Sign up for Medicare in Williamsburg, FL
Local licensed agents in Orange County are available to assist you if you need help comparing plans or registering for Medicare insurance.
Original Medicare
Original Medicare (Part A) covers most medically necessary services.
Medicare Supplement
Medigap plans provide additional insurance for out of pocket costs.
Medicare Advantage
A bundled alternative to Original Medicare for your health and drug coverage.
Not sure what Medicare plan is right for you?
Williamsburg, FL Medicare Supplement Insurance Plan Comparison
First, decide between Traditional Medicare (which covers Parts A and B) and a private insurance's Medicare Advantage (known as Part C). If you go with Traditional Medicare, you'll probably also need a Medigap insurance to cover extra costs and a Part D plan for prescription drugs.
Medicare Advantage Plans: Age 65, Zipcode 32821, Non-smoker*
| Plan Type | Number of Plans Available | Average Monthly Premium | Lowest Monthly Premium | Highest Monthly Premium | Carriers |
|---|---|---|---|---|---|
| $0 OOP Medicare Advantage Plans | 119 | $0.00 | $0.00 | $0.00 | Simply Healthcare Plans, Inc., Aetna Medicare, Optimum HealthCare, Inc. |
| Paid Medicare Advantage Plans | 14 | $95.68 | $21.10 | $212.20 | Aetna Medicare, UnitedHealthcare, Humana |
*Plan data last updated on 1/15/2026
Most Popular Medigap Plans: Female, Age 65, Zipcode 32821, Non-smoker*
| Plan Type | Number of Plans Available | Average Monthly Premium | Lowest Monthly Premium | Highest Monthly Premium | Carriers |
|---|---|---|---|---|---|
| Plan F | 27 | $270.97 | $215.82 | $411.90 | SilverScript, Insurance Company of North America, State Farm, and 24 others |
| Plan G | 27 | $225.90 | $187.22 | $283.27 | SilverScript, Insurance Company of North America, State Farm, and 24 others |
| Plan N | 26 | $176.29 | $130.95 | $228.47 | SilverScript, Insurance Company of North America, State Farm, and 23 others |
*Plan data last updated on 1/15/2026
Most Popular Medigap Plans: Male, Age 65, Zipcode 32821, Non-smoker*
| Plan Type | Number of Plans Available | Average Monthly Premium | Lowest Monthly Premium | Highest Monthly Premium | Carriers |
|---|---|---|---|---|---|
| Plan F | 27 | $296.19 | $237.00 | $473.68 | SilverScript, Insurance Company of North America, State Farm, and 24 others |
| Plan G | 27 | $247.66 | $207.81 | $325.76 | SilverScript, Insurance Company of North America, State Farm, and 24 others |
| Plan N | 26 | $192.88 | $150.69 | $255.22 | SilverScript, Insurance Company of North America, State Farm, and 23 others |
*Plan data last updated on 1/15/2026
Disclaimer: The information provided in these tables is for general informational purposes only. We make no guarantees about the accuracy, completeness, or reliability of the data. Please consult with a professional advisor or insurance provider for precise and up-to-date information.
Need help? Speak to a licensed Medicare insurance agent in Williamsburg today

Timothy Barker
Licensed Medicare Agent
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Williamsburg, FL Medicare Resource Center
Williamsburg Medicare Information
If you're looking to sign up for Medicare in Williamsburg, FL, MedicareSignups.com can guide you through the process effortlessly. Besides providing general Medicare information, the website offers a plan comparison tool that helps you review plan options specific to your area, ensuring you make an informed decision. It's important to remember that while Medicare is a national program, available plan choices vary locally, sometimes differing right down to the zip code. Fun fact: Williamsburg is located near the world-famous theme parks of Orlando, offering its residents the best of both tranquil suburban living and easy access to thrilling attractions. Whether you're turning 65 or are already a Medicare beneficiary, visit MedicareSignups.com for a seamless enrollment experience.
Enroll in a Williamsburg Florida Medicare Plan. Compare Plans »
Williamsburg, FL Local Medicare Offices
Florida Official State Health Insurance Assistant Program
Florida's official state SHIP program is the Serving Health Insurance Needs of Elders (SHINE). The SHINE (Serving Health Insurance Needs of Elders) Program provides health insurance information and free, unbiased, and confidential counseling assistance to Medicare beneficiaries, their families, and caregivers.





