21 days in Japan Itinerary

21 days in Japan Itinerary

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Route & dates

21 days in Japan Itinerary

Start: Winnipeg
Fly:  17​h
1
Tokyo
— 6 nights
train:  1​h 30​min
2
Fuji
— 1 day
train:  2​h 30​min
3
Kyoto
— 5 nights
train:  30​min
4
Osaka
— 5 nights
train:  3​h 15​min
5
Tokyo
— 3 nights
Fly:  17​h
End: Winnipeg

6
nights
Tokyo

Tokyo ©
Tokyo holds the status of most populous metropolitan area in the world--a fact you'll find tangible as you walk the bustling streets and explore its diverse neighborhoods and cultures.
For shopping fun, head to Ginza or Asakusa. Get some historical perspective at Tokyo National Museum and Sensō-ji. Change things up with these side-trips from Tokyo: Ghibli Museum Mitaka (in Mitaka) and Yokohama Nature Sanctuary (in Sakae). Next up on the itinerary: examine the collection at Edo-Tokyo Museum, take in panoramic vistas at Tokyo Metropolitan Government Buildings, make a trip to Tokyo Tower, and get great views at Shinjuku Gyoen National Garden.

To see traveler tips, reviews, where to stay, and more tourist information, use the Tokyo trip itinerary planning website .

Winnipeg, Canada to Tokyo is an approximately 17-hour flight. The time zone changes from Central Standard Time (CST) to Japan Standard Time (JST), which is usually a 15 hour difference. Prepare for a bit warmer weather when traveling from Winnipeg in May: high temperatures in Tokyo hover around 28°C and lows are around 19°C. Finish up your sightseeing early on the 8th (Fri) so you can travel to Fuji.

Things to do in Tokyo

Neighborhoods Shopping Museums

Side Trips

Ghibli Museum Mitaka, Yokohama Nature Sanctuary
Highlights from your plan
Tokyo National Museum ©
Tokyo National Museum
Senso-ji Temple ©
Senso-ji Temple
Odaiba ©
Odaiba

1
day
Fuji

Fuji ©
Fuji is a city in eastern Shizuoka Prefecture, Japan. Kick off your visit on the 8th (Fri): take some stellar pictures from Obuchi Sasaba, then take in the awesome beauty at Mt. Iwamoto, and then get a dose of the wild on a nature and wildlife tour.

To see more things to do, traveler tips, ratings, and other tourist information, read Fuji tour itinerary planning site .

Traveling by train from Tokyo to Fuji takes 1.5 hours. Alternatively, you can drive. Expect slightly colder weather when traveling from Tokyo in May: highs in Fuji hover around 24°C, while lows dip to 20°C. Finish up your sightseeing early on the 8th (Fri) so you can catch the train to Kyoto.

Things to do in Fuji

Tours Wildlife Outdoors
Highlights from your plan
Obuchi Sasaba ©
Obuchi Sasaba

5
nights
Kyoto

Kyoto ©
The national capital for over a thousand years, Kyoto retains much of the charm of old Japan, boasting numerous temples and shrines that seem completely untouched by the modern world.
Nijo Castle and Kiyomizu-dera Temple will appeal to history buffs. Museum-lovers will appreciate Kyoto International Manga Museum and Hosomi Museum. And it doesn't end there: contemplate the long history of Fushimi Inari-taisha Shrine, take an in-depth tour of Kyoto Museum of Traditional Crafts Fureaikan, don't miss a visit to Arashiyama, and contemplate in the serene atmosphere at Ryoanji Temple.

To find maps, where to stay, other places to visit, and other tourist information, read Kyoto trip maker site .

You can take a train from Fuji to Kyoto in 2.5 hours. Other options are to drive; or do a combination of train and flight. Expect a bit warmer weather when traveling from Fuji in May: highs in Kyoto hover around 29°C, while lows dip to 17°C. Wrap up your sightseeing on the 13th (Wed) to allow time to take a train to Osaka.

Things to do in Kyoto

Historic Sites Museums Shopping
Highlights from your plan
Kinkaku-ji ©
Kinkaku-ji
Fushimi Inari-taisha Shrine ©
Fushimi Inari-taisha Shrine
Kiyomizu-dera Temple ©
Kiyomizu-dera Temple

5
nights
Osaka

Osaka ©
Proud of their hometown's distinct culture and dialect, many natives of Osaka describe their city as "Japan's anti-capital." An antidote to Tokyo's hectic energy, Osaka marches to the beat of its own drum, serving as the country's longtime commercial and industrial hub.
Popular historic sites such as Himeji Castle and Todai-ji Temple are in your itinerary. Get in touch with nature at Nara Park and Mt. Koya. You'll find plenty of places to visit near Osaka: Nara (Todaiji Temple Cultural Center & Kofuku-ji Temple National Treasure Hall) and Hakutsuru Sake Brewery Museum (in Higashinada). And it doesn't end there: take a stroll through Dotonbori, get a taste of the local shopping with Shinsaibashi-suji Shopping Street, get engrossed in the history at Peace Osaka, and see the interesting displays at Jikko Cutlery.

To find reviews, where to stay, other places to visit, and tourist information, read Osaka trip planning site .

Osaka is just a stone's throw from Kyoto. May in Osaka sees daily highs of 29°C and lows of 18°C at night. Wrap up your sightseeing on the 18th (Mon) early enough to travel to Tokyo.

Things to do in Osaka

Historic Sites Theme Parks Museums

Side Trips

Nara, The World Money Box Museum, Hakutsuru Sake Brewery Museum, Himeji Castle, Jikko Cutlery
Highlights from your plan
Himeji Castle ©
Himeji Castle
Dotonbori ©
Dotonbori
Osaka Castle ©
Osaka Castle

3
nights
Tokyo

Tokyo ©
On the 19th (Tue), contemplate in the serene atmosphere at Kōtoku-in, then wander the streets of Yokohama Chinatown, and then take a stroll through Omotesando. Here are some ideas for day two: explore the world behind art at The National Art Center, Tokyo, then engage your brain at National Museum of Emerging Science and Innovation Miraikan, then ponder the world of politics at Imperial Palace, and finally get a taste of the local shopping with Ameya Yokocho (Ameyoko).

To find traveler tips, where to stay, more things to do, and other tourist information, use the Tokyo road trip app .

Take a train from Osaka to Tokyo in 3.5 hours. Alternatively, you can fly; or drive. On the 21st (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Tokyo

Museums Shopping Historic Sites

Side Trips

Yokohama Chinatown, Kōtoku-in
Highlights from your plan
Kōtoku-in ©
Kōtoku-in
Imperial Palace ©
Imperial Palace

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