Health insurance & Medicare · Boston, MA (Suffolk County)
Medicare Advantage, Supplement & Part D Plans in Boston, Massachusetts
13.1% of Boston residents are 65 or older, about 87,000 people, below the U.S. average of 17.7%; that is the 3rd-lowest share of residents 65 and older of the 7 Northeast U.S. communities on this site. Side-by-side help with Medicare Advantage, Medicare Supplement (Medigap) and Part D prescription drug plans, whether you are turning 65, retiring from an employer plan, or reviewing your plan during the Annual Enrollment Period. Olive, a licensed agent with Manna Financial Services, helps Boston, MA households compare Medicare plans by phone or video, and the first conversation is free.
What matters for Medicare plans in Boston
Boston is younger than U.S. overall (median age 33.4). Whether you are turning 65 yourself or helping a parent, the seven-month Initial Enrollment Period around the 65th birthday is the window to plan for.
Boston by the numbers
- 13.1% of Boston residents are 65 or older, about 87,000 people, below the U.S. average of 17.7%; that is the 3rd-lowest share of residents 65 and older of the 7 Northeast U.S. communities on this site.
- 2.3% of adults in Boston are veterans, below the U.S. share of 6.1%.
- About 67,700 Boston residents are between 55 and 64, the group that will reach Medicare age over the next ten years.
- 11.5% of Boston workers have government jobs, below the U.S. share of 14.1%.
Boston and nearby communities
| Place | 65 or older | Median age | Veterans |
|---|---|---|---|
| Boston | 13.1% | 33.4 | 2.3% |
| New York | 16.5% | 37.9 | 2.0% |
| Philadelphia | 14.9% | 35.3 | 3.9% |
| Baltimore | 15.4% | 36.1 | 5.1% |
| U.S. | 17.7% | 39.1 | 6.1% |
Sources: U.S. Census Bureau, American Community Survey 2019–2023 5-year estimates.
How we help with Medicare plans
- Turning 65: timing for Parts A, B and D to avoid late-enrollment penalties
- Medicare Advantage vs Medicare Supplement, explained side by side
- Prescription check against each plan's drug list
- Annual review during the October 15 to December 7 enrollment period
Rules that apply in Massachusetts
- Your Initial Enrollment Period is the seven months around your 65th birthday: three months before, your birthday month and three months after.
- The Medicare Annual Enrollment Period runs October 15 to December 7 for coverage that starts January 1.
- Medicare Supplement open enrollment lasts six months, starting the month you are 65 or older and enrolled in Part B. During it, insurers cannot turn you down for health reasons.
- For free, unbiased counseling, residents can contact their local State Health Insurance Assistance Program (SHIP) or call 1-800-MEDICARE.
We do not offer every plan available in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Program (SHIP) to get information on all of your options.
Manna Financial Services is not connected with or endorsed by the U.S. government or the federal Medicare program.
Questions from Boston
When can I change my Medicare plan?
During the Annual Enrollment Period, October 15 to December 7, for coverage starting January 1. If you are in a Medicare Advantage plan, the Medicare Advantage Open Enrollment Period from January 1 to March 31 allows one change. Some life events create Special Enrollment Periods.
Do I need to visit an office in Boston?
No. Olive works with Boston and Suffolk County households by phone or video, so you can compare options from home. Most applications and signatures can be completed online.
Medicare Advantage, Supplement & Part D Plans near Boston
Talk with Olive about Medicare plans.
Free, no obligation, by phone or video. Or call or text (937) 388-5346.