Medicare Open Enrollment 2025: What Charleston and Virginia Retirees Need to Know

TL;DR: Medicare Open Enrollment runs from October 15 to December 7, 2025, offering your annual opportunity to review and change your Medicare coverage. Understanding your options now can help you avoid costly mistakes and ensure optimal healthcare coverage for 2026.

As autumn arrives in Charleston and Virginia, retirees across our communities face an important annual decision: Medicare Open Enrollment. This seven-week window presents both opportunity and complexity, as millions of Medicare beneficiaries evaluate their healthcare coverage options for the coming year. At Partners in Financial Planning, we consistently find that while most clients understand the importance of this period, many feel overwhelmed by the choices and potential financial implications.

The decisions you make during Open Enrollment don’t just affect your healthcare—they directly impact your retirement budget, potentially influencing everything from monthly premiums to out-of-pocket maximums that could affect your long-term financial security.

Understanding the Open Enrollment Timeline

Medicare’s Open Enrollment Period runs from October 15 through December 7, 2025, with changes taking effect January 1, 2026. During this window, you can:

  • Switch from Original Medicare to a Medicare Advantage plan, or vice versa
  • Change from one Medicare Advantage plan to another
  • Add, drop, or switch Medicare Part D prescription drug coverage
  • Add or drop Medicare Supplement Insurance (Medigap) in certain circumstances

Missing this deadline generally means you’ll need to wait until the following year’s Open Enrollment, potentially leaving you with suboptimal coverage and unexpected costs throughout 2026.

Key Changes for 2025 Medicare Coverage

Several significant updates will affect Medicare beneficiaries in 2026:

Premium Adjustments: Medicare Part B premiums are projected to increase modestly for 2026, with the standard monthly premium expected to rise from 2025 levels. However, specific amounts won’t be finalized until late October.

Out-of-Pocket Limits: Medicare Advantage plans will maintain their annual out-of-pocket maximum limits, but individual plan limits may vary. Original Medicare continues to have no annual out-of-pocket limit, making Medigap coverage particularly valuable for comprehensive financial protection.

Prescription Drug Benefits: The Medicare Part D “donut hole” coverage gap continues to close, with beneficiaries paying no more than 25% of costs for brand-name drugs during the coverage gap phase.

Expanded Telehealth Options: Many plans are enhancing telehealth benefits, reflecting lessons learned during the pandemic and ongoing technology adoption in healthcare delivery.

For our Charleston clients, it’s worth noting that South Carolina generally offers robust Medicare Advantage plan availability, often with competitive premiums and benefits. Virginia residents, particularly those in the Roanoke Valley near our Salem office, also benefit from strong plan competition and options.

Evaluating Your Current Coverage

Before exploring new options, conduct a thorough review of your existing coverage performance:

Healthcare Utilization Review: Examine your 2025 medical expenses, including doctor visits, specialists, medications, and any procedures. This analysis provides crucial data for comparing plan options and predicting 2026 costs.

Provider Network Assessment: Verify that your preferred doctors, specialists, and hospitals will remain in-network for your current plan in 2026. Provider networks can change annually, potentially disrupting established healthcare relationships.

Prescription Drug Analysis: Review your current medications against each plan’s formulary (approved drug list). Even small changes in drug coverage or tier placement can significantly impact your annual prescription costs.

Geographic Considerations: If you split time between multiple locations—common among our clients who winter in Charleston or maintain homes in both Virginia and South Carolina—ensure your coverage works effectively in all areas you frequent.

Medicare Advantage vs. Original Medicare: The Fundamental Choice

This decision forms the foundation of your Medicare strategy and significantly impacts your healthcare experience and costs:

Medicare Advantage Plans function like private insurance, providing all Medicare benefits through a single plan. They often include additional benefits like dental, vision, or wellness programs, and typically feature annual out-of-pocket maximums for financial protection. However, you’ll generally need to use the plan’s provider network and may need referrals for specialist care.

Original Medicare (Parts A and B) provides broad provider flexibility—you can see any Medicare-accepting doctor or specialist nationwide without referrals. However, it lacks annual out-of-pocket limits and requires separate Part D prescription drug coverage. Many beneficiaries add Medigap policies to help cover gaps in Original Medicare coverage.

At Partners in Financial Planning, we help clients analyze this choice within their broader financial plan, considering factors like travel habits, existing healthcare relationships, and overall risk tolerance for medical expenses.

Prescription Drug Coverage Considerations

Whether through a standalone Part D plan (with Original Medicare) or integrated coverage (with Medicare Advantage), prescription drug benefits deserve careful attention:

Formulary Changes: Plans can modify their approved drug lists annually. If you take expensive medications, verify they’ll remain covered and at what tier level, as this directly affects your costs.

Pharmacy Networks: Preferred pharmacy networks can impact your medication costs significantly. Some plans offer lower copays at specific pharmacies or through mail-order services.

Coverage Phases: Understanding how Part D coverage phases work—deductible, initial coverage, coverage gap, and catastrophic coverage—helps you predict annual prescription costs and budget accordingly.

Special Considerations for Charleston and Virginia Residents

Regional Plan Availability: Both South Carolina and Virginia typically offer strong Medicare plan competition, but specific options vary by county. Charleston County residents often have access to different plans than those available in the Lowcountry’s more rural areas. Similarly, Virginia’s urban areas may offer different choices than rural regions.

State-Specific Resources: South Carolina’s State Health Insurance Assistance Program (SHIP) provides free, unbiased Medicare counseling. Virginia offers similar services through its State Health Insurance Counseling and Assistance Program (VICAP). These resources can provide valuable local guidance during your decision-making process.

Provider Network Considerations: Both regions feature major health systems—MUSC Health and Roper St. Francis in Charleston, Carilion Clinic in Virginia—that may have varying relationships with different Medicare plans. Understanding these relationships helps ensure continued access to your preferred providers.

Financial Impact on Your Retirement Plan

Medicare decisions extend far beyond healthcare—they directly affect your retirement financial security:

Budget Predictability: Medicare Advantage plans with annual out-of-pocket maximums can provide more predictable healthcare budgeting, while Original Medicare plus Medigap offers different cost structures that may better suit certain financial situations.

Tax Considerations: While Medicare premiums aren’t deductible for most retirees, medical expenses that exceed certain thresholds may qualify for tax deductions. Your Medicare choice can influence these calculations.

Long-Term Care Planning: Neither Medicare Advantage nor Original Medicare provides comprehensive long-term care coverage. Understanding these limitations is crucial for comprehensive retirement planning.

As fee-only financial advisors, we help clients integrate Medicare decisions into their broader retirement income strategies, ensuring healthcare costs don’t undermine other financial goals.

Red Flags to Avoid During Open Enrollment

High-Pressure Sales Tactics: Be wary of unsolicited phone calls, door-to-door sales, or pressure to “sign today.” Legitimate Medicare plan marketing follows strict federal guidelines and should never pressure immediate decisions.

Too-Good-to-Be-True Benefits: Plans advertising “free” everything or benefits that seem excessive compared to others may have hidden limitations or network restrictions that could prove costly.

Ignoring Total Annual Costs: Focus on total projected annual costs—including premiums, deductibles, copays, and coinsurance—rather than just monthly premiums. A plan with a low premium but high cost-sharing could be more expensive overall.

Making Your Decision

Effective Medicare Open Enrollment requires systematic analysis:

  1. Gather Your Information: Collect current plan documents, medication lists, preferred provider information, and recent healthcare utilization data.
  2. Use Official Resources: Medicare.gov’s Plan Finder tool allows objective comparisons of all available plans in your area, including costs and coverage details.
  3. Calculate Total Costs: For each plan you’re considering, estimate total annual costs based on your expected healthcare utilization.
  4. Consider Future Needs: While you can’t predict all future healthcare needs, consider trends in your health and any planned procedures or treatments.
  5. Verify Provider Networks: Confirm that your preferred doctors and hospitals will remain available under any new plan you’re considering.

The Bottom Line: Open Enrollment as Financial Planning

Medicare Open Enrollment represents more than healthcare decision-making—it’s an integral component of retirement financial planning. The choices you make affect not just your medical care, but your monthly budget, annual healthcare expenses, and long-term financial security.

As your retirement evolves and your health needs change, your Medicare strategy should evolve accordingly. What worked in your first years of Medicare eligibility may not be optimal as you age or as your circumstances change.

If you’re feeling overwhelmed by Medicare options or want to ensure your healthcare coverage aligns with your broader financial plan, we welcome the opportunity to help you navigate these important decisions within the context of your overall retirement strategy.


Frequently Asked Questions

Q: What happens if I miss the Medicare Open Enrollment deadline?

A: If you miss the December 7 deadline, you’ll generally need to wait until the next Open Enrollment period to make changes, unless you qualify for a Special Enrollment Period due to circumstances like moving or losing other coverage. Missing enrollment could leave you with suboptimal coverage and potentially higher costs throughout the following year.

Q: Should I switch to a Medicare Advantage plan if it offers lower premiums than my current coverage?

A: Lower premiums don’t always mean lower total costs. Medicare Advantage plans may have different deductibles, copays, and network restrictions that could result in higher overall expenses despite lower monthly premiums. It’s essential to compare total projected annual costs based on your expected healthcare utilization, not just monthly premiums.

Q: How do I know if my current Medicare plan is still the best choice for me?

A: Review your plan’s performance over the past year, including total costs, provider access, and satisfaction with coverage. Check if your doctors and medications remain in-network and covered for 2026, and compare your current plan against new options using Medicare.gov’s Plan Finder tool. Even if you’ve been satisfied with your current plan, annual reviews ensure you’re not missing better options or coverage improvements.


Ready to discuss how your Medicare decisions fit into your comprehensive retirement plan? Partners in Financial Planning provides fee-only financial planning services to help you make informed healthcare and financial decisions. Schedule a consultation to explore how we can help you optimize both your Medicare coverage and your overall retirement strategy.

About Us

Partners in Financial Planning provides tax-focused, comprehensive, fee-only financial planning and investment management services. With locations in Salem, Virginia and Charleston, South Carolina, our team is well-equipped to serve clients both locally and nationally with over 100 years of combined experience and knowledge in financial services.

To learn more, visit https://partnersinfinancialplanning.com