As I have become older it seems that I wear "sneakers" less and less. I definitely don't wear them to the office, and I don't wear them shopping. I wear them to the gym and for walking but that is about it.
If you need a good rule-of-thumb as to when you want to wear sneakers, here is one: Don't.
When I wear sneakers they are very purposeful sneakers. I have ones for walking and working out and a dirty pair for hiking or yard work.
I don't have sneakers of this variety. I will never have them and I don't recommend that you do.