When comparing Tokyo vs Milan, the Slant community recommends Tokyo for most people. In the question“Where are the best places to live in terms of cultural value?” Tokyo is ranked 1st while Milan is ranked 3rd. The most important reason people chose Tokyo is:
Trains are on time to the minute, and delays of more than a minute are rare and frowned upon by the transportation agency, the news, and the public. Trains will take you literally anywhere and everywhere in Tokyo and all of Japan.
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Pros
Pro Nearly flawless transportation system
Trains are on time to the minute, and delays of more than a minute are rare and frowned upon by the transportation agency, the news, and the public. Trains will take you literally anywhere and everywhere in Tokyo and all of Japan.
Pro Diverse, affordable, and consistently quality restaurants
Everyone in Tokyo is a foodie. The high demands of consumers have created one of the most competitive restaurant scenes in the world.
Pro Clean
Rarely is there trash on the streets. Any party overflows are cleaned up overnight.
Pro Extremely colorful cultural life
One of the most important centers during the Renaissance and one-time capital of the Roman Empire before that, Milan has always been an important cultural hub. Because of this it's a city rich in architecture, museums and history.
Nowadays it's famous for being an important center of fashion and design, the Milan design week is the largest of its kind in the world. Also famous for the prestigious "La Scala" opera house and home to two of the biggest European Football Clubs.
So wherever your interests may lie (history, architecture, design, fashion, music, sports), you can most likely find it in Milan.
Cons
Con Occasional earthquakes
Tokyo, like the rest of Japan, lies on the Ring of Fire and is prone to fairly regular earthquakes. Most are small, but once in a while, residents do get shaken up by a slightly larger one. Most of the buildings are built to withstand earthquakes up to a magnitude 8.
Con Peak-hour trains are crammed
Rush hour trains are extremely, extremely crammed. You will likely not need to hold on to anything, because everything will be squeezed in.