Window Seat

Window Seat

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Window Seat
Japan: my full itinerary & planning tips
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Japan: my full itinerary & planning tips

A full Japan trip breakdown: hotels, flights, meals, souvenirs, and every tip I wish I’d known beforehand

Tori Simokov's avatar
Tori Simokov
Jan 24, 2024
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Window Seat
Window Seat
Japan: my full itinerary & planning tips
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This is From the Window Seat, This is From the Window Seat, a series of deeply researched, design-forward dispatches for people who believe in the art of traveling well. From immersive itineraries to standout hotel reviews, each one offers everything you need to experience a place—or a property—with intention and great taste.


In October 2023, I checked a big one off my travel bucket list: seeing Japan. My husband and I spent 10 days exploring Tokyo & Kyoto for our honeymoon, where we spent 14+ hours relaxing in one of the best business class seats in the sky, stayed exclusively in 5-star hotels, and attempted to eat our bodyweight in yakiniku nearly every day (the latter was a dream come true on its own, TBH). We also drank a lot of great coffee, enjoyed many a listening bar, and attempted to shop at every video game store on offer. With these being among our most cherished interests, you can understand why Japan was such an enticing destination for us.

Grilled meats and Pokémon tchotchkes aside, there’s really nothing quite like being on the other side of the world, immersed in a totally different culture, especially one you’ve long appreciated. Being able to experience it firsthand as a celebration of our marriage was really special. So today, I’m finally sharing a long-awaited, much-asked-about resource: my Japan guide & itinerary! Here’s what you can expect:

  • Exactly what to pack, how to beat jet lag, and the airport mistake most travelers make flying home

  • Full reviews of every 5-star hotel we stayed in (and how we booked most of them on points)

  • Our can’t-miss Tokyo + Kyoto experiences—including the dinners we still talk about

  • The full 10-day itinerary I wish I’d had before planning this trip

  • Flight, train, and planning tips that saved us time, stress, and serious money

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