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Preview – Tokyo to Osaka: Discover Japan with Niki Kay

May 23, 2027 - May 29, 2027

Cultural Cultural

Preview – Tokyo to Osaka: Discover Japan with Niki Kay

May 23, 2027 - May 29, 2027

Join your host Niki Kay on an unforgettable seven-day journey through Japan, a country of stunning contrast that effortlessly balances ancient ritual with future-facing energy. From the neon hum of Tokyo’s busiest crossings to the lantern-lit laneways of Kyoto and the bold flavours of Osaka, this trip threads together every shade of the country in one carefully crafted week.

Along the way, you’ll cruise across a volcanic crater lake in Hakone, roll your own sushi in a hands-on Tokyo cooking class, walk through the breathtaking vermilion tunnels of Fushimi Inari, and ride the legendary Shinkansen bullet train with Mount Fuji on the horizon. Days are packed with hands-on experiences, iconic sights, and local food moments that go far beyond the guidebook.

This is Japan at its most welcoming and its most wondrous, a trip designed for curious travellers who want to see the icons but also slip into the smaller, quieter, more delicious corners of the country. Come hungry, come curious, and let Japan do the rest.

Secure your place with a $500 deposit (refundable until trip is confirmed) + 6 x monthly instalments commencing October 2026. Click here for full booking/refund/cancellation terms.

Trip Start: Tokyo, Japan - Sunday May 23rd 2027

Trip Finish: Osaka, Japan - Saturday May 29th 2027

Trip Duration: 7 Days / 6 Nights

Accommodation: 6 Nights Boutique Hotels (Shared & Private Available)

Included Meals: Breakfast Daily, Lunch x 1, Dinner x 3

Group Size: Up to 18 Guests

Inclusions

Accommodation: 6 Nights Boutique Hotels (Shared & Private Available)

Included Meals: Breakfast Daily, Lunch x 1, Dinner x 3

Hosted by Niki Kay

Experienced Local Guides

Welcome Meeting in Tokyo

Group Welcome Dinner at a Local Restaurant, Tokyo

Harajuku and Takeshita Street Walk, Tokyo

Meiji Jingu Shrine Visit, Tokyo

Hands-On Sushi-Making Class, Tokyo

Shibuya Scramble Crossing and Hachiko Statue Visit, Tokyo

Lake Ashinoko Cruise, Hakone

Hakone Ropeway over Owakudani, Hakone

Karakuri Secret Box Museum Visit, Hakone

Luggage Forwarding from Tokyo to Kyoto

Bus and Shinkansen Bullet Train from Hakone to Kyoto

Guided Evening Walk Through Gion, Kyoto

Arashiyama Bamboo Grove Visit, Kyoto

Kinkaku-ji Golden Pavilion Visit, Kyoto

Nishiki Market Food Exploration, Kyoto

Fushimi Inari Taisha Torii Gate Walk, Kyoto

Osaka Castle and Park Visit, Osaka

Luggage Forwarding from Kyoto to Osaka

Osaka-Style Farewell Dinner, Osaka

Exclusions

Arrival/Departure Flights

Airport Transfers

Visa/Entry Requirements

Meals Not Mentioned in Inclusions

Personal Expenses incl Tips

Travel Insurance (Required)

Local Hotel or Tourist Taxes if Applicable (Payable Locally)

Your Host

Niki Kay

Niki Kay is a traveler, writer, and wellness podcaster who designs immersive group trips for travelers who crave more than surface-level experiences. Having led journeys across Morocco, Thailand, Greece, Egypt, and Peru, she hosts trips rooted in culture, connection, and discovery, where every moment feels intentional. This isn’t about checking places off a list. It’s about how the experience changes you.

Think solo travel… with a soft landing into a group that feels like home.

Itinerary

Day 1 Arrival in Tokyo

Konnichiwa and welcome to Japan. Touch down in Tokyo and make your own way to the joining hotel in the historic Asakusa district, a pocket of the city where lantern-lit lanes, old-school sweet shops, and the soaring silhouette of Senso-ji set the mood for the days ahead. Settle in, shake off the flight, and get ready for an unforgettable week.

At 6:00 PM, gather with your host Niki Kay and the rest of the group for a welcome meeting to map out the journey ahead. From there, head straight into a group welcome dinner at a local restaurant, where your first taste of Japan’s refined cuisine becomes the perfect introduction to the country and your fellow travellers.

🏨 Accommodation

🍽️ Included Meals

  • Dinner

✅ Activities

  • Welcome Meeting with Your Host
  • Group Welcome Dinner at a Local Restaurant

Day 2 Tokyo's Vibrant Districts

Today is Tokyo at full volume. Begin in Harajuku, where Takeshita Street erupts with kawaii fashion, candy-coloured crêpes, and a youth culture that has shaped global trends for decades. Just a short walk away, the city drops to a hush at Meiji Jingu, a Shinto shrine wrapped in a towering urban forest where torii gates frame quiet gravel paths and ceremonial offerings of sake line the walkways.

Come lunchtime, roll up your sleeves for a hands-on sushi-making class, learning the craft from a skilled chef before tucking into your own creations (vegetarian and vegan options available). In the afternoon, the energy shifts to Shibuya, where you’ll join the choreographed chaos of the famous Scramble crossing and pay your respects at the Hachiko Statue, a small bronze ode to the most loyal dog in Japan.

🏨 Accommodation

🍽️ Included Meals

  • Breakfast
  • Lunch

✅ Activities

  • Harajuku and Takeshita Street Walk
  • Meiji Jingu Shrine Visit
  • Hands-On Sushi-Making Class
  • Shibuya Scramble Crossing
  • Hachiko Statue Visit

Day 3 Hakone and Mount Fuji Views

Trade the neon for nature as you leave Tokyo behind and head into Fuji-Hakone-Izu National Park. Glide across Lake Ashinoko by boat, a cobalt-blue lake cradled inside an ancient volcanic crater, before climbing high above the steaming earth on the Hakone Ropeway. Below you, the active sulfur vents of Owakudani hiss and churn, a reminder that Japan’s beauty is built on a restless landscape.

Before checking in, stop by the Karakuri Secret Box Museum, a small but fascinating tribute to the art of traditional Japanese puzzle boxes. Slide, twist, and outwit centuries-old wooden mechanisms before settling into your mountain stay for the night. Note that your main luggage is sent ahead to Kyoto today, so pack a small overnight bag for Hakone.

🏨 Accommodation

🍽️ Included Meals

  • Breakfast
  • Dinner

✅ Activities

  • Lake Ashinoko Cruise
  • Hakone Ropeway over Owakudani
  • Karakuri Secret Box Museum Visit

🧳 Luggage Transfer

  • Your main luggage will be sent ahead from Tokyo to your Kyoto hotel today and will be waiting on arrival in Kyoto. Please pack a small overnight bag with essentials for your one night stay in Hakone.

Day 4 The Path to Kyoto

Today the adventure picks up speed, literally. Board the legendary Shinkansen bullet train and rocket south toward Kyoto, the country’s former imperial capital. Keep your eyes peeled out the window for the snow-capped cone of Mount Fuji, a sight that never fails to draw gasps from a carriage of seasoned travellers.

Arriving in Kyoto, you’ll have time to settle in before joining your guide for an atmospheric evening walk through Gion. Lantern light spills across the cobblestones, wooden machiya houses lean into the laneways, and if luck is on your side, a geiko or maiko may glide past on her way to an evening engagement. The rest of the evening is yours to wander, dine, or simply soak in the city’s quiet magic.

🏨 Accommodation

🍽️ Included Meals

  • Breakfast

✅ Activities

  • Bus and Shinkansen Bullet Train to Kyoto
  • Guided Evening Walk Through Gion

Day 5 Iconic Kyoto and Fushimi Inari

Kyoto unfolds its greatest hits today. Start in Arashiyama on the city’s western edge, where the famous bamboo grove rises in a soaring green cathedral and the Hozugawa River winds past historic temples. From there, head to Kinkaku-ji, the Golden Pavilion, a gold-leaf-clad temple that glows above its mirror-still reflecting pond.

Lunch is best chased through Nishiki Market, known locally as Kyoto’s Kitchen, where five blocks of stalls overflow with pickles, yuba, tako tamago, and matcha sweets. Save your energy for the grand finale at Fushimi Inari Taisha, where you’ll walk beneath the breathtaking tunnels of vermilion torii gates as they wind up the forested hillside. It’s one of the most photographed places in Japan, and for very good reason.

🏨 Accommodation

🍽️ Included Meals

  • Breakfast

✅ Activities

  • Arashiyama Bamboo Grove Visit
  • Kinkaku-ji Golden Pavilion Visit
  • Nishiki Market Food Exploration
  • Fushimi Inari Taisha Torii Gate Walk

🧳 Luggage Transfer

  • Your main luggage will be sent ahead from Kyoto to your Osaka hotel today and will be waiting on arrival in Osaka. Please pack a small overnight bag with essentials for your travel day.

Day 6 Osaka Castle and Farewell

Make your way to Osaka, Japan’s bold, brash, neon-bright counterpart to Kyoto’s quiet refinement. Step into the grounds of the majestic Osaka Castle, its emerald-roofed keep rising above sweeping moats and cherry-tree-lined paths, or trade history for retail therapy along the covered arcades of Shinsaibashi-suji, one of the country’s most beloved shopping strips. Note that your main luggage will be sent ahead to your Osaka hotel, so pack a small overnight bag.

With the afternoon free for last-minute wandering, takoyaki tasting, or one final temple stop, the day builds toward a celebratory farewell dinner. Tuck into the famously hearty, flavour-packed flavours of Osaka-style cuisine as you toast the friendships, photos, and unforgettable moments of the week.

🏨 Accommodation

🍽️ Included Meals

  • Breakfast
  • Dinner

✅ Activities

  • Osaka Castle and Park Visit
  • Shinsaibashi-suji Shopping (Optional)
  • Osaka-Style Farewell Dinner

Day 7 Sayonara and Safe Travels

Savour one final Japanese breakfast, that lovely spread of grilled fish, miso, rice, and pickles, before checking out and bidding sayonara to your fellow travellers. Whether you’re flying home or extending your adventure deeper into Japan, you’ll leave with a camera full of memories and a brand-new appreciation for one of the world’s most extraordinary countries.

Your tour officially concludes this morning, and the rest of the day is yours.

🍽️ Included Meals

  • Breakfast

Trip Photos

Important Notes

ARRIVAL:
You will need to make sure your travel plans allow you to arrive at the meeting point by the scheduled guest meeting time. More information on this will be provided once the trip is confirmed. Your arrival airport is either:

  • Tokyo Haneda Airport (HND)
  • Narita International Airport (NRT)

Haneda Airport (HND) is closer to central Tokyo and typically more convenient. Narita International Airport (NRT) is located further from the city but operates a large number of long haul international flights.

DEPARTURE:
On the final day, you are free to depart at any time. Your departure airport is Kansai International Airport, Osaka (KIX).

AIRPORT TRANSFERS:
Airport transfers are not included as part of this trip, so you will need to make your own arrangements. More specific information on transport options for your arrival and departure airports will be available on the airport’s website.

Pre-booked airport transfers are available for most airports via Expedia – please select “Cars” and then “Airport Transportation”: https://bit.ly/expedia-best-in-travel-vip

ADDITIONAL NIGHTS ACCOMMODATION:
We are unable to organise additional nights accommodation on your behalf. Our exact hotels will be finalised and advised roughly 2-3 months prior to the trip starting. We will advise guests once that happens, and we then recommend booking accommodation via our affiliate link at https://bit.ly/booking-com-best-in-travel

ENTRY REQUIREMENTS:
Be sure to check entry requirements based on the passport that you will be travelling with. It is your responsibility to ensure that your passport meets minimum requirements, and that you have arranged any required visas before arrival. Visa information is available in the destination guide linked below.

DESTINATION GUIDE:
For a detailed destination guide for this trip’s location, head to https://bestintravelgroup.com/japan-destination-guide/

TRIP CONFIRMATION:
A trip is listed as PENDING until the minimum guest numbers are reached, at which point the trip becomes CONFIRMED. Guests will be notified when a trip becomes CONFIRMED.

BOOKING T&Cs:
We recommend you familiarise yourself with our Booking Terms & Conditions for more information about our booking, deposit and cancellation policies.

BOOKING FLIGHTS:
We recommend booking flights as soon as your trip is CONFIRMED, but not before unless you are able to secure flexible tickets.

TRAVEL INSURANCE:
Travel insurance is required for this trip and must be arranged independently. Please ensure you purchase a policy that suits your personal needs and covers the destination and activities included in your itinerary. We strongly recommend organising your travel insurance as soon as your trip is CONFIRMED.

For more information on travel insurance and to view our recommended travel insurance providers, head to https://bestintravelgroup.com/protect-your-adventure-best-in-travels-guide-to-travel-insurance/

ISSUES & CONTACTS DURING THE TRIP:
If you experience any issues that you need resolved during this trip, please chat to your host or your local driver/guide. Emergency contact details for your local trip operator will be provided prior to the trip starting.

For more information on the correct process for handling issues during a trip, including emergency situations, please read the following guide: https://bestintravelgroup.com/managing-emergencies-other-issues-on-your-best-in-travel-adventure/

INCLUSIVITY:
For information on how Best In Travel creates a welcoming space for all travellers, please head to: https://bestintravelgroup.com/everyones-welcome-inclusivity-on-best-in-travel-group-trips/

TRAVELLER CONDUCT & WELLBEING:
For a quick guide on how to enjoy our group trips safely, respectfully, and with the right balance of fun and wellbeing, head to: https://bestintravelgroup.com/group-trips-great-times-how-to-eat-drink-stay-well-on-the-road/

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Preview – Tokyo to Osaka: Discover Japan with Niki Kay



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