1. My parents left me enough money to be sitting pretty for the rest of my life.2. In the palace you did not have to worry about food, clothing or a place to sleep. Now that you have been kicked out of the palace, you will have to make your own living.
 sitting pretty not have to worry about food一輩子不愁吃穿 = sitting pretty for the rest of one's life
The canoe was swingig from side to side during the storm.