JJapan Trips

Please rate my 6-day tokyo itinerary!!!

  • May 15, 2026

Currently preparing and reaching the end of my compilation of research of places to go for my upcoming Japan trip at the beginning of June. Will be going with 2 other mates, same age. All able bodied, young, and can walk a lot

For now, I havent put any times for anything unless we already scheduled it in advance as of the time of writing. Will buy tickets and add times after feedback and when the Shinkansen tickets are availible for purchase at the 30 day-out mark.

Will preface this by saying that I am a fashion bro and a huge foodie, and my friends are neither of those and I don't want to be annoying dragging them into every place I haved saved in Google maps (over 300 so far). As such, some of these spots will have notes indicating whether or not I will be going to them with the group or not.

I'm going for a less structured and detailed plan and more of a "find key points of interest and walk explore around them to find cool stuff". Let me know if there are any days that look absolutely insane or undoable or if you have any reccomendations for places to add or things to do!

Day 1 (Jun 3): The Arrival + Ikebukuro at Night

  • Arrive in Narita Airport
  • Trip to Ginza Karen for a suitcase and better umbrella
  • Get to AirBnB in Itabashi
    • Potentially find luggage storage spot based on airbnb space
  • Dinner (Nice dinner spot curated by me or the konbini sto)
  • Explore Ikebukuro/Itabashi
  • Go out to a bar/izakaya and get shitfaced probably

Day 2 (Jun 4): Central Tokyo + Shopping + Karaoke

  • Meiji Shrine @ 8:30 am
  • Harajuku Explore + Shops
    • Omotesando (Luxury stores and gateway from Meiji Shrine)
    • Ura-Harajuku (birth of street wear in Tokyo)
    • Aoyama (High-end fashion)
  • Shibuya Crossing
  • Shibuya Explore + Shops
  • Daikanyama explore
  • Go back to airbnb to rest and drop off souvenirs
  • Shibuya Sky (not able to purchase tickets until 2 weeks out) 
  • Karaoke (get REALLY drunk)
  • Shinjuku Meandering or go home?

Day 3 (Jun 5): Northeastern Tokyo + Boat Cruise

  • Senso-ji @ 9 am
  • Explore Asakusa/Area Above Senso-ji
    • Wander area above Senso-ji
  • Ueno Park (Enter from top of park if possible)
  • Akihabahara Explore
  • Explore Area South of Senso-ji
    • Okachimachi
    • Kuramae
    • Asakusabashi (leather goods shops)
    • Kappabashi Street
  • Amitatsu Boat Cruise Reserved for 6:45pm
  • Go back to Hotel
  • Relax + Pre-game
  • Go out 

Day 4 (Jun 6): Thrifting Day

  • Oi Racecourse Flea Market (9:30am to 2:30pm – arrive at opening plan to spend 2.5 hours)
  • Kichijoji
    • Inokashira Park
  • Koenji
  • Nakano Broadway
    • Find old anime cel sheets!!!
  • Shimokitazawa (plan is to stay decently late at night here for the vibes on the weekend)
  • Back to hotel + relax
  • Pre-game
  • Go out

Day 5 (Jun 7): Free Day + Pro Wrestling Tournament | Southern Tokyo + More Shopping

This day we can all split up because this will more or less be another clothes shopping day for me in the southern-ish parts of the city

  • Roppongi
    • Roppongi Hills view in the early morning before shops open
  • Ebisu
  • Nakemeguro
  • Jiyugaoka
  • Japanese Pro Wrestling Tournament Reserved; doors open 3:30pm, starts at 5pm

Day 6 (Jun 8): Last Chunk in Japan | Last Minute Tokyo Shopping if needed

  • Check out of hotel
  • Explore more of Itabashi/Ikebukuro
    • Sunshine Mall
      • Gashapon Department Store (only has bandai gachapon)
  • Last-minute shopping scramble
    • Ginza
    • Jinbocho (Book town)
  • Send luggage to Kyoto?
  • Late train to Kyoto at IDK
  • Food or izakaya?

by Wheresthebeans