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My wife @Chelsa and I did 8 days in Tokyo over New Years 2014/2015. Below is a mix of what friends recommended, what friends we met in Japan suggested & what Foursquare brilliantly helped us find.
Dens: This is really an "all thru Tokyo" tip but whenever you see a drink machine throw in a few Yen & try something new. Don't drink the same thing twice. ProTip: blue light = cold drink, red light = hot!
Dens: You'll need a friend who speaks Japanese to sneak into one of the sumo practice sessions, but if you can swing it, you should 100% do this. Get there early (8:30?) for good seats. And no shoes inside!
Dens: This is the owl cafe of your dreams! All the owls you can pet for the low low price of ¥1500! (a bit tricky to find, follow the map) ps: Don't pet their bellys or they bite!
Dens: OMG CAT CAFE! Come here just to see what it's all about, but be warned that if you come late in the day the cats will be all sleeeeeeeepppppy. ProTip: smuggle in some catnip to feel all VIP.
Dens: Stop whatever you're doing on Takeshita St & find this place (2nd or 3rd doorway on right, downstairs, after you walk under arch headed away from train station). Photobooths will turn you into anime!
Dens: Everyone will tell you it's "the best sushi they've had in their entire life!" & they're right. Go earlier than you think you need to go. ASK SOMEONE to make sure you're standing in the right line.
Dens: Long story short: My buddy said this was the best pizza in the world. I doubted him. I was wrong. Best pizza I've ever had. Get the margarita pizza, skip the marinara. You need the cheese.
Dens: This may be one of the most expensive meals you'll have in Tokyo, but it may also be the best delicious piece of meat you'll ever have. Order the Kobe, upper left on the menu. The big portion.
Dens: In our 8 days in Tokyo, we tried 9 diff ramens & THIS ONE was our favorite. (I wish we went back!) It's a short walk north of Shinjuku Station. Look for the 4-5 steps you gotta climb to get in.
Dens: This was rec'd to me as Best Ramen in Tokyo & it didn't disappoint. You order with 2 variables -- spicyness (I went 2 of 4) and numbing (I went 3 of 4). Numbing is amazing (& I'd rec'd going 4 of 4)
Dens: Ippudo is the wait-50-mins-to-get-in luxury ramen spot in NYC so I was surprised to learn its a chain in Tokyo. Not surprised it was delicious tho. Recommended.
Dens: Touristy yea, but what did you expect from the place that lets you ORDER SUSHI ON AN IPAD AND HAVE IF DELIVERED VIA MINIATURE MONORAIL! Suck it up and go here, you tourist! Choo choo!!!!
Dens: Delicious, but not sure it's worth the ¥10000 when there's so many other options nearby. If its on your itinerary (I'm talking about the Shinjuku location) skip & save your energy for the fish market.
Dens: One of the Golden Gai spots we really enjoyed -- bartender was super drunk, customers were super drunk, stairs were super steep, hilarity ensued.
Dens: One of our favorite spots in Golden Gai. Ask the owner to play you a song and he'll play you 10. Inside of the bar is full of "Ashita no Joe" (aka "Tomorrow's Joe") boxing manga.
Dens: Mike Ross (a Street Fighter World Champion !!) told me (via Twitter) this is where the pros play. Head downstairs, try to look like you belong & prepare to get your ass kicked. I barely won one round.
Dens: Explore the cemetery as a great escape to the chaos of more crowded neighborhoods. Look for the "foreigner" section in the north side to see the contributions of ex-pats past.
Dens: The moment I checked-in here my Japanese buddy text me & said "You're doing Japan pretty well for a white guy!" Lots of weird stuff here so get the weirdest thing you can find (like a shrimp burger)
Dens: If you're looking for high class tempura, this is where you find it. Make sure to try the oysters. And don't snooze on the fruits they'll bring for dessert (the strawberries are incredible).
Dens: My buddy Ricky says this is the best soccer shoppe in the world. Note: this is the one in Harajuku (which is 10x better than the one in Shinjuku or Shibuya)
Dens: A little off-the-beaten path but great spot to find clothes you'd find the cool kids in Japan wearing. If I had a bigger suitcase I would have bought more. Rad jackets.
Dens: Excellent hotel for your first visit to Tokyo. The concierges are great, the bar is awesome, the breakfast is fantastic. Super $$$$, but you knew that. Only bad thing is it's 10 min walk to Shinjuku.
Dens: Yes yes, the Lost in Translation bar... but also home to one of the best Old Fashioneds I've ever had. If you're hungry, skip the pizza and Just Do It with the $38 burger.
Dens: Whether or not you're into video games, at least take a lap. Watch girls play the claw-crane games. See chain-smoking fighting game fans. Seek out the play-your-card games. Play the urinal video game.
Dens: Oh my Sweet Baby Jesus, if you are an old school video game nerd (NES, SNES, Sega, Turbo16) this is your mecca. Top floor has rows & rows of Famicom titles / posters / swag (and some SF2 machines!)
Dens: We went on New Years and it was an amazingly fun shit show. If you're visiting, worth checking out to see how the Tokyo kids do their Saturday nights.
Dens: Yes, full of tourists. And yes, every one of your friends told you to go here. It's batshit crazy in a way you won't see batshit crazy in the US. Maybe get super cranked before you go.