19 days in Tokyo, Osaka & Okinawa Prefecture Itinerary

19 days in Tokyo, Osaka & Okinawa Prefecture Itinerary

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Route & dates

19 days in Tokyo, Osaka & Okinawa Prefecture Itinerary

Start: New York City
Fly:  16​h 15​min
1
Tokyo
— 3 nights
train:  4​h
2
Kita
— 2 nights
+2
Fly + train + bus:  6​h
3
Motobu-cho
— 2 nights
Drive:  1​h 15​min
4
Nanjo
— 2 nights
Drive + Fly:  1​h 15​min
5
Ishigaki
— 3 nights
Fly:  45​min
6
Miyakojima
— 4 nights
Fly + bus:  20​h 30​min
End: New York City


Learn more about your trip

3
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.
Your inner history buff will appreciate Hase-dera Temple and Tsurugaoka Hachimangu Shrine. Do some cultural sightseeing at Marunouchi and Omotesando. Explore the numerous day-trip ideas around Tokyo: Kamogawa SeaWorld (in Kamogawa), Umihotaru (in Kisarazu) and Ikspiari (in Urayasu). There's lots more to do: buy something for everyone on your list at TOKYO Solamachi, browse the range of quality goods at Isetan Shinjuku Store, and get your game on at Owl cafe Akiba Fukurou.

For more things to do, ratings, photos, and other tourist information, refer to the Tokyo vacation maker website .

New York City, USA to Tokyo is an approximately 16.5-hour flight. You can also do a combination of flight and train; or do a combination of bus, flight, and train. Due to the time zone difference, you'll lose 14 hours traveling from New York City to Tokyo. When traveling from New York City in December, plan for somewhat warmer days in Tokyo, with highs around 54°F, while nights are about the same with lows around 39°F. Finish your sightseeing early on the 19th (Wed) so you can travel to Kita.

Things to do in Tokyo

Shopping Theme Parks Parks

Side Trips

Kamakura, Umihotaru, Kamogawa Sea World, Ikspiari
Find places to stay Dec 16 — 19:
Highlights from your plan
Omotesando ©
Omotesando
Umihotaru ©
Umihotaru
Tokyo Midtown ©
Tokyo Midtown

2
nights
Kita

Kita ©
A Kita holiday offers a great deal of varied attractions that cater to all kinds of modern urban explorers.
On the 20th (Thu), stop by Tenjimbashisuji Shopping Street, take a stroll through Midosuji Street, then make a trip to Sennichimae Doguyasuji Shopping Street, and finally take a stroll through Minami (Namba). On your second day here, take in the spiritual surroundings of Sumiyoshi Taisha Shrine, browse the different shops at Universal City Walk Osaka, then don't miss a visit to Tempozan Ferris Wheel, and finally browse the different shops at Grand Front Osaka.

For reviews, ratings, photos, and more tourist information, read our Kita itinerary builder app .

The Route module can help you plan travel from Tokyo to Kita. In December, plan for daily highs up to 52°F, and evening lows to 39°F. Wrap up your sightseeing on the 21st (Fri) early enough to travel to Motobu-cho.

Things to do in Kita

Shopping Neighborhoods Historic Sites

Side Trip

Osaka
Find places to stay Dec 19 — 21:
Highlights from your plan
Minami (Namba) ©
Minami (Namba)
Midosuji Street ©
Midosuji Street
Grand Front Osaka ©
Grand Front Osaka

2
nights
Motobu-cho

Motobu-cho ©
Formed by the gradual merging of several old fishing villages, today the island town of Motobu-cho boasts paradisal beaches of white sand, clear waters, and a rich array of wildlife.
Explore hidden gems such as Onna Station Nakayukui Market and Emerald Beach. Explore the numerous day-trip ideas around Motobu-cho: Busena Marine Park (in Nago) and Onna-son (Blue Cave & Scuba & Snorkeling). Next up on the itinerary: contemplate the long history of Nakijin Castle Remains, look for gifts at Yaedake Bakery, meet the residents at Okichan Theater, and make a trip to Okinawa Memorial Park Ocean Expo Park.

To see photos, reviews, and other tourist information, use the Motobu-cho trip app .

Use the Route module to find suitable travel options from Kita to Motobu-cho. Prepare for somewhat warmer weather when traveling from Kita in December: high temperatures in Motobu-cho hover around 69°F and lows are around 56°F. Finish your sightseeing early on the 24th (Mon) to allow enough time to drive to Nanjo.

Things to do in Motobu-cho

Parks Outdoors Wildlife

Side Trips

Onna-son, Busena Marine Park, Nakijin Castle Ruins
Find places to stay Dec 21 — 24:
Highlights from your plan
Emerald Beach ©
Emerald Beach
Busena Marine Park ©
Busena Marine Park
Yaedake Bakery ©
Yaedake Bakery

2
nights
Nanjo

Nanjo ©
With a long Pacific coastline, Nanjo offers fantastic views of the ocean from high cliffs covered with lush greenery, as well as from its long sandy beaches.
On the 25th (Tue), buy something for everyone on your list at Ashibina Outlet Mall, expand your understanding of the military at Former Japanese Navy Underground Headquarters, then contemplate in the serene atmosphere at Naminoue-gu Shrine, and finally step into the grandiose world of Katsuren Castle Ruins. On the 26th (Wed), you'll have a packed day of sightseeing: appreciate the extensive heritage of Okinawa Peace Memorial Park, contemplate the long history of The Tower of Himeyuri, and then buy something for everyone on your list at AEONMALL OKINAWA RYCOM.

To see traveler tips, maps, more things to do, and tourist information, use the Nanjo online trip itinerary planner .

Traveling by car from Motobu-cho to Nanjo takes 1.5 hours. Alternatively, you can do a combination of ferry and taxi. Traveling from Motobu-cho in December, expect somewhat warmer with lows of 62°F in Nanjo. Finish up your sightseeing early on the 26th (Wed) so you can travel to Ishigaki.

Things to do in Nanjo

Shopping Historic Sites

Side Trips

Tomigusuku, Itoman, AEONMALL OKINAWA RYCOM, Katsuren Castle Ruins, Naminoue-gu Shrine
Find places to stay Dec 24 — 26:
Highlights from your plan
AEONMALL OKINAWA RYCOM ©
AEONMALL OKINAWA RYCOM
Okinawa Peace Memorial Park ©
Okinawa Peace Memorial Park
The Tower of Himeyuri ©
The Tower of Himeyuri

3
nights
Ishigaki

Ishigaki, the most populous island in the chain, features the country's southernmost city and acts as a transport hub for exploring the landmasses that surround.
Get some historical perspective at Ishigaki Yaima Village and Cape Hirakubozaki. Head to Yurateiku Market and Nanapito Hompofor some retail therapy. The adventure continues: kick back and relax at Kondoi Beach, Head underground at Ishigaki Island Limestone Cave, stroll through Kaiji Beach, and enjoy breathtaking views from Tamatorizaki Observatory.

For ratings, photos, traveler tips, and more tourist information, refer to the Ishigaki trip itinerary planner .

Getting from Nanjo to Ishigaki by combination of taxi and flight takes about 1.5 hours. Expect a daytime high around 72°F in December, and nighttime lows around 64°F. Finish up your sightseeing early on the 29th (Sat) so you can travel to Miyakojima.

Things to do in Ishigaki

Outdoors Parks Beaches

Side Trip

Taketomi-cho
Find places to stay Dec 26 — 29:
Highlights from your plan
Stand-Up Paddleboarding
Kaiji Beach ©
Kaiji Beach
Ishigaki Yaima Village ©
Ishigaki Yaima Village

4
nights
Miyakojima

Miyakojima ©
A city jurisdiction formed after the merger of several towns in 2005, Miyakojima spans six linked-up islands.
You'll explore the less-touristy side of things at Aragusuku Beach and Kouri Island. There's much more to do: step off the mainland to explore Shimojiiima Island, snap pictures at Kurima Bridge, enjoy the sand and surf at Sunayama Beach, and visit a coastal fixture at Higashi Hennazaki Lighthouse.

To find ratings, where to stay, maps, and more tourist information, refer to the Miyakojima trip planner .

You can fly from Ishigaki to Miyakojima in an hour. In December, daytime highs in Miyakojima are 71°F, while nighttime lows are 64°F. Cap off your sightseeing on the 2nd (Wed) early enough to travel back home.

Things to do in Miyakojima

Parks Outdoors Beaches
Find places to stay Dec 29 — Jan 2:
Highlights from your plan
Higashi Hennazaki Lighthouse ©
Higashi Hennazaki Lighthouse
Toguchi no Hama
Toguchi no Hama
Hora Gyoko no Hama Beach ©
Hora Gyoko no Hama Beach

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