Stop in for a cup of coffee

Ok...a question for you old heads...retired ones. I need to do some body work and was going to do it before I retire. A knee....carpel tunnel...and a hernia. I have good insurance here but not the best. I still have to pay a good sized deductible. If I ge Medicare and a supplemental insurance will it be cheaper coming out of my pocket to retire or do it now?
How old are you now?