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  3. Tokyo 4 Nights 5 Days Luxury Winter Escape Itinerary
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Itinerary
Tokyo
4 Nights Stay
Tokyo4 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
Tokyo: 24-hour, 48-hour, or 72-hour Subway Ticket
Full Day
Tokyo: 24-hour, 48-hour, or 72-hour Subway Ticket
Day 04
Morning to 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 05
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
₹66,507/ 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: 4 Nights Luxury Winter Escape Itinerary

Get ready to immerse yourself in a Tokyo winter like no other. With its bustling streets wrapped in the magic of the season, Tokyo offers an enchanting blend of modernity and tradition. From the shimmering city lights to serene shrines, your 4-night luxury winter escape promises both adventure and relaxation. Picture yourself sipping warm sake in a cozy izakaya after a day of exploring the city's iconic landmarks. This is a journey filled with unforgettable experiences and the warmth of Japanese hospitality.

Highlights of the Destination

  • Explore the majestic Meiji Shinto Shrine, nestled within a tranquil forest that feels worlds away from the city's hustle.
  • Discover the digital wonderland of teamLab Planets TOKYO, where art and technology create an immersive experience that captivates all five senses.
  • Stroll through the historic streets of Asakusa, home to the famous Sensoji Temple, and don a traditional kimono for the perfect photo op.
  • Enjoy gourmet dining at some of Tokyo's finest restaurants, where every dish is a work of art and a celebration of culinary culture.

Travel Tips for Tokyo

  • Invest in a 72-hour subway pass to navigate the city effortlessly and discover hidden gems at your own pace.
  • Visit local markets early in the morning for the freshest produce and an authentic taste of Tokyo life.
  • Make reservations at popular restaurants ahead of time to avoid long waits and ensure you savor the best the city has to offer.
  • Embrace the culture by learning a few basic Japanese phrases; locals appreciate the effort and will welcome you with open arms.

Conclusion

Tokyo in winter is a wonderland of contrasts and delights. As you explore the city over four luxurious nights, expect to be captivated by its rich culture, vibrant neighborhoods, and stunning sights that come alive in the chill of the season. This itinerary is designed to provide not just a visit but a heartfelt experience, leaving you with cherished memories and a longing to return to this extraordinary city.

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.
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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 Tokyo in winter?

December to February is the best time to experience winter in Tokyo, with festive decorations and cooler temperatures perfect for exploring.

What should I wear during my winter trip to Tokyo?

Dress in layers, including a warm coat, scarf, and comfortable shoes, as you'll be walking a lot while exploring the city.

Is Tokyo safe for travelers?

Yes, Tokyo is considered one of the safest cities in the world, with low crime rates and a welcoming atmosphere.

What are must-see attractions during a winter visit to Tokyo?

Don't miss the Meiji Shrine, teamLab Planets, Sensoji Temple in Asakusa, and the stunning views from Tokyo Tower.

Are there any winter festivals in Tokyo?

Yes, Tokyo hosts several winter illuminations, such as the Shiodome Illumination and the Roppongi Hills Christmas Market.

How can I get around Tokyo easily?

The Tokyo subway system is efficient and user-friendly. Consider purchasing a prepaid Suica or Pasmo card for convenience.

What local dishes should I try in Tokyo during winter?

Warm up with local favorites like ramen, nabe (hot pot), and sweet treats like mochi and dorayaki.
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