14-Day Travel Itinerary for the Ultimate Vacation In Japan

Check out my recent travel itinerary for my trip to Japan, where I will tell you the good, and the bad about the places I visited and what I did.

14-Day Travel Itinerary for the Ultimate Vacation In Japan
14 Japan Travel Itinerary
  • Days 1-5: Tokyo – The Futuristic Chaos You Signed Up For
  • Days 6-7: Hakone – Hot Springs, Mt. Fuji Views & Relaxation
  • Days 8-11: Kyoto – Temples, Traditions, and Time Travel
  • Days 12-13: Osaka – Food Comas & Neon Lights
  • Day 14: Hiroshima – A Powerful & Important Last Stop

Tokyo – The Futuristic Chaos You Signed Up For (Days 1-5)

Day 1: Welcome to the Madness – Shibuya & Shinjuku

Shibuya Crossing – The Most Organized Chaos on Earth

Add Shibuya Crossing to your 14 day Japan travel itinerary
Shibuya Crossing

The first thing I did during my travel itinerary was a chaos! You know that famous crosswalk where thousands of people move in perfect sync? Yeah, that’s Shibuya Crossing, and you’re about to be right in the middle of it. When the light turns green, it’s like stepping onto a movie set—except you’re dodging selfie sticks, businessmen in a hurry, and tourists who are just as lost as you.

What I did:

  • Walked back and forth (because once isn’t enough).
  • Grabbed a matcha latte at Starbucks Shibuya (best view of the crossing), and watched the tourist watching the madness in disbelief.
  • Visited Tokyo observation tower at sunset? Unreal.

Explored Shinjuku – Neon Lights & Late-Night Ramen

People walking the streets of the and exploring the Shinjuku area of Tokyo where all the buildings are covered in bright colors and neon signs.

After Shibuya, I jumped on the offensively efficient Tokyo subway (which, makes our tax dollars in America an obvious scam or theft) and headed to Shinjuku, aka Blade Runner in real life. The transpiration in Japan allowed me to add more things to my travel itinerary that I wouldn't have been able to do in most places.

What I did:

  • Wandered through Kabukicho (Tokyo’s famous entertainment district).
people walking the streets in Kabukicho, Tokyo's entertainment district
  • Stopped at Omoide Yokocho ("Piss Alley")tiny yakitori bars, smoky vibes, cheap beer.
People walking the Omoide Yokocho area of Tokyo at night, where the street in red brick and lined with places to eat.
  • Ate life-changing ramen at Ichiran (order from a vending machine, slurp in silence, cry happy tears).
The entrance to the Ichiran Ramen Restaurant in Tokyo, Japan
Ichiran
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Day 2: Traditional Japan Meets Anime Wonderland – Meiji Shrine & Akihabara

Meiji Shrine – A Quiet Escape in the Middle of the Madness

Japanese style entrance to Meiji Shrine with people walking in and out.
Entrance to Meiji Shrine

Imagine stepping from Shinjuku’s flashing lights straight into a tranquil forest where time slows down. That’s Meiji Shrine, one of Tokyo’s most important Shinto shrines.

What I did:

  • Walked through the giant torii gate—it feels like entering another world.
  • Watched a traditional wedding procession (felt unworthy for a minute and then smiles realizing being single is why I get to travel all the time and quickly got over it).
  • Tossed a coin, made a wish, and wrote my deepest desires on an ema plaque.

Harajuku – The Land of Quirky Fashion & Overpriced Crepes

From peace and quiet to PURE CHAOS. Takeshita Street in Harajuku is where Japan’s wildest fashion trends come to life and was the thing on this 14-day travel itinerary that offered the best people watching.

an insane amount of people walking on a packed street that is Takeshita Street in Harajuku
The level of crazy that Takeshita Street can be
Japanese girl dressed in quirky trendy fashion clothes holding an umbrella in Harajuku
Just a sample of the way you will see people dressed all over the area

What I did:

  • People-watched (because Harajuku fashion is next level).
  • Tried a giant rainbow cotton candy (it was both amazing and unnecessary).
  • Ate a crepe stuffed with strawberries, whipped cream, and cheesecake.

Akihabara – Electric Town, Nerd Heaven

people walking the streets surrounded by brightly colored buildings in Electric Town, in Akihabara
Electric Town

You don’t have to be an anime fan to appreciate Akihabara. This place is Tokyo’s geek paradise, filled with arcades, manga stores, and retro gaming shops that feel like stepping into the ‘90s.

What I did:

  • Spent way too much yen in a UFO catcher arcade.
  • Visited a multi-floor anime store that felt like an alternate universe.
  • Got destroyed in Mario Kart at a retro gaming café.
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Day 3: Tsukiji Market, Asakusa & Tokyo Skytree

Tsukiji Outer Market – Sushi for Breakfast? Yes, Please.

people walking the store fronts and vendors at Tsukiji Market
Tsukiji Market

Would I eat raw fish at 8 AM in any other country? No. Would I do it in Japan? Absolutely. Tsukiji Market is where you get the freshest sushi of your life, prepared by sushi masters who have been doing this longer than you’ve been alive.

What I did:

  • Tried otoro (fatty tuna) that melted in my mouth.
  • Drank miso soup while standing in a tiny alleyway.
  • Watched chefs expertly fillet giant tuna like it was an art form.

Asakusa – Senso-ji Temple & Old Tokyo Vibes

Japanese temple at nighttime lit up with red lights at  Senso-ji Temple
Senso-ji Temple

From modern Tokyo to old-school Edo period vibes—Asakusa is home to Senso-ji, Tokyo’s oldest Buddhist temple.

What I did:

  • Walked through Kaminarimon ("Thunder Gate"), where the massive red lantern is practically screaming for a photo.
  • Bought omikuji (fortune paper)—got a "good fortune," so obviously, I’m thriving.
  • Snacked on freshly grilled rice crackers and matcha soft serve.

Tokyo Skytree – 360° Views of the Future

Tokyo Skytree is the second tallest building in the world and the view from the top? No words really can explain the view. On a clear day, you can see all the way to Mt. Fuji.

What I did:

  • Took an elevator that goes 600m up in less than a minute.
  • Stood on the glass floor and questioned all my life choices.
  • Watched the city lights turn on—truly a cyberpunk dream.
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Day 4: Day Trip to Yokohama – Ramen Museum & Waterfront Vibes

Cup Noodles Museum – Yes, This Exists

Ever wanted to design your own instant ramen cup? Because that’s exactly what I did. This museum is dedicated to the man who invented instant ramen, and I have never respected anyone more.

What I did:

  • Made my own Cup Noodles flavor and drew a questionable anime character on the cup.
A wall lined with every type of instant cup of noodles ever created in Tokyo's Cup Of Noodles Museum.
Cup of Noodles Museum
  • Learned that instant ramen was invented in a shed.
  • Ate my way through ramen from different regions of Japan at the mini food court.

Yokohama Chinatown – The Best Dumplings of My Life

Japan’s largest Chinatown = a dumpling paradise.

people walking around and exploring Yokohama Chinatown which has bright colored signs all over traditional Japanese buildings.
Yokohama Chinatown

What I did:

  • Ate soup dumplings so hot I burned my tongue (worth it).
  • Tried roasted chestnuts and pork buns bigger than my fist.
  • Walked around soaking up the lantern-lit streets.

Yokohama Waterfront – Chilling by the Bay

Ariel view of the brightly lit up buildings at Yokohama Waterfront at night
Yokohama Waterfront

After nonstop eating, I walked along Minato Mirai, Yokohama’s futuristic waterfront district. It was the perfect way to wind down.

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Day 5: Tokyo Disneyland or DisneySea – Pick Your Fantasy

DisneySea – The Theme Park You Didn’t Know You Needed

A boat carrying theme park passengers through a water way at DisneySea in Tokyo's DisneySea
Boat Ride at DisneySea

Forget everything you know about Disney—Tokyo DisneySea is on another level. However, if you won't be able to do 14-days in Japan, you may want to fill your travel itinerary with something else so that you can accomplish more because if you visit a theme park it will be the only experience you get for that day, whereas you can normally experience 3-4 things a day depending on how full you like your travel itinerary.

What I did:

  • Rode Journey to the Center of the Earth (easily one of the best Disney rides ever).
  • Ate "Alien Mochi" dumplings shaped like the Toy Story aliens.
  • Got emotional watching the nighttime show over the water.

Would I go back? No, simply because I don't need to see a theme park more than 1 time. If I lived there, then yes, I would go often.

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Final Thoughts on Tokyo

Tokyo is a nonstop sensory overload in the best way possible. One minute, you’re dodging neon-lit crowds in Shibuya, the next you’re standing in total silence at a Shinto shrine.

Best Parts:

Effortless mix of ancient & futuristic vibes
Some of the best food I’ve ever had
Trains that actually make sense (looking at you, NYC Subway 😒)

Would I Go Back?

Yes. And I’d stay even longer.

Alright, let’s continue this Japan travel itinerary—next up: Hakone, Kyoto, Osaka, and Hiroshima!

Hakone – Hot Springs, Mt. Fuji Views & Relaxation (Days 6-7)

Day 6: Escaping the City – Hakone’s Nature, Onsen & Ropeways

After the neon chaos of Tokyo, Hakone felt like stepping into a Studio Ghibli movie—rolling mountains, hot springs, and that perfect postcard view of Mt. Fuji (if the clouds don’t ruin it).

Hakone Open-Air Museum – Art, Nature & Giant Picasso Heads

Outdoor museum showing sculptures and other art pieces at Hakone Open-Air Museum
Hakone Open-Air Museum

First stop? The Hakone Open-Air Museum, where modern art meets breathtaking landscapes.

What I did:

  • Walked through massive sculptures scattered across green hills.
  • Stood inside a trippy rainbow glass tower that made me feel like I was inside a kaleidoscope.
  • Saw a collection of Picasso’s weirder works (dude was really into abstract faces).

Hakone Ropeway – Riding a Cable Car Over a Volcanic Hellscape

A cable car going up a mountain offering amazing views of Mt. Fuji in Tokyo, Japan.
Hakone Ropeway

Next, I hopped on the Hakone Ropeway, which floats over Owakudani, a volcanic valley spewing sulfur clouds straight from the earth. The whole place smells like rotten eggs, but honestly it was weirdly cool.

What I did:

  • Took photos of Mt. Fuji in the distance (when the clouds were done trolling me).
  • Watched steam rising from boiling hot springs bubbling below.
  • Ate a black sulfur egg—local legend says each one adds seven years to your life. (Guess I’m immortal now?)

Hakone Onsen – The Ultimate Hot Spring Experience

Hakone is famous for its onsens (hot spring baths), so obviously, I had to soak my stress away in volcanically heated water.

Steam rising from a natural hot spring surrounded by trees and rocks at Hakone Onsen
Hot Spring in Hakone Onsen

What I did:

  • Got naked in a public bath (yep, that’s how onsens work—zero swimsuits allowed).
  • Sat in an outdoor onsen overlooking the mountains while the steam curled into the cool air.
  • Felt like a new person—relaxed, refreshed, and ready for more adventures.
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Day 7: Pirate Ships & More Fuji Views Before Heading to Kyoto

View of  Mt. Fuji and it's reflection off the water as the sunsets in Tokyo
Mt. Fuji.

Lake Ashi – A Scenic Cruise on a Random Pirate Ship

Japan is full of surprises, and one of them is that Hakone’s Lake cruises happen on giant pirate ships. Why? No idea. But I was 100% here for it.

What I did:

  • Stood on deck, pretending I was in Pirates of the Caribbean.
  • Got another (slightly better) view of Mt. Fuji.
  • Took a million photos because the scenery was just that good.

Time to Head to Kyoto!

After soaking up Hakone’s peace and quiet, it was time to jump on the Shinkansen (bullet train) and head to Kyoto—the heart of Japan’s traditional culture and ancient temples.

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Kyoto – Temples, Traditions & Time Travel (Days 8-11)

Day 8: Fushimi Inari Shrine & Kiyomizu-Dera – The Kyoto Classics

Fushimi Inari Shrine – That Famous Path of Red Torii Gates

Entrance to Fushimi Inari Shrine is a giant red gate with Japanese styles to it with the building that holds the shrine in the distance that is lit up with red lights at night time.
Fushimi Inari Shrine

The Fushimi Inari Shrine is legendary—10,000+ bright red torii gates winding up a mountain, forming one of the most iconic sights in Japan.

What I did:

  • Walked through the never-ending gates (felt like entering another dimension).
  • Hiked halfway up the mountain before realizing I was sweating through my shirt.
  • Took way too many photos, but it’s impossible not to.

Kiyomizu-Dera – Kyoto’s Stunning Hillside Temple

Colored leaves in the fall at Kiyomizu-Dera in Japan.
Kiyomizu-Dera

A wooden temple perched on a cliff, surrounded by maple trees? Yeah, Kiyomizu-Dera is straight-up magical. I highly recommend planning your 14-day travel itinerary during the fall when the leaves are changing colors or during Japan's famous cherry blossom season.

What I did:

  • Walked along the massive wooden stage with insane views of Kyoto below.
  • Drank from the Otowa Waterfall (legend says it brings good luck).
  • Wandered through charming, narrow streets full of teahouses and souvenir shops.
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Day 9: Golden Temples, Bamboo Forests & Zen Vibes

Kinkaku-ji (Golden Pavilion) – Literally GLOWING

A traditional yellow colored Japanese temple on the side of a lake surrounded by forest.
Kinkaku-ji (Golden Pavilion)

Kinkaku-ji is a Zen temple covered entirely in gold leaf. It’s so shiny it doesn’t even look real.

What I did:

  • Stared at the glowing reflection in the pond for an unreasonable amount of time.
  • Wondered how much gold they actually used (and if I could steal some).

Arashiyama Bamboo Forest – Walking Through a Dream

The bamboo at Arashiyama Bamboo Forest is MASSIVE, and when the wind blows, the leaves make a whispering sound—it’s weirdly calming.

What I did:

  • Took cinematic slow-mo steps like I was in a samurai movie.
  • Got slightly lost (but in a beautiful way).
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Day 10-11: Nara Day Trip & More Kyoto Exploration

Nara – Where Deer Run the Show

Deer walking amongst tourist at Nara Deep Park in Japan
Nara Deer Park

Nara is famous for its deer—and not just any deer. The Deer at Nara will literally BOW for food. This was fun for all, but if you have children, this is an absolute must to have on your itinerary.

What I did:

  • Bought deer crackers (got mobbed instantly).
  • Watched deer harass tourists (hilarious).
  • Visited Todai-ji Temple, home to a giant 50ft Buddha.
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Osaka – Food Comas & Neon Lights (Days 12-13)

Day 12: Stuffing My Face in Dotonbori

Canal running between two city blocks in Dotonbori, a popular district in Osaka Japan
Dotonbori District in Osaka

Osaka is Japan’s food capital, so I did what anyone would do—I ate everything in sight. If you look up food porn, it will say it is created in Osaka I am almost certain.

I love food so much, and the food options were so vast in Osaka I almost added an another day to my travel itinerary dedicated entirely to exploring more of Osaka's food scene.

What I did:

  • Takoyaki (octopus balls) straight off the grill.
  • Okonomiyaki (savory pancake with magic sauce).
  • Tried to walk off the food coma but failed.

Day 13: Universal Studios Japan – A Surprisingly Amazing Theme Park

If you’re a theme park fan, Universal Studios in Japan is something you can't miss.

What I did:

  • Screamed on the Flying Dinosaur roller coaster.
  • Visited Super Nintendo World (YES, IT'S REAL).

If you're on a budget, check out some of the best free things to do in Osaka.

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Hiroshima – A Powerful & Important Last Stop (Day 14)

Hiroshima Peace Memorial Park – A Place That Stays With You

Building that survived the atomic bomb dropped on Hiroshima during WW2 that is still standing but badly damaged.
Hiroshima Peace Memorial Park - Building That Survived The Atomic Bomb

Hiroshima is deeply moving—it’s one of those places that makes you stop and reflect, and visiting Hiroshima Peace Memorial Park was the part of this travel itinerary that was not just a highlight, but one that made me feel a bit of shame, but this blog does not touch on politics so I will stop there.

What I did:

  • Visited the Atomic Bomb Dome (one of the few buildings that survived).
  • Stood in silence at the eternal flame.
  • Left feeling confused about humanity and our choices of cruelty towards each other.

Final Thoughts on Japan

🔥 14 days, 5 cities, endless memories.
🚄 Shinkansen = Best train system ever.
🍜 Japanese food is undefeated.

Would I do it again? YES! Without hesitation, so much so that one day I will write a 30-day instead of a 14-day Japan Travel Itinerary :)

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