There are many advantages and disadvantages of a life on on the road, also known as a 'Nomadic Lifestyle'
Advantages:
You can become more independent, learn to life on your own, adapt to changing places and circumstance and generally gain more knowledge about the world we live in.
Making new friends, in new places can be a life changing experience. While a normal person has a limited focus on staying at one place for extended periods of time, a person who is 'nomad' has the advantage to continuously grow and learn.
Disadvantage:
Nomadic lifestyles can have several disadvantages. For one, it can extremely stressful and can result in long-periods of loneliness in a new place. There can be anxiety of not knowing a new place and even safety issues that might arise.
Financially issues might also arise since it is difficult to maintain a high-income job/business when you keep on moving around.