Hey friends! I want you to join me for an unforgettable 6-night stay in Tokyo, Japan! We’ll dive into the city’s vibrant culture and energy, staying near to the heart of Akihabara—Tokyo’s iconic anime district.

I’ve handpicked some of my favorite experiences spanning over my many visits to Tokyo to share with you, from art and anime to nightlife and incredible adventures. Together, we’ll explore hidden gems and iconic spots, giving you a true local’s perspective—while also allowing your plenty of time to explore Tokyo your own way. Get ready for an immersive journey filled with creativity, flavors, and the dynamic spirit of Japan. I can’t wait to share this adventure with you!

Touchdown in Tokyo

We’re kicking off this adventure in style. After landing at Haneda (HND) between 2-5 PM on November 9th, grab your bags, a local SIM or pocket WiFi, and a Suica/Pasmo card for public transportation (trust me, you’ll need these). Then, we’ll hop on a private shuttle to our hotel—your home away from home for the week!

Welcome Drinks and Hors Devours

Settle in with complimentary champagne and hors d’oeuvres. Cheers to new friendships and all that Tokyo has to offer!

Relax and Dinner on Own

Ease into your first night in Tokyo with dinner on your own in Akihabara, whether you’re craving sushi, ramen, or something you spot on the street. If you’re feeling social, unwind at the hotel’s Skybar with a cocktail and city views before resting up for tomorrow.

Day 2 | October 27

6:30-8:30 AM: Morning Breakfast at Hotel

If you find yourself wide awake at the crack of dawn (due to jet lag) or just want to fuel up before our big day, hop on down to hotel MONday’s complimentary breakfast buffet.

9:00 AM: Meet in the Hotel Lobby to Go with a Guide to Sensōji Temple. Please be on time!

We’re kicking things off with a visit to Sensōji Temple, Tokyo’s oldest and most iconic Buddhist temple. Get lost in the charm of Asakusa, where ancient traditions meet vibrant street life. While you’re here, keep an eye out for warabimochi—a soft, chewy rice cake dessert (the matcha-flavored one is a personal favorite!). 

Lunch: Explore Asakusa 

Have lunch on your own as you wander around Asakusa, Tokyo's historic district, and enjoy traditional snacks with Sensōji Temple in the background. The Uniqlo in Asakusa also offers custom Uniqlo embroidery (usually ready in 3 days). 

2:30 PM (Group 1) and 3:30 PM (Group 2): Mario Kart

A "must-do" when in Tokyo,  experience the most thrilling activity by racing through Tokyo just as a Super Mario cart character. To participate, you must have an international drivers license (IDP). Click here to obtain your IDP! 

Please note that for this group, we will need to split up into two groups. Groups will be designated later closer to the day.

6:15-8:15 PM: Welcome Dinner with Taylor at Yoshiike

Kick off your Tokyo adventure with a light, delicious welcome dinner with Taylor in a cozy, local Japanese restaurant near to your hotel. This dinner is complimentary.

Morning Breakfast at Hotel

If you’re up early, head down to the hotel’s complimentary breakfast buffet between 6:30 AM – 10:00 AM and fuel up for what's about to be an incredible day. 

(Optional) Tsukiji Fish Market

For my early risers and foodies, take a morning stroll through Tsukiji Fish Market, Tokyo’s most famous seafood hub. Here, you can find some of my favorite's: the freshest sushi, grilled seafood skewers, or a fluffy tamagoyaki omelet. The market opens at 5 AM, but it’s best to get there by 7 AM to avoid crowds.

teamLab Planets

Get ready to walk barefoot through water, mirrored rooms, and dreamlike digital landscapes. Every room is designed to engage all your senses. Pro tip: Wear something you can easily roll up to your knees that won’t get ruined if it gets wet! 

(Optional) Ichiran Shibuya Lunch

After all that exploring, what better way to recharge than with a bowl of rich, creamy tonkotsu ramen? Ichiran is famous for its customizable ramen - choose everything from broth richness to spice level.

Shopping and Do Your Own Adventure in Shibuya

The rest of the day is all about exploring Shibuya at your own pace. Shop at Nintendo, the Pokémon Center, or Shibuya 109 (Tokyo’s legendary fashion mall that has unique pieces you won't find anywhere else)! Hunt for games, tech or beauty gadgets at Bic Camera and cross the infamous Shibuya Scramble! 

Morning Breakfast at Hotel

If you grew up on dreaming about a trip to Kyoto, today is the day! But first-breakfast! Grab a plate at the hotel’s complimentary buffet from 6:30 AM – 10:00 AM before we head out to take an early train together to Kyoto.

Choose Your Own Adventure Day in Kyoto

The day is all yours to seize for wandering and exploring Japan"s historic trip to Kyoto! Avoid the crowds at Fushimi Inari Taisha by going early in the morning, relax at a local café sipping matcha, or do some eclectic shopping downtown. 

We recommend checking-out the Nintendo Museum, which can only be booked 3 months in advance. *This visit has the potential change, depending on availability. 

Choose Your Own Adventure: Back in Tokyo for Dinner

Around 8:00 PM, we’ll be back in Tokyo and you can have dinner: 

-Dinner on your own and go back to the hotel and rest up after a day in Kyoto.

-Optional: Golden Gai for drinks

Morning Breakfast at Hotel

I’ve shown you some of the spots in Tokyo I love, but it’s time to explore Tokyo your way! But first, grab some breakfast at the hotel’s complimentary buffet (open 6:30 AM – 10:00 AM) and fuel up for a day of fun.  

Your Day, Your Choice

-Want a chill day? Relax at Yoyogi Park or take a day trip to Mt. Fuji. 

-In the mood for a trendy theme café? Visit Sanrio, Kirby, or the Capybara Café.

-For theme park thrills, spend the day at Sanrio Puroland, Tokyo Disney or DisneySea. Reserve your tickets for up to 6 months in advance.

Or Join Taylor Senpai on a Nerdy Adventure! Love anime, rare collectibles, and vintage finds? Join me at Nakano Broadway—a quieter, hidden gem alternative to Akihabara with 4 floors of rare figurines, manga, and out-of-print books!

✨ Bonus Stop ✨ : The Takashi Murakami Store. We’ll arrive by 11 AM, then unwind at Coffee Zingaro, Murakami’s retro café filled with his signature colorful art. You can buy art pieces while enjoying a treat! 

-Ikebukuro aka "Female Akihabara:" After Nakano, we'll head to do some anime shopping for women at Animate Ikebukuro (the largest anime/manga store in Japan), K-Books & Mandarake (rare BL, shoujo, and doujinshi), and Otome Road (THE spot for female anime/manga, cosplay gear, and unique collectibles).

-Muscle Girl Bar with Taylor: After a day of anime shopping, grab dinner and join me at Muscle Girl Bar (the world's only female fitness-themed bar)! The entry fee is 5,000 JPY (about $33 USD) and includes 80 minutes all-you-can-drink. 

Morning Breakfast at Hotel

It’s nearing the end of our Trip in Tokyo and we’re going out with a bang! But first—breakfast. The hotel’s complimentary buffet is open from 6:30 AM – 10:00 AM, so fuel up before we dive into shopping, entertainment, and a fun night!

Private Shopping in Harajuku with Taylor and Sho

For a VIP experience, come with me and Meg Thee Stallion’s former private Tokyo guide, Sho! We’ll skip the touristy spots and explore hidden boutiques, exclusive Japanese streetwear, and unique fashion finds you won’t get anywhere else. This is the perfect chance to buy statement pieces for your wardrobe in Harajuku. 

(Optional) Ouran-Inspired Makeover in Harajuku

Ever dreamed of a glamorous Japanese-style makeover and photoshoot? Esperanto Studio (tried and loved by me) offers stunning transformations with options for retouched photos to take home. Whether you want to channel a Harajuku doll, a gothic queen, or an elegant kimono look, this is your chance for a unique photoshoot while in Tokyo (must be booked in advance as an add-on).

Farewell Dinner

Before we head into our big night out, let’s slow down to enjoy a complimentary farewell dinner. This is the perfect time to relax, reminisce on our favorite moments, and soak in our last full night together.

Group Karaoke in Shibuya 

Karaoke in the heart of Shibuya for an all-you-can-drink singing session. Whether you’re belting out Beyoncé, anime openings, or early 2000s throwbacks, this is going to be a night to remember.

Clubbing with Sho

After karaoke, we can take it to the next level and hit up some clubs with Sho (as an optional add-on) to fully experience Japanese nightlife. This is our last night in Tokyo—let’s make it unforgettable! 

Morning Breakfast at Hotel

Hotel MONday Ueno Okachimachi offers a complimentary breakfast buffet. Breakfast is served daily from 6:30 AM to 10:00 AM.

For those of you staying: Do Your Own Adventure 

If you wish to stay longer in Japan (and we don't blame you if you do), this optional day to add-on to your trip is all about that. Today is all about you and what you want to do on your final day in Tokyo. Whether it's doing some last-minute tax-free shopping, going back to your favorite café or local eatery, or visiting historic sites, like Tokyo Tower or the Imperial Palace, there is plenty to soak in before your flight.

For those of you departing: 

For those flying out today (November 15th), a complimentary shuttle will leave from the hotel at 10am and escort  you to Haneda International Airport for your return flight home. Please plan to book your travels to depart from Haneda Airport after 1PM. 

Tokyo isn’t just a destination, it’s an experience, and I hope this trip has been everything you imagined and more. Whether this was your first time in Japan or one of many, know that Japan will always be here, waiting for your return.

Thank you for making this journey so special, I hope to see you again on another Fly With Senpai adventure powered by Tela! 

Morning Breakfast at Hotel

It’s our final morning in Japan, and while this week may have flown by, I hope it’s been unforgettable. Before heading out, take a moment to enjoy one last complimentary breakfast at the hotel (6:30 AM – 10:00 AM) and soak in the last bit of Tokyo’s magic.

Departing Japan For those flying out today (November 16th), a complimentary shuttle will take you to Haneda International Airport for your return flight home.

Tokyo isn’t just a destination—it’s an experience, and I hope this trip has been everything you imagined and more. Whether this was your first time in Japan or one of many, know that Japan will always be here, waiting for your return.

Thank you for making this journey so special—I hope to see you again on another Tela and Fly With Senpai adventure powered by Tela!