When you report your social security income you also are reporting your Medicare premiums which automatically are included in your itemized medical expenses on Sch A if you itemize. You can then add your supplemental insurance premiums when you work on your itemized deductions. You can only deduct an amount of medical expenses greater than 7.5 percent of your AGI.
Yes, Medicare Part B premiums are a deductible health insurance premium.
Medicare Part A premiums aren't deductible if you're covered under Social Security or if you're a government employee who paid Medicare tax.
Yes, premiums for supplemental medical insurance, Part C (Medicare Advantage), and Part D (voluntary prescription drug insurance)—are deductible.