Fly with Senpai: Tokyo & Kyoto [Week 2]

Tokyo, Japan

T
Tela
  • Email address verified
15 reviews
Nov 9 - 15, 2025
Group size: 1 - 12
Fly with Senpai: Tokyo & Kyoto [Week 2]
Tokyo, Japan

Tela
  • Email address verified
15 reviews

$NaN
Nov 9 - 15, 2025
Group size: 1 - 12

About this trip

What’s included

  • Local Boutique Stay
    Enjoy 7days/6nights at a boutique Japanese hotel, Hotel MONday, where you can rest as if you were in your own home. A 13 min walk from Akihabara Station, you'll be steps away from otaku culture.
  • Airport Transportation
    Let our team greet and escort you from the airport to the hotel. Please arrive at Tokyo International Airport (Haneda Airport) on November 9th between 2-5 PM (Tokyo time) to ensure a smooth arrival.
  • Daily Breakfasts
    Hotel MONday offers daily complementary breakfast buffet from 6:30-10 AM at their top floor restaurant with perfect views of the iconic Skytree.
  • Welcome Dinner
    A celebratory welcome group dinner with Taylor after MarioKart on the first full day.
  • Mario Kart Experience
    Race through the city in real-life go-karts, dressed as your favorite Nintendo characters. Drive past iconic landmarks for an unforgettable experience on Tokyo’s timeless streets.
  • VIP Private Shopping
    Treat yourself to an exclusive shopping experience in Harajuku with Taylor and Meg Thee Stallion’s former Private Guide to discover Japanese hidden boutiques
  • Sensōji Temple
    Spend a morning strolling and getting lost wandering around Sensoji Temple, one of Tokyo's most famous Buddhist temples in the Asakusa neighborhood. You might even discover some delicious warabimochi!
  • TeamLabs Planets
    Immerse yourself at one of the hottest IG spots in Tokyo for modern art, where you will walk through water, be surrounded by mirrored walls of fresh flowers and lie down in a dome of digital flowers.
  • Nintendo Museum
    Visit the Nintendo Museum on a day trip to Kyoto *this visit has the potential to change, depending on change, depending on availability.
  • VIP Private Karaoke
    Sing your favorite all-time hits at karaoke in Shibuya for a once-in-a-lifetime, all-you-can-drink experience!
  • Farewell Dinner
    Before departing, enjoy a memorable farewell dinner before karaoke on Halloween to close your adventure.
  • Roundtrip Train Tickets
    Round-trip Train Tickets from Tokyo to Kyoto on Day 4 (11/12/25). The train will be departing early in the morning and returning to Tokyo in the early evening around dinner time.

What’s not included

  • International Flights
    While we cannot provide flights, we will provide a round trip airport transportation service. Please plan to arrive at Haneda Airport between 2-5 PM and depart from Haneda Airport after 1PM.
  • Travel Insurance
    We require that all guests purchase travel insurance as all payments are non-refundable and cancellations fees apply. We recommend World Nomads or SquareMouth.
  • Additional Meals
    Although hotel MONday offers daily breakfast from 6:30-10 AM, we encourage guests to immerse themselves in Tokyo at local restaurants for most lunches and dinners on the trip.

Available Packages

Double Occupancy
$3,150
Single Room
$3,960

Available Add-Ons

Extend My Trip | Double Occupancy
$130
Extend My Trip | Single Occupancy
$250


Itinerary

Day 1: Arrival
Airport Arrivals & Welcome Experience

Your Organizer


T
Tela
15 reviews
A travel design studio for visionaries

Reviews

This trip was an awesome experience! The tour guides and Taylor were down to earth and friendly. They were intentional in showing the most popular attractions in Tokyo and Kyoto. I wish the trip was longer, but other than that, it was a good experience!
By Natasha T for Fly with Senpai: Tokyo & Kyoto [Week 2] on Nov 26, 2025
My trip Fly with Senpai was absolutely incredible. The entire itinerary was thoughtfully planned, well-paced, and exceeded my expectations at every step. Every location, activity, felt seamless and perfectly coordinated. The host Taylor, the group of people I attended with and the Tela staff truly made the experience unforgettable. They were knowledgeable, friendly, and extremely attentive to every detail. Their professionalism and hospitality stood out the entire time — it was truly top-notch service. I highly recommend and definitely would use the service again.
By Travion B for Fly with Senpai: Tokyo & Kyoto [Week 2] on Nov 17, 2025
Japan has been on my bucket list since I was a child and this trip was made possible through we travel. It was a great group of people that meshed really well. The itinerary was amazing but at the same time gave you time to do your own thing. Would definitely travel with them again.
By Kayla C for Fly with Senpai: Tokyo & Kyoto [Week 2] on Nov 17, 2025
A fantastic trip in so many ways. Amazing accommodations, very well organized, wonderful people, great yoga, and a perfect blend of relaxation and fun. I was very impressed with how well Morgan and her team managed the trip and how available and responsive they were the whole time we were there. Morgan is a fabulous person to get to know! Paige was SUCH a great yoga teacher and I really enjoyed waking up every day to a delicious breakfast on the patio, fresh air, and then a perfect yoga class. There were folks on this trip who attended the last Undone retreat, and they returned again based on their initial experience. I would HIGHLY recommend a trip with Tela and Paige. I will certainly be back again.
By Leslie P for Creative Retreat with Undone on Oct 27, 2025
I had a great experience. The accommodations were top notch, the food delicious, service kind and friendly, the activities were fun. Morgan was attentive to all of our needs and she always had a Plan b in her back pocket, just in case!
By Phyllis A for 2025 TQR Last Dollar Scholarship Trip on Oct 18, 2025
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