Best Places to See While on a Look-See Trip to Japan (Plus, Itineraries)
Summary: If you're thinking about relocating to Japan but haven't decided on a particular city or town yet, taking a discovery trip to explore several sought-after expat locales can offer valuable perspectives. Check out these recommended destinations for your exploratory journey in Japan.
Embarking on a Look-See Trip is a crucial step when considering a move to Japan. It allows you to immerse yourself in the culture, explore different regions, and gain firsthand experience of what living in the country might be like. This trip can help you make informed decisions about where to live, work, or retire, tailoring your choices to your personal preferences and needs.
Recommended Itineraries
For a 10-day trip, consider starting in Tokyo, then moving to Kyoto, and ending in Osaka. For a 20-day trip, expand your itinerary to include Hokkaido, Chubu, and Okinawa regions. This will give you a comprehensive overview of Japan's diverse landscapes and lifestyles.
Tokyo
Tokyo, the capital of Japan, is a bustling metropolis with a population of over 13 million. It offers a unique blend of traditional and modern living, with high-tech innovations and historic sites coexisting side by side. Expats and digital nomads appreciate the city's robust infrastructure, numerous job opportunities, and vibrant nightlife. The is relatively high, but the city's efficiency and conveniences make it a popular choice.
Travel Tip: Visit the world-renowned Tsukiji Fish Market for fresh sushi and a lively atmosphere.
Kyoto
Kyoto, once the capital of Japan, is rich in history and culture. With a population of around 1.5 million, it is smaller than Tokyo but equally captivating. The city is known for its numerous temples, gardens, and traditional wooden houses. Expats enjoy the city's cultural depth, while digital nomads appreciate its growing tech scene. The cost of living is moderate compared to Tokyo.
Travel Tip: Explore the stunning Fushimi Inari Shrine and its famous torii gate pathways.
Osaka
Osaka is a bustling commercial city with a population of around 2.7 million. Known for its vibrant food scene and friendly locals, it offers a more laid-back atmosphere than Tokyo. Expats appreciate the city's affordability and convenience, while digital nomads enjoy its burgeoning startup scene. The cost of living is lower compared to Tokyo and Kyoto.
Travel Tip: Try Okonomiyaki, a savory pancake, at the famous Okonomiyaki Mizuno restaurant.
Hokkaido Region (Sapporo, Niseko)
Hokkaido, the northernmost of Japan's main islands, offers a distinct lifestyle with its snowy landscapes and outdoor activities. Sapporo, the capital, is known for its beer and annual snow festival. Niseko is a popular ski resort town. Expats and digital nomads enjoy the region's high quality of life, natural beauty, and lower cost of living compared to major cities.
Travel Tip: Visit the Sapporo Beer Museum to learn about the history of beer in Japan.
Chubu Region (Nagoya, Shirakawa-go)
The Chubu region, located in central Japan, offers a mix of urban and rural lifestyles. Nagoya is the region's largest city, known for its automotive industry and museums. Shirakawa-go is a remote mountain village famous for its traditional gassho-zukuri farmhouses. The region offers a moderate cost of living and a slower pace of life.
Travel Tip: Explore the historic villages of Shirakawa-go, a UNESCO World Heritage site.
Okinawa Region (Naha, Ishigaki)
Okinawa, a tropical island chain, offers a subtropical climate and a unique culture. Naha is the region's capital, while Ishigaki is a popular resort island. Expats and digital nomads enjoy the region's beautiful beaches, relaxed lifestyle, and lower cost of living. The region is ideal for those seeking a beachside lifestyle.
Travel Tip: Visit the stunning beaches of Ishigaki Island for sun, sand, and water activities.
About the Author
Betsy Burlingame is the Founder and President of Expat Exchange and is one of the Founders of Digital Nomad Exchange. She launched Expat Exchange in 1997 as her Master's thesis project at NYU. Prior to Expat Exchange, Betsy worked at AT&T in International
and Mass Market Marketing. She graduated from Ohio Wesleyan University
with a BA in International Business and German.
Some of Betsy's articles include 12 Best Places to Live in Portugal, 7 Best Places to Live in Panama and 12 Things to Know Before Moving to the Dominican Republic. Betsy loves to travel and spend time with her family. Connect with Betsy on LinkedIn.
Additional Information:
- Japan Guide
- Healthcare & Health Insurance in Japan
- Members Talk about Healthcare & Health Insurance in Japan
- Best Places to Live in Japan
- Real Estate in Japan
- Guide to Real Estate in Japan
- Pros & Cons of Living in Japan
- Cost of Living in Japan
- Getting a Driver's License in Japan
- 15 Best Places to Live in Japan
- Understanding the Health System in Japan
- Guide to Residency in Japan
- 2026 Guide to Living in Japan
- Pros and Cons of Living in Japan 2026
- 2026 Guide to Moving to Japan


