While this guide is being written, please enjoy a select few of my favorite photos from Japan! If you don’t want to read everything, I’ll make a tl;dr at the bottom.

Before The Trip

Decide on the major cities you want to go to

For my trip, I went to Osaka for 3 nights in an Airbnb, Kyoto for 2 nights in a hotel, Tokyo for 3 nights in a hotel, and Nara for 1 night in a super fancy hotel. That’s pretty much 8 full days in Japan, surrounded by 2 travel days.

If I had enough time, I would definitely spend more days in each city. This, of course, depends on what you like to do. I really loved Kyoto and all of the nature-sightseeing it had to offer. Tokyo and Osaka are very urban. People are super busy here and pay no attention to travelers like us. Nara would be the only exception in my opinion. It seemed to be quite small compared to all the other places I went to, but 2 nights there would have been nice.

Here’s a map I used to help me decide on which places to go based on location. It’s pretty messy and incomplete, so I wouldn’t use it for anything more than inspiration.

Make any reservations you may need

If you want a spot at some of the hottest restaurants or attractions, you might have to make reservations, so be sure to do your research. One example is the famous Omurice place. The reservation system refreshes every Sunday, and getting a spot here is as hard as getting a tickets to a really popular concert. I, unfortunately, was not able to secure a spot for my trip :(

Pre-trip expenses

Item Price Notes
Air Fare 1,767.99 USD 3 Person Round Trip
SFO (Sep 2, 2019) → LAX → KIX
ITM (Sep 12, 2019) → HND → SFO
Booked + Payed for on 11 Apr 2019
Osaka AirBnb 180.05 USD Sep 3 → Sep 6
3 nights, 3 people
Kyoto Tower Hotel Annex 334.95 USD Sep 6 → Sep 8
2 nights, 3 people
Tokyo Airbnb 313.28 USD Sep 8 → Sep 11
3 nights, 3 people
Nara Hotel (Kasuga Hotel) 503.66 USD Sep 11 → Sep 12
1 night, 3 people
Dinner + Breakfast provided
JR 7 Day Pass 795.00 USD 7 days, 3 people
Total 3,894.93 USD Again, this would be for 3 people
1 Person ~ 1,293.31 USD

Should I Buy a JR Pass?

This largely depends on where you want to go. Probably the biggest saving point for this is if you’re planning to travel to and from Tokyo from another location. For example, a 1-way ticket from Osaka to Tokyo will cost about 137.65 USD according to this post. Round trip would then cost 275.30 USD. If you have a 7-day JR pass, you could do this round-trip for whatever the cost of the JR pass. In my case 245 USD for 1 person.

Round trip Osaka → Tokyo, no JR pass: 275.30 USD

Round trip Osaka → Tokyo, JR pass: 245 USD

Buying JR Pass already saves you ~ 30 USD

Not to mention, doing that round trip without a JR pass means that’s all you get. JR passes let you ride some of the city’s railways for free. So you’re saving even more money. There’s sites like these that help you do such calculations, but I never got around to really trusting them.

During The Trip

From here on forward, I’ll just outline some of my favorite things I’ve done in each city, along side some pictures!

Osaka

This isn’t specific to Osaka, but I found that if you’re having trouble finding some place quick and easy to eat, Japan has plenty of restauraunts like this. You pretty much walk in there, head straight to a machine to order your food (a lot of these are cash only), grab you food ticket, hand it over to one of the workers, and you’ll have your food in less than 5 minutes.

Osaka Castle

Osaka Castle

If you decide to go here, I recommend checking out the Osaka Museum of History. Here, you can buy tickets for the museum and the castle for a total of 900 yen. (400 museum + 500 castle admission). Of course, if you’re not into museums don’t do this, but keep in mind Osaka Castle is actually just another museum.

The view up top isn’t too bad though. It started raining once we got up there, which was actually pretty relaxing.

Osaka Castle Top

Dontonbori / Shinsaibashi

These are pretty much two massive shopping districts that are very close together (I accidentally walked into Shinsaibashi thinking I was still in Dontonbori). Shinsaibashi is more for clothes shopping, and Dontonbori is more for entertainment or food. It felt impossible to see everything in this area. There was always a giant sea of people.

Okonomiyaki

shinsaibashi

Shrines, shrines, shrines.

I’ll only say this once because you can find shrines in literally any city you go to. Many shrines have their own themes, such as the Tsuyu Tenjisha shrine. This shrine in particular has many themes of love.

tsuyutenjisha

Almost all shrines have a small store you can purchase lucky charms, or Omamori. These serve as fantastic souvenirs since they usually come paried with wishes of great health, fortune, business, etc.

Kyoto

Toyko

Nara