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  3. Tokyo 2 Nights 3 Days Family Winter Escape Itinerary
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Itinerary
Tokyo
2 Nights Stay
Tokyo2 Nights
Day 01
Morning
Arrive in Tokyo airport. Get transferred to your hotel.
Noon to Evening
At leisure. Add Activity
Day 02
Morning
At leisure. Add Activity
Tokyo: Kimono Rental Experience in Asakusa
Noon to Evening
Tokyo: Kimono Rental Experience in Asakusa
Day 03
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
₹45,348/ 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

Tokyo: 2 Nights 3 Days Family Winter Escape Itinerary

Embark on an enchanting winter escape to Tokyo, where the vibrant cityscape dances between tradition and modernity. This 2-night getaway is perfect for families looking to create warm memories amidst the chill of winter. Imagine walking the streets adorned with twinkling lights, enjoying the soothing taste of matcha, and immersing yourself in Japan's rich cultural tapestry. From historic temples to mouthwatering street food, Tokyo offers a delightful blend of experiences that your family will cherish.

Highlights of the Destination

  • Engaging Winter Kimono Experience in Asakusa
  • Visit to the Iconic Sensoji Temple
  • Strolling through the Imperial Palace Gardens
  • Exploring Tokyo's Bustling Street Food Scene

Travel Tips for Tokyo

  • Embrace the local culture by wearing a kimono in Asakusa -- it’s a wonderful way to feel connected to Japan’s heritage.
  • Arrive early at attractions like Sensoji Temple to avoid large crowds and to take stunning photos in a serene atmosphere.
  • Use the efficient Tokyo subway system to navigate the city easily; consider getting a prepaid Suica or Pasmo card.
  • Don’t hesitate to try local delicacies like takoyaki and ramen from street vendors; it’s where you’ll find the most authentic flavors.

Conclusion

Tokyo in winter is more than just a destination; it's a sensory experience waiting to be discovered. From the warmth of its people to the beauty of its landscapes, every moment is a chance to create lasting memories with your family. So pack your bags, grab your loved ones, and get ready for a winter adventure that will warm your hearts, even in the frosty air of Tokyo.

See what’s included in this tripCost your itinerary to see the hotels, flights, and activities included in your trip
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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.
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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 should I wear during winter in Tokyo?

Layering is key! Wear warm clothing, including thermal undergarments, and don't forget a comfortable pair of shoes for walking.

What is the best way to get around Tokyo?

The subway system is the most convenient and efficient way to navigate Tokyo. Consider purchasing a Suica or Pasmo card for ease of travel.

Are there family-friendly activities in Tokyo?

Absolutely! Families can enjoy the Winter Kimono Experience, visit parks, and explore interactive museums that cater to all ages.

How can I experience traditional Japanese culture in Tokyo?

Participating in activities like a tea ceremony, wearing a kimono, and visiting historic sites like Sensoji Temple are great ways to immerse yourself.

What are must-try foods in Tokyo during winter?

Warm up with hearty ramen, savory oden, and sweet treats like mochi. Don't miss the delicious street food at local markets!

Is it necessary to book tickets in advance for attractions?

It’s advisable to book tickets in advance for popular attractions to avoid long lines, especially during peak tourist seasons.

Can we rent kimonos in Tokyo?

Yes! Many shops in Asakusa offer kimono rentals, allowing you to explore the city dressed in traditional attire.
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