japan

OSAKA . TOKYO

5 days / 4 nights . 7 days / 6 nights

the ultimate
japan itinerary

Two Cities. One Unforgettable Trip

OSAKA

TOTAL

$19.00

(excluding taxes)

TOKYO

TOTAL

$21.00

(excluding taxes)

BUNDLE

TOTAL

$40.00

$32.00

(excluding taxes)

During my two weeks in Japan, I split my time between Tokyo and Osaka, experiencing the best of both cities. If you’re a traveler and not a vacationer then this itinerary is for you because from touch down to take off this trip is jam packed. 

Osaka is one of the few places I’m already dying to go back to. There’s so much to do and see it’s almost impossible to fit everything into one trip but this itinerary gives you the best of Osaka. It’s ideal for first time travelers or even those who have been before but missed a few things. It covers everything from the Umeda Sky Building to an incredibly entertaining sumo show. Osaka has a vibe unlike any other city in Japan and this itinerary will help you experience it all without getting overwhelmed by having to plan it yourself. 

The Tokyo itinerary covers the must-sees like Shibuya Sky and the infamous Mario Kart experience. But it also includes some hidden gems I stumbled upon along the way that really made the trip special. 

Honestly, the food alone is a ready to go to Japan. Every meal was so good! You’ll get the opportunity to try new foods everyday from quick street eats to intimate sit down spots so make sure to pack some loose fitting clothing!

Every recommendation in this itinerary has been personally experienced and thoroughly researched, so you can book with confidence!

Between the two itineraries you’ll receive…

  • “Know Before You Go” information including best time to travel, currency exchange, cultural considerations, and more!
  • Stef’s Choice featured hotel offering the perfect balance of comfort, location, and value
  • 15 additional four and five star hotel recommendations
  • Detailed daily schedule including restaurants, excursions, and nightlife with approximate transfer times in between each activity
  • Clickable links to third party sites for easy booking
  • 19 additional restaurant and bar recommendations 
  • 9 additional excursions

Disclaimer: This itinerary was last reviewed on May 3, 2026. All third-party websites included were functional at the time of review. Please note that these sites may change or become unavailable without notice. While we are not responsible for any site outages or changes that occur after the review date, we regularly update itineraries to ensure all links and resources remain accurate and accessible.