21 days in Japan & Singapore Itinerary

Created using Inspirock Asia trip builder
Make it your trip
1
Singapore, Singapore
— 3 nights
Fly
2
Ishigaki, Japan
— 1 night
Ferry
3
Iriomote-jima, Japan
— 2 nights
Ferry to 石垣港離島ターミナル, Fly to Miyakojima
4
Miyakojima, Japan
— 2 nights
Fly to Okinawa, Bus to Onna-son
5
Onna-son, Japan
— 2 nights
Bus to Okinawa, Fly to Yakushima-cho
6
Yakushima-cho, Japan
— 2 nights
Fly
7
Kyoto, Japan
— 2 nights
Drive
8
Takayama, Japan
— 2 nights
Fly
9
Tokyo, Japan
— 3 nights

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Singapore, Singapore — 3 nights

Lion City

A Singapore vacation reveals the many charms of a leading city-state and regional hub of culture, retail, and tourism.
Let the collections at Battlebox and National Museum of Singapore capture your imagination. Your inner history buff will appreciate The Helix Bridge and Sentosa Boardwalk. There's still lots to do: look for all kinds of wild species at MacRitchie Nature Trail, hunt for treasures at Maxwell Food Centre, take a stroll through Chinatown, and browse the different shops at Raffles City.

Make your Singapore itinerary with Inspirock to find out what to see and where to go.

If you are flying in from United States, the closest major aiport is Singapore Changi Airport. In May in Singapore, expect temperatures between 91°F during the day and 79°F at night. Wrap up your sightseeing on the 25th (Thu) to allow time to fly to Ishigaki.
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Side Trip
Find places to stay May 22 — 25:

Ishigaki, Japan — 1 night

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.
On the 26th (Fri), stop by Yurateiku Market, get engrossed in the history at Memorial Hall of Yoko Gushiken, and then appreciate the extensive heritage of Island Countryside Settlement. Keep things going the next day: take in the awesome beauty at Nosoko Mape, enjoy the sand and surf at Akashi Beach, and then get outside with Sunset Beach.

For reviews, where to stay, photos, and more tourist information, you can read our Ishigaki tour itinerary maker.

Getting from Singapore to Ishigaki by flight takes about 10.5 hours. You'll lose 1 hour traveling from Singapore to Ishigaki due to the time zone difference. When traveling from Singapore in May, plan for a bit cooler days and about the same nights in Ishigaki: temperatures range from 84°F by day to 75°F at night. Cap off your sightseeing on the 27th (Sat) early enough to catch the ferry to Iriomote-jima.
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Parks · Beaches · Outdoors · Nature
Side Trip
Find places to stay May 26 — 27:

Iriomote-jima, Japan — 2 nights

Taketomicho Iriomote-Jima stands as the second largest island in Okinawa.
Start off your visit on the 28th (Sun): admire the sheer force of Nara no Taki Falls, then kick back and relax at Ida no Hama Beach, and then admire the sheer force of Mizuochi Falls. Here are some ideas for day two: get interesting insight from Iriomotejima Kaigetsu, then steep yourself in history at Wasurenaishi, and then step off the mainland to explore Iriomote Island.

Plan a trip to Iriomote-jima easily and quickly by telling Inspirock to suggest an itinerary.

Getting from Ishigaki to Iriomote-jima by ferry takes about 1.5 hours. May in Iriomote-jima sees daily highs of 84°F and lows of 75°F at night. Cap off your sightseeing on the 29th (Mon) early enough to travel to Miyakojima.
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Parks · Nature · Outdoors · Tours
Find places to stay May 27 — 29:

Miyakojima, Japan — 2 nights

A city jurisdiction formed after the merger of several towns in 2005, Miyakojima spans six linked-up islands.
On the 30th (Tue), stroll the grounds of Nakasone Toyumya Tomb, look for all kinds of wild species at Yabiji, then get outside with Sunayama Beach, and finally get outside with Nakanoshima Beach. Here are some ideas for day two: kick back and relax at Nagamahama Beach Coast, enjoy the sand and surf at Tomori Imugya Beach, and then add some adventure to your tour with a kayaking and canoeing tour.

To see traveler tips, where to stay, photos, and other tourist information, go to the Miyakojima online attractions planner.

Getting from Iriomote-jima to Miyakojima by combination of ferry and flight takes about 4 hours. In May in Miyakojima, expect temperatures between 82°F during the day and 74°F at night. Finish your sightseeing early on the 31st (Wed) so you can travel to Onna-son.
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Outdoors · Parks · Beaches · Tours
Find places to stay May 29 — 31:

Onna-son, Japan — 2 nights

Located on the coast in the middle of the island, Onna-son has become known for its beaches and seaside economy.
Start off your visit on the 1st (Thu): get outside with Diamond Beach, enjoy the sand and surf at Tiger Beach, and then find your balance on the water with some of the best stand-up paddleboarding in the area. On the 2nd (Fri), you'll have a packed day of sightseeing: hunt for treasures at Umanchu Market and then stroll around Toyosaki Kaihin Koen.

For ratings, where to stay, reviews, and tourist information, refer to the Onna-son road trip planner.

Getting from Miyakojima to Onna-son by combination of flight and bus takes about 4 hours. Traveling from Miyakojima in May, expect a bit cooler with lows of 69°F in Onna-son. Finish your sightseeing early on the 2nd (Fri) to allow enough time to travel to Yakushima-cho.
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Outdoors · Parks · Beaches · Tours
Side Trips
Find places to stay May 31 — Jun 2:

Yakushima-cho, Japan — 2 nights

A popular destination for Japanese tourists, Kumage-gun Yakushima-cho is a true paradise for nature lovers, with over 1,900 species and subspecies of plants.
On the 3rd (Sat), explore the striking landscape of Yakusugi Land. On the next day, see the interesting displays at The Yakushima World Heritage Conservation Center and then see some colorful creatures with a scuba or snorkeling tour.

To see photos, maps, other places to visit, and other tourist information, read Yakushima-cho trip planner.

Traveling by combination of bus and flight from Onna-son to Yakushima-cho takes 7.5 hours. Alternatively, you can do a combination of bus, flight, and ferry; or do a combination of car and ferry. Traveling from Onna-son in June, things will get little chillier in Yakushima-cho: highs are around 79°F and lows about 69°F. Cap off your sightseeing on the 4th (Sun) early enough to catch the flight to Kyoto.
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Outdoors · Wildlife · Trails · Nature
Find places to stay Jun 2 — 4:
Highlights from your trip

Kyoto, Japan — 2 nights

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.
Start off your visit on the 5th (Mon): take in the spiritual surroundings of Kennin-ji Temple, steep yourself in history at Sanjusangendo Temple, and then take in the spiritual surroundings of Kiyomizu-dera Temple. On the 6th (Tue), you'll have a packed day of sightseeing: contemplate in the serene atmosphere at Higashi Hongan-ji Temple, then step into the grandiose world of Nijo Castle, then indulge in some personalized pampering at some of the best spas, and finally stop by Ippodo Tea Kyoto.

To see ratings, other places to visit, more things to do, and tourist information, go to the Kyoto holiday maker.

Traveling by flight from Yakushima-cho to Kyoto takes 3.5 hours. Alternatively, you can do a combination of ferry and train; or do a combination of ferry, bus, and train. In June, daily temperatures in Kyoto can reach 81°F, while at night they dip to 67°F. Wrap up your sightseeing on the 6th (Tue) early enough to drive to Takayama.
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Find places to stay Jun 4 — 6:

Takayama, Japan — 2 nights

Hidden high up in the Japanese Alps, Takayama remained largely cut off from the rest of Japan for centuries, allowing the local culture to grow in relative isolation.
Kick off your visit on the 7th (Wed): appreciate the extensive heritage of The Historic Villages of Shirakawa-go Gassho Style Houses, contemplate the long history of Kanda house, and then wander the streets of Ogimachi. Get ready for a full day of sightseeing on the 8th (Thu): see the interesting displays at Hikaru Museum, then contemplate the long history of Takayama Jinya, then indulge your thirst for a good beer at Harada Sake Brewery, and finally see the interesting displays at Takayama Showa Museum.

To see ratings, traveler tips, other places to visit, and more tourist information, refer to the Takayama trip planner.

You can drive from Kyoto to Takayama in 3.5 hours. Other options are to take a train; or take a bus. Expect a daytime high around 78°F in June, and nighttime lows around 66°F. Finish your sightseeing early on the 8th (Thu) so you can fly to Tokyo.
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Historic Sites · Museums · Neighborhoods · Shopping
Side Trip
Find places to stay Jun 6 — 8:

Tokyo, Japan — 3 nights

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.
Get some cultural insight at Nezu Shrine and Asakusa Shrine. Explore hidden gems such as Waho-An NATURE Tokyo and National Museum of Western Art. There's still lots to do: get engrossed in the history at Kanda Myojin, admire the masterpieces at The National Art Center, Tokyo, wander the streets of Shimokitazawa, and stop by Ginza Itoya Hontren.

To find photos, where to stay, reviews, and other tourist information, you can read our Tokyo vacation planning website.

Fly from Takayama to Tokyo in 2.5 hours. Alternatively, you can drive; or take a train. In June, plan for daily highs up to 79°F, and evening lows to 67°F.
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Find places to stay Jun 8 — 11:

Japan travel guide

4.3
Land of the Rising Sun
Part of a volcanic archipelago that encompasses over 6,800 islands, Japan remains one of Asia's most fascinating tourist destinations, where a blend of modernity and tradition creates a look and feel completely different from any other place in the world. A tour of Japan lets you discover big cities filled with ancient temples and innovative skyscrapers, as well as quiet country landscapes dotted with castles, perfectly manicured gardens, cherry orchards, and primeval forests seemingly untouched by the hand of mass tourism. Many tourists on vacation in Japan devote lots of time to the country's unique cuisine, prepared with painstaking attention to detail and a genius for simple yet effective presentation.
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