I have no problem with the Rag & Bone Newburys which have about a 3.5" heel. I think because they have a substantial heel as well as a supportive design. If the shoe has a thin sole and stiletto or narrow heel, I have way more trouble. If the shoe is not wobbly I can generally tolerate heels quite well, much better than most people. Maybe all of that ballet training being "en pointe" was good for something!
I love my mini wedge sandals for summer, they are all day shoes. (1.5" heel) And, my 3" wedge sandals were fine for a long outdoor wedding this past Saturday, save for the fact that they felt quite tight. A half size bigger might have worked better, but I didn't feel like waiting 2 weeks for Amazon to send me an exchange.