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  3. Japan 14 Nights 15 Days Winter Escape Itinerary
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Itinerary
Osaka
4 Nights Stay
Osaka4 Nights
Day 01
Morning
Arrive in Osaka airport. Get transferred to your hotel.
Noon to Evening
At leisure. Add Activity
Day 02
Osaka: Rokko Snow Park Winter Ski Day Tour optional lesson
Full Day
Osaka: Rokko Snow Park Winter Ski Day Tour optional lesson
Day 03
Osaka: Osaka Castle Guided Tour with Local Guide
Morning
Osaka: Osaka Castle Guided Tour with Local Guide
Osaka: Castle History Walking Tour / Castle Tower Admission
Noon
Osaka: Castle History Walking Tour / Castle Tower Admission
Osaka: teamLab Botanical Garden Entry Ticket
Evening
Osaka: teamLab Botanical Garden Entry Ticket
Day 04
Morning to Noon
At leisure. Add Activity
Osaka: Hotspots & Hidden Gems Walking Tour Private or Group
Evening
Osaka: Hotspots & Hidden Gems Walking Tour Private or Group
Train ride to Hiroshima
Hiroshima
4 Nights Stay
Hiroshima4 Nights
Day 05
Morning
Checkout of your hotel. Take your train from Osaka to Hiroshima. Check-in to your new hotel
Noon
At leisure. Add Activity
Hiroshima: From Tragedy to Peace Memorial Park Tour.
Evening
Hiroshima: From Tragedy to Peace Memorial Park Tour.
Day 06
HIROSHIMA ORIZURU TOWER Admission Ticket
Full Day
HIROSHIMA ORIZURU TOWER Admission Ticket
Day 07
Hiroshima Historical Walking Tour - Why A-Bomb was Dropped
Morning
Hiroshima Historical Walking Tour - Why A-Bomb was Dropped
Noon
At leisure. Add Activity
Hiroshima: Traditional Japanese Archery Experience
Evening
Hiroshima: Traditional Japanese Archery Experience
Day 08
Hiroshima: Best of Hiroshima Guided Bike Tour
Morning
Hiroshima: Best of Hiroshima Guided Bike Tour
Hiroshima: History and Hidden Gems Tour
Noon to Evening
Hiroshima: History and Hidden Gems Tour
Train ride to Kyoto
Kyoto
3 Nights Stay
Kyoto3 Nights
Day 09
Morning
Checkout of your hotel. Take your train from Hiroshima to Kyoto. Check-in to your new hotel
Kyoto: Arashiyama Tour with optional Sagano Romantic Train
Noon
Kyoto: Arashiyama Tour with optional Sagano Romantic Train
Kyoto: Gion District Nighttime Walk with Souvenir and Snack
Evening
Kyoto: Gion District Nighttime Walk with Souvenir and Snack
Day 10
From Kyoto: Nara Guided Morning Tour
Morning to Noon
From Kyoto: Nara Guided Morning Tour
Kyoto: Traditional Tea Ceremony with Matcha & Sweets in Gion
Evening
Kyoto: Traditional Tea Ceremony with Matcha & Sweets in Gion
Day 11
Morning to Noon
At leisure. Add Activity
Kyoto: Gion & Geisha District Night Time Walking Tour
Evening
Kyoto: Gion & Geisha District Night Time Walking Tour
Train ride to Tokyo
Tokyo
3 Nights Stay
Tokyo3 Nights
Day 12
Morning
Checkout of your hotel. Take your train from Kyoto to Tokyo. Check-in to your new hotel
Noon
At leisure. Add Activity
Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket
Evening
Tokyo: teamLab Planets TOKYO Digital Art Museum Entry Ticket
Day 13
Tokyo: 24-hour, 48-hour, or 72-hour Subway Ticket
Full Day
Tokyo: 24-hour, 48-hour, or 72-hour Subway Ticket
Day 14
Tokyo: Mt. Fuji 6 Attractions: Lake Kawaguchi, Oshino Hakkai
Full Day
Tokyo: Mt. Fuji 6 Attractions: Lake Kawaguchi, Oshino Hakkai
Day 15
Morning
At leisure. Add Activity
Noon to Evening
Take your flight back home. Hope you end up with a lot of memories and a few souvenirs too.
Add trip details
₹298,918/ person
Excluding Applicable Taxes
Your route
city
Our Japan trip was amazing and well planned. Thanks to Pickyourtrail's support team specially Chandramouli for instant support.Neel Viramgami, Trip to Japan

Experience Japan: 14 Nights Winter Escape Itinerary

Embark on a captivating journey through Japan with our 14 Nights Winter Escape Itinerary. This immersive adventure beckons you to explore the vibrant cities of Osaka, Kyoto, Hiroshima, and Tokyo, where ancient traditions blend seamlessly with modern life. Picture yourself savoring delicious street food, discovering historic temples, and soaking in the breathtaking beauty of snow-capped landscapes. From the energy of Osaka's bustling streets to the serene gardens of Kyoto, this itinerary invites you to experience the heart and soul of Japan during its enchanting winter season.

Highlights of the Destination

  • Osaka Castle: Delve into history as you explore this iconic landmark surrounded by beautiful parks and cherry-blossom trees.
  • Hiroshima Peace Memorial Park: Reflect on the past and honor the resilience of this city at the poignant memorials dedicated to peace.
  • Gion District in Kyoto: Stroll through the historic streets, catching glimpses of geisha culture and traditional tea houses.
  • TeamLab Planets TOKYO: Immerse yourself in a captivating digital art experience that awakens all your senses.

Travel Tips for Japan

  • Embrace Local Cuisine: Don't miss out on trying Osaka's famed street food, including takoyaki and okonomiyaki.
  • Wear Comfortable Shoes: With so much to explore, comfortable footwear will keep you energized for long days of sightseeing.
  • Purchase a Japan Rail Pass: This offers unlimited travel and is a cost-effective way to explore multiple cities.
  • Learn Basic Japanese Phrases: A simple greeting or thank you can go a long way in connecting with locals and enhancing your experience.

Conclusion

With 14 nights to explore the rich tapestry of Japan, from the serene beauty of Kyoto’s temples to the bustling energy of Tokyo, this winter escape is your ticket to unforgettable memories. Engage with friendly locals, savor authentic cuisine, and witness the breathtaking beauty of Japan in winter. Whether you're seeking adventure, culture, or relaxation, this itinerary ensures an enriching experience that will linger in your heart long after you've returned home.

See what’s included in this tripCost your itinerary to see the hotels, flights, and activities included in your trip
Inclusion card
4.7
From 8250 reviews
Verified Reviews
Photos from Travellers
Pickyourtrail's Original Reviews
Neel Viramgami-Profile
Neel Viramgami
Reviewed on :27 Dec 2025
Our Japan trip was amazing and well planned. Thanks to Pickyourtrail's support team specially Chandramouli for instant support.
Neel Viramgami-Profile
Neel Viramgami
Reviewed on :27 Dec 2025
Our Japan trip was amazing and well planned. Thanks to Pickyourtrail's support team specially Chandramouli for instant support.
oviya rengesh-Profile
Oviya Rengesh
Reviewed on :22 Dec 2025
We booked our Japan trip through PickYourTrail and overall, it was a well-organised and smooth experience. The itinerary planning, coordination, and execution were handled efficiently, which made our trip largely stress-free. The arrangements and logistics were good, and the team was available throughout the trip for support whenever we needed assistance, which was reassuring in a foreign country like Japan. That said, the stay could have been a little better in terms of quality and room space, and keeping a backup plan (in terms of transport availability) would have further made our experience better. A more local curated experience would also be preferred. Further, our special thanks to the team Dev, Chithranshu, Chandramauli, Prem, and others for their continuous support and responsiveness. Overall, it was a good experience, and I would recommend PickYourTrail for planning international trips, especially for first-time travelers to Japan.
oviya rengesh-Profile
Oviya Rengesh
Reviewed on :22 Dec 2025
We booked our Japan trip through PickYourTrail and overall, it was a well-organised and smooth experience. The itinerary planning, coordination, and execution were handled efficiently, which made our trip largely stress-free. The arrangements and logistics were good, and the team was available throughout the trip for support whenever we needed assistance, which was reassuring in a foreign country like Japan. That said, the stay could have been a little better in terms of quality and room space, and keeping a backup plan (in terms of transport availability) would have further made our experience better. A more local curated experience would also be preferred. Further, our special thanks to the team Dev, Chithranshu, Chandramauli, Prem, and others for their continuous support and responsiveness. Overall, it was a good experience, and I would recommend PickYourTrail for planning international trips, especially for first-time travelers to Japan.
Swarna Mahadevan-Profile
Swarna Mahadevan
Reviewed on :18 Dec 2025
Chandramouli and the team did an excellent job in keeping us informed with regular daily updates on all activities. Their communication was clear, timely, and very reassuring throughout the process. The live chat support team was also extremely helpful, providing quick responses and efficient turnaround whenever I had questions. Overall, it was a smooth and pleasant experience in Japan, and I am highly satisfied with the level of service and professionalism shown. Thank you so much to everyone involved.
Swarna Mahadevan-Profile
Swarna Mahadevan
Reviewed on :18 Dec 2025
Chandramouli and the team did an excellent job in keeping us informed with regular daily updates on all activities. Their communication was clear, timely, and very reassuring throughout the process. The live chat support team was also extremely helpful, providing quick responses and efficient turnaround whenever I had questions. Overall, it was a smooth and pleasant experience in Japan, and I am highly satisfied with the level of service and professionalism shown. Thank you so much to everyone involved.
Mukul Chavan-Profile
Mukul Chavan
Reviewed on :11 Nov 2025
The Japan itinerary by Pickyourtrail was perfectly managed and executed. Special thanks to Mohasib Mohammad for expert query support and Chitranshu for seamless visa help. A truly stress-free, unforgettable journeyhighly recommend their dedicated team.
Mukul Chavan-Profile
Mukul Chavan
Reviewed on :11 Nov 2025
The Japan itinerary by Pickyourtrail was perfectly managed and executed. Special thanks to Mohasib Mohammad for expert query support and Chitranshu for seamless visa help. A truly stress-free, unforgettable journeyhighly recommend their dedicated team.
Pratheeksha N-Profile
Pratheeksha N
Reviewed on :19 Dec 2024
Thanks a lot Dheeraj for all your support and help . Itinerary was perfect. Trip was very well organised and managed. We got very quick response for our request when we were in Japan as well. We had a wonderful time in Japan.
Pratheeksha N-Profile
Pratheeksha N
Reviewed on :19 Dec 2024
Thanks a lot Dheeraj for all your support and help . Itinerary was perfect. Trip was very well organised and managed. We got very quick response for our request when we were in Japan as well. We had a wonderful time in Japan.
Badri Narayan Mohan-Profile
Badri Narayan Mohan
Reviewed on :29 Nov 2024
My recent trip to Japan with Pickyourtrail was very memorable. We had a great time. The trip was hassle-free and very enjoyable. Highlight was their 24/7 concierge support while we were on trip. The itinerary curated for us was perfectly aligned to our preferences and we didnt have to worry about anything, their team took care of everything for us. I highly recommend Pickyourtrail to everyone whos looking for an unforgettable and well-organized travel experience.
Badri Narayan Mohan-testimonial-0
Badri Narayan Mohan-testimonial-1
Badri Narayan Mohan-testimonial-2
Badri Narayan Mohan-Profile
Badri Narayan Mohan
Reviewed on :29 Nov 2024
My recent trip to Japan with Pickyourtrail was very memorable. We had a great time. The trip was hassle-free and very enjoyable. Highlight was their 24/7 concierge support while we were on trip. The itinerary curated for us was perfectly aligned to our preferences and we didnt have to worry about anything, their team took care of everything for us. I highly recommend Pickyourtrail to everyone whos looking for an unforgettable and well-organized travel experience.
Badri Narayan Mohan-testimonial-0
Badri Narayan Mohan-testimonial-1
Badri Narayan Mohan-testimonial-2
4.7
From 8250 reviews
Verified Reviews

Frequently Asked Questions

What is the best time to visit Japan in winter?

The best time to visit Japan in winter is from late December to February, when you can experience beautiful snow landscapes and winter festivals.

What should I pack for a winter trip to Japan?

Pack warm clothing, including layers, a waterproof jacket, thermal wear, and comfortable shoes suitable for walking in snow.

How can I travel between cities in Japan?

The Japan Rail Pass is an excellent option for unlimited travel between cities on the extensive and efficient train network.

Is it easy to find English-speaking services in Japan?

While many people in urban areas speak some English, it's helpful to learn a few basic Japanese phrases to enhance your experience.

What cultural experiences can I have in Japan during winter?

You can enjoy traditional tea ceremonies, visit hot springs (onsen), and experience local winter festivals showcasing unique customs.

Are there any winter sports activities available in Japan?

Yes, winter sports such as skiing and snowboarding are popular in regions like Hokkaido and the Japanese Alps.

What are the must-try winter foods in Japan?

Don't miss out on winter favorites like nabe (hot pot), yakiimo (roasted sweet potatoes), and various regional specialties in each city.
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