and necessary documents readily accessible.
Transfer to Rinku Premium Outlet, a popular shopping destination near the airport.
Enjoy discounted branded goods and have lunch at one of the international restaurants available.
Visit the iconic Osaka Castle.
Enjoy a photo stop in the surrounding park area, admiring the majestic castle and its historical significance. (External view and park exploration only).
The castle grounds are beautiful, especially in winter. Wear comfortable shoes for walking.
Arrive at your hotel in Osaka.
Check in and take some time to rest and refresh after your journey.
Enjoy a free evening to explore the vibrant Dotonbori district.
Indulge in local delicacies like Takoyaki and Okonomiyaki, and soak in the lively atmosphere under the iconic neon lights, including the Glico Man.
This area is best experienced in the evening. Be prepared for crowds, especially on a Saturday night.
Immerse yourself in Osaka's 'kitchen' at Kuromon Ichiba Market.
Sample fresh seafood, local produce, and famous wagyu beef. A feast for the senses!
Try various street food stalls for a diverse culinary experience. Public transport is recommended.
Ascend to the Umeda Sky Building's Floating Garden Observatory for breathtaking 360-degree panoramic views of Osaka city from a unique open-air deck.
Consider visiting around sunset for spectacular city lights (though earlier in the day for this itinerary).
Explore the extensive Shinsaibashi-suji Shopping Street, offering everything from fashion and cosmetics to souvenirs.
Continue wandering through the vibrant Dotonbori area.
This area is a shopper's paradise. Keep an eye out for unique Japanese products.
Conclude your day with another delightful dinner in the bustling Dotonbori area, perhaps trying a different local specialty or a themed restaurant.
Take a scenic train or bus journey from Osaka to Kyoto, arriving at the ancient capital ready for exploration.
Use JR Special Rapid service from Osaka Station to Kyoto Station (approx. 30 min, JPY 580 per person). Then local transport to Arashiyama.
Wander through the enchanting Arashiyama Bamboo Grove, an otherworldly forest.
Options include walking or enjoying a traditional rickshaw ride.
A rickshaw ride (optional) offers a unique perspective and comfort, especially in winter. (Approx. JPY 6,000-9,000 for 30 min for 2 people).
Savor a delicious lunch at a local restaurant in the picturesque Arashiyama area, offering various Japanese culinary delights.
Explore the charming, stone-paved streets of Ninenzaka and Sannenzaka, leading towards Kiyomizu-dera Temple.
Admire traditional wooden buildings, quaint shops, and tea houses.
Perfect for finding unique souvenirs and experiencing traditional Kyoto ambiance. Wear warm layers as it can get chilly.
Travel back to your hotel in Osaka after a fulfilling day of cultural immersion in Kyoto.
Return by JR Special Rapid service to Osaka Station.
Embark on a comfortable journey by private big bus to Nara, renowned for its ancient temples and friendly deer.
Provided by private big bus for maximum group comfort.
Arrive at Nara Deer Park, home to hundreds of wild deer considered sacred messengers.
Enjoy feeding and interacting with these gentle creatures.
Deer crackers (shika senbei) can be purchased locally. Be gentle with the deer, especially when they bow!
Enter Todai-ji Temple, a UNESCO World Heritage site, housing a magnificent 15-meter tall bronze Buddha statue (Daibutsu) within its massive wooden hall.
The temple is an architectural marvel. The Daibutsu-den is the largest wooden building in the world.
Depart Nara and head back towards Kyoto.
Enjoy lunch upon arrival in Kyoto city.
By private big bus.
Visit Kinkaku-ji, the stunning Golden Pavilion, reflecting elegantly in its surrounding pond.
Marvel at its exquisite architecture and serene garden.
The temple is particularly striking against a winter landscape, with snow enhancing its golden gleam.
Experience the urban vibe of Kawaramachi Street, a bustling modern shopping district along the Kamo River.
Enjoy some leisure time before heading back to Osaka.
Great for last-minute souvenir shopping or a relaxing coffee break.
Travel back to your Osaka hotel by private big bus.
By private big bus.
Complete check-out procedures from your Osaka hotel, preparing for your journey into the Japanese Alps.
Begin your scenic transfer from Osaka towards Hida-Takayama, with an initial stop in the charming tea-producing town of Uji.
Travel by private big bus.
Make a brief but enriching stop at Byodoin Temple in Uji, famous for its Phoenix Hall, depicted on the Japanese 10-yen coin.
Explore the beautiful grounds and admire the architecture. Uji is also famous for matcha; consider picking up some local tea.
Continue your journey, stopping for lunch at a rest area offering beautiful views of Lake Biwako, Japan's largest freshwater lake.
Enjoy the tranquil winter landscape of the lake and surrounding mountains.
If time permits, make a brief stop at Hirogano.
This is a chance to stretch your legs and perhaps pick up some local snacks or specialty goods.
A good opportunity to discover unique regional treats.
Arrive in the charming city of Takayama, nestled in the heart of the Japanese Alps.
Check into your hotel and enjoy some leisure time.
Board a bus for a scenic journey to the iconic Shirakawago village, a UNESCO World Heritage site known for its unique Gassho-zukuri farmhouses.
Private group bus transfer.
Immerse yourselves in the enchanting winter wonderland of Shirakawago.
Explore the traditional Gassho-zukuri (steep thatched-roof) houses, many of which are open to the public. Enjoy photo opportunities of the snow-covered landscape and the unique architecture.
Wear warm clothing and waterproof shoes. The Shiroyama Viewpoint offers a magnificent panoramic view of the village.
Enjoy a traditional Japanese lunch in one of Shirakawago's local eateries, offering a cozy ambiance amidst the snowy scenery.
Board the bus for the return journey to Takayama city.
Private group bus transfer.
Spend a relaxed afternoon strolling through Takayama Old Town, particularly the Jinya-mae district. Admire the beautifully preserved Edo-period streets, visit traditional sake breweries, and browse souvenir shops for local crafts and specialties.
Many sake breweries offer tastings (some for a small fee). The area is picturesque, especially with snow.
Enjoy dinner at a local restaurant in Takayama, perhaps trying Hida beef, a local specialty.
Enjoy breakfast at the hotel, check out, and prepare for departure from Takayama.
Visit the picturesque Daio Wasabi Farm, one of Japan's largest wasabi farms.
Explore the beautiful Japanese gardens, admire the clear spring water streams where wasabi is cultivated, and enjoy the tranquil scenery. You can also try wasabi-flavored treats!
Private group bus transfer from Takayama.
Enjoy a convenient lunch at a local rest area near the Wasabi Farm, offering various Japanese and regional specialties.
Head to the mystical Togakushi area, renowned for its ninja mythology and ancient shrines nestled within giant cedar forests.
Take a light stroll and soak in the sacred atmosphere.
The cedar avenue leading to Togakushi Okusha (Upper Shrine) is particularly impressive.
Private group bus transfer.
Arrive in Matsushiro, Nagano, check into your hotel, and unwind.
Enjoy dinner at the hotel or a nearby restaurant in Matsushiro.
Depart from the hotel to the renowned Hakuba Ski Resort, one of Japan's premier winter sports destinations.
Private group bus transfer.
Spend a full day enjoying the snow at Hakuba.
Options include: Skiing/Snowboarding for experienced participants, or fun Snow Play (tobogganing, sledding, snowball fights) for beginners and children. Mt. Harbour offers fantastic views.
Rental equipment for skis/snowboards/sleds is available. Dress warmly in layers and wear waterproof gear.
Enjoy a casual lunch at one of the many restaurants or cafes available at the Hakuba Ski Resort base.
Gather and take the private bus back to your hotel in Nagano.
Private group bus transfer.
After a day in the snow, relax and rejuvenate your muscles in the hotel's onsen (hot spring bath).
Most onsen facilities require guests to be fully nude. Follow proper onsen etiquette.
Enjoy a warm and comforting dinner at your hotel in Nagano.
Enjoy breakfast at the hotel, check out, and prepare for departure from Nagano.
Travel to the Jigokudani Monkey Park, home to the famous 'snow monkeys'.
Private group bus transfer to the park entrance. A 30-45 minute walk is required from the parking lot to the monkey area.
Embark on a scenic trek (approx.
1.5 hours round trip) to Jigokudani Monkey Park. Observe the unique Japanese Macaques (snow monkeys) as they bathe in the natural hot springs amidst a snowy landscape. A truly unforgettable wildlife encounter.
Wear comfortable walking shoes suitable for potentially icy paths. Keep a respectful distance from the monkeys.
Depart from the Monkey Park towards Kusatsu Onsen.
Enjoy lunch upon arrival in the charming onsen town.
Private group bus transfer.
Explore Kusatsu Onsen, one of Japan's most famous hot spring resorts.
Witness the traditional 'Netsu-no-yu' (hot water stirring dance) and experience 'Ashiyu' (foot bath) in the town's public footbaths.
The Yubatake (hot water field) is the central landmark and a great photo spot. The air is often filled with steam.
Continue the journey to Karuizawa, an elegant highland resort town.
Check into your hotel upon arrival.
Private group bus transfer.
Enjoy dinner at a restaurant in Karuizawa, known for its European-style cafes and diverse dining options.
Enjoy breakfast at the hotel and check out, preparing for a day of shopping before heading to Tokyo.
Indulge in a premium shopping experience at Karuizawa Prince Shopping Plaza, a sprawling outdoor outlet mall featuring a wide range of international and local brands, set against a backdrop of nature.
Great for fashion, accessories, and Japanese souvenirs. There are many cafes and restaurants within the plaza.
Have lunch at one of the diverse restaurants or food courts located within the Karuizawa Prince Shopping Plaza.
Board the private bus for a comfortable transfer from Karuizawa to Tokyo, transitioning from the serene Alps to the bustling capital city.
Private group bus transfer.
Arrive in Tokyo, check into your centrally located hotel, and settle in.
Enjoy your first dinner in Tokyo, exploring the city's vast culinary scene near your hotel.
Immerse yourselves in ancient Tokyo at Senso-ji, the city's oldest temple.
Walk through the majestic Kaminarimon Gate and browse traditional stalls along Nakamise-dori.
Dress respectfully. Nakamise-dori is perfect for souvenir shopping and trying traditional snacks like 'agemanju' (fried steamed buns).
Capture the modern marvel of Tokyo Skytree, offering a spectacular backdrop for photos.
Optionally, ascend for panoramic city views (booking required).
Views from the observation decks require ticket purchase. Consider booking in advance if you plan to go up.
Experience the famous Shibuya Crossing, the world's busiest intersection.
Take iconic photos and visit the loyal Hachiko statue.
Dive into Tokyo's youth culture in Harajuku, known for Takeshita Street's trendy fashion, and then stroll along Omotesando, showcasing luxury brands and unique architecture.
Enjoy a well-deserved dinner in the bustling Shibuya district, with countless options from casual eateries to themed restaurants.
Embark on a magical adventure at Tokyo DisneySea, a unique theme park with a maritime exploration theme.
Enjoy thrilling rides, spectacular shows, and parades.
Arrive early to maximize your time. Consider using the Disney Premier Access or Standby Pass for popular attractions. Must-try rides include Journey to the Center of the Earth, Soaring: Fantastic Flight, and Tower of Terror. Dinner will be within the park.
Conclude your day with a breathtaking fireworks and light show, 'Belles on Fire', illuminating the skies over Mediterranean Harbor.
Find a good viewing spot early for the best experience. Show times may vary seasonally, so check the park schedule upon arrival.
Immerse yourselves in a unique digital art museum where you walk through water and become one with flowers.
An interactive and multi-sensory experience.
Booking tickets in advance is highly recommended as it's a popular attraction. Be prepared to take off your shoes and walk through water. Lockers are available for belongings.
Enjoy lunch in the futuristic Odaiba district, offering various dining options with views of Tokyo Bay and the Rainbow Bridge.
Odaiba is easily accessible from teamLab Planets. You can find restaurants at Aqua City or DiverCity Tokyo Plaza.
Enjoy flexible time to explore Tokyo based on your interests.
Options include luxury shopping in Ginza, electronic and general shopping in Shinjuku or Ikebukuro, or exploring themed cafes.
Savor a memorable farewell dinner, choosing from traditional Japanese cuisine like Shabu-shabu, Sukiyaki, or Yakiniku to celebrate your trip.
Enjoy a final breakfast (if included) and finalize your packing.
Complete the check-out process from your hotel.
Depart from your hotel via airport limousine bus or private transfer for Narita International Airport (NRT) for your flight back home.
Narita Express train is also an option for faster travel from major Tokyo stations. Allow ample time for traffic.
Complete check-in formalities, process any tax refunds, and enjoy some last-minute souvenir shopping at the airport's duty-free stores.
Board your flight from Narita International Airport, concluding your memorable 'Japan Winter Wonderland' adventure.
This 14-day itinerary for Osaka, Japan can be customized using our AI travel planner. Chat with our AI assistant to modify activities, adjust timings, add personal preferences, and get recommendations for restaurants, hotels, and transportation.