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  3. Osaka 5 Nights 6 Days Group Winter Escape Itinerary
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Itinerary
Osaka
5 Nights Stay
Osaka5 Nights
Day 01
Morning
Arrive in Osaka airport. Get transferred to your hotel.
Noon to Evening
At leisure. Add Activity
Day 02
Osaka: Shiga Biwako Valley Winter Ski Day Tour opt lesson
Full Day
Osaka: Shiga Biwako Valley Winter Ski Day Tour opt 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
Day 05
From Osaka: Kyoto, Nara, Fushimi Inari & Arashiyama Day Tour
Full Day
From Osaka: Kyoto, Nara, Fushimi Inari & Arashiyama Day Tour
Day 06
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
₹80,284/ 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

Uncover the Magic of Osaka: 5 Nights Group Winter Escape

Nestled in the heart of Japan's Kansai region, Osaka is a vibrant city that perfectly blends tradition with modernity. As I wandered its bustling streets, vibrant lights, and mouth-watering food stalls, I discovered why Osaka is often referred to as the 'Kitchen of Japan.' This 5-night, 6-day itinerary is designed for group travelers seeking a refreshing winter escape, where unforgettable experiences await at every corner.

Highlights of the Destination

  • Osaka Castle: Immerse yourself in the rich history of this iconic landmark.
  • Private Food Tour: Delight in local street food while discovering hidden gems.
  • teamLab Botanical Garden: Experience the stunning interplay of light and nature.
  • Namba District: Explore the vibrant nightlife filled with bars and entertainment.

Travel Tips for Osaka

  • Use a prepaid IC card for seamless travel on public transport.
  • Try to visit local markets early in the day for the freshest delicacies.
  • Don't miss the chance to interact with locals, who are friendly and eager to share their culture.
  • Consider visiting attractions during weekdays to avoid crowds.

Conclusion

Osaka is a city that invites you to explore, taste, and connect. Whether you're wandering through its historic sites or indulging in its culinary delights, each moment is an opportunity to create lasting memories. This 5-night group winter escape is more than just a trip; it's a journey into the heart of Japanese culture and hospitality. Don't miss out on the chance to experience everything Osaka has to offer, making it a perfect winter getaway.

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 Osaka?

The best time to visit Osaka is during the spring (March to May) and autumn (September to November) when the weather is mild and pleasant.

Is Osaka known for its food?

Absolutely! Osaka is famous for its street food, including Takoyaki and Okonomiyaki, earning it the nickname 'Kitchen of Japan.'

How can I get around Osaka?

Use the efficient subway system or buses. Purchasing a prepaid IC card can make travel seamless and easy.

What cultural experiences should I not miss in Osaka?

Don't miss visiting Osaka Castle, exploring the Dotonbori area, and experiencing the traditional Kuromon Ichiba Market.

Are there any winter activities in Osaka?

Yes! You can enjoy winter sports at nearby ski resorts, visit festive markets, and see dazzling light displays throughout the city.

What should I wear during winter in Osaka?

Layered clothing is recommended as temperatures can drop significantly. Don't forget to wear comfortable shoes for walking.

Can I find English-speaking guides in Osaka?

Yes, many tours offer English-speaking guides, especially in popular tourist areas and for cultural experiences.
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