Not a government website. We are not affiliated with, endorsed by, or connected to the Centers for Medicare & Medicaid Services (CMS), Medicare, or any government agency.

We do not offer every plan available in your area. Currently we represent 7 organizations which offer 60 products 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.

Free Medicare Supplement Quotes — Florida

Get a Free Medicare Supplement Quote in Florida

Compare Medigap rates from multiple top-rated carriers side by side — in minutes, with no obligation. An independent broker and licensed insurance agent since 1998 does the shopping for you.

Independent broker · No cost to you · Licensed insurance agent since 1998 · FL License #W690237

No automated systems. No call centers. You speak directly with William.

6 reasons to compare quotes before you enroll

  • Same coverage, different prices

    Plan G is Plan G — every carrier must offer identical benefits. The only difference is the premium. Comparing carriers is the only way to find the lowest rate.

  • Rates vary more than you think

    Two seniors with identical health profiles can pay $50–$100 more per month simply by choosing the wrong carrier. That's up to $1,200 a year in unnecessary cost.

  • Your Open Enrollment window closes

    When you first enroll in Medicare Part B, you have a one-time window to buy any Medigap plan with no medical underwriting. Miss it and carriers can deny you or charge more.

  • An independent broker compares for you

    Unlike a captive agent who represents one company, William represents dozens of carriers — so his only job is finding the plan that fits your health and your budget.

  • No cost, no obligation

    Medicare Supplement brokers are compensated by the insurance carrier — not by you. You pay the same premium whether you use a broker or go direct. There is no reason not to compare.

  • Florida-specific expertise

    Carrier networks, rate histories, and plan availability vary by state. William has placed thousands of Florida seniors on the right plan over 25+ years as a licensed insurance agent — he knows this market.

Prefer to talk it through first?

(386) 871-3858 · Free, no-pressure call

Compare Medicare Supplement Quotes From Multiple Carriers — Side by Side

What is a Medicare Supplement quote?

A Medicare Supplement quote is a rate estimate from an insurance carrier showing what you would pay each month for a Medigap policy. Medigap — short for Medicare gap — is private health insurance designed to work alongside Original Medicare (Parts A and B). It covers the costs that Medicare leaves behind: deductibles, copayments, coinsurance, and in some cases foreign travel emergencies.

When you enroll in Medicare, the federal government pays its share of your medical bills. But Medicare does not pay everything. Depending on the service, you may owe 20% of the cost with no out-of-pocket maximum. For a major surgery or a long hospital stay, that 20% can become tens of thousands of dollars. A Medicare Supplement plan steps in and covers most or all of that remaining balance — giving you predictable costs and the freedom to see any doctor or specialist in the country who accepts Medicare.

Why comparing companies matters

Here is the most important thing to understand about Medicare Supplement insurance: every plan of the same letter is legally identical, regardless of which company sells it. A Plan G from Carrier A covers exactly the same benefits as a Plan G from Carrier B. The federal government standardized Medigap plans decades ago precisely so that consumers could make apples-to-apples comparisons.

That standardization means the only meaningful difference between carriers is the price. And prices vary — significantly. Two Florida seniors with identical ages, zip codes, and health histories can receive quotes that differ by $40, $60, or even $100 per month for the same plan. Over a year, that is up to $1,200 in unnecessary spending. Over a decade, it is real money that could stay in your pocket.

The only way to find the lowest rate is to compare multiple carriers at the same time. Looking at one company's quote tells you nothing about whether that rate is competitive. Looking at ten quotes side by side tells you everything.

Why prices vary between carriers

If the coverage is identical, why do prices differ? Several factors drive the variation.

  • Rating method. Carriers use different systems to set and increase premiums over time. Community-rated plans charge everyone the same regardless of age. Issue-age-rated plans lock your rate based on how old you are when you first enroll. Attained-age-rated plans start low but increase as you get older. The method a carrier uses has a major impact on your long-term cost — not just your first-year premium.

  • Rate increase history. Some carriers have a track record of modest, predictable annual increases. Others have raised rates aggressively, forcing policyholders to shop again or absorb the higher cost. A low introductory rate from a carrier with a history of large increases can end up costing more over five years than a slightly higher rate from a carrier with a stable history.

  • Carrier size and risk pool. Larger carriers spread risk across more policyholders, which can stabilize rates. Smaller carriers with thinner risk pools may be more volatile. This is not always the case, but it is a factor worth understanding.

  • Household discounts and underwriting niches. Many carriers offer discounts when two people in the same household both enroll. Some carriers have more favorable underwriting for specific health conditions. These nuances are invisible unless you know where to look.

None of this complexity is visible on a single carrier's website. It only becomes clear when you compare multiple carriers at once — with someone who knows the market.

Why working with an independent broker benefits you

There are two ways to buy a Medicare Supplement plan. You can go directly to an insurance company, or you can work with a broker. The difference matters more than most people realize.

A captive agent represents one company. Their job is to sell you that company's product. They cannot tell you whether a competitor offers the same coverage for less, because they are not licensed to sell it. They have no incentive to tell you that a different carrier would serve you better.

An independent broker is different. An independent broker holds contracts with dozens of carriers and is legally and ethically obligated to act in your interest — not the carrier's. When you ask an independent broker for a quote, they pull rates from every carrier they represent, lay them out side by side, and help you understand not just the price but the carrier's rate history, financial strength, and long-term stability.

Here is what surprises most people: working with an independent broker costs you nothing. Brokers are compensated by the insurance carrier through a commission that is already built into the premium. You pay the same monthly rate whether you buy through a broker or go directly to the carrier. There is no markup, no fee, and no obligation. The broker's value is entirely free to you.

William Gray is an independent Medicare broker in Northeast Florida and a licensed insurance agent since 1998. He holds appointments with every major carrier serving the Florida market and has helped thousands of local seniors find the right plan at the right price. He is not a call center. He is not a lead-generation service. When you call or submit a quote request, you speak directly with William.

Ready to see your rates?

The quote tool below pulls live rates from multiple top-rated carriers based on your age, zip code, and the plan you want to compare. It takes about two minutes to complete and there is no obligation to enroll.

If you would rather talk through your options first, call William directly at (386) 871-3858. He can walk you through the quotes, explain the differences between carriers, and answer any questions you have — at no cost and with no pressure.

Understanding your quote

Why Two People Can Get Very Different Rates for the Same Medicare Supplement Plan

Medicare Supplement plans are standardized by the federal government. A Plan G from one carrier covers exactly the same benefits as a Plan G from any other carrier. But the monthly premium you pay for that plan can vary by $50, $80, or even $120 depending on a combination of factors that carriers use to calculate your individual rate.

Understanding what drives those differences — and why no single carrier is always the lowest — is the foundation of making a smart enrollment decision.

Age

Age is the single largest driver of Medicare Supplement premiums. The older you are when you enroll, the higher your starting rate will be — in most cases. But the relationship between age and premium is more nuanced than it first appears, because it depends heavily on how a carrier chooses to price its plans.

Under attained-age rating — the most common method — your premium increases automatically each year as you get older, on top of any general rate increases the carrier applies. Under issue-age rating, your premium is locked to the age you were when you first enrolled, so it does not increase simply because you have a birthday. Under community rating, everyone in the same geographic area pays the same premium regardless of age.

This means that a plan with a lower starting premium at age 65 may not be the most affordable option at age 75 or 80. The rating method a carrier uses has a direct impact on your long-term cost — not just your first-year bill.

Gender

In most states, including Florida, carriers are permitted to use gender as a rating factor. Women statistically live longer than men and tend to use more healthcare services over a longer period, which is reflected in actuarial pricing. As a result, women often pay slightly higher Medicare Supplement premiums than men of the same age and health status.

The gender differential varies by carrier and by plan. Some carriers apply a larger adjustment than others, and a few carriers choose not to use gender as a factor at all. This is one reason why comparing multiple carriers — rather than accepting the first quote you receive — can surface meaningful savings.

ZIP Code

Where you live affects your Medicare Supplement premium in two ways. First, carriers set rates by geographic area — typically by county or ZIP code — based on the local cost of healthcare. Areas with higher average medical costs, more specialist density, or higher hospital utilization tend to have higher premiums across all carriers.

Second, not every carrier is equally competitive in every ZIP code. A carrier that offers the lowest Plan G rate in Volusia County may not offer the lowest rate in St. Johns County. Carrier pricing is filed and approved by the Florida Department of Financial Services on a geographic basis, which means the competitive landscape shifts depending on where you live.

This is one of the most practical reasons to work with a broker who knows the Florida market. A broker who has placed clients across Northeast Florida will know which carriers tend to be competitive in your specific area — and which ones are not.

Carrier Pricing and Rate History

Even when all other factors are identical — same age, same gender, same ZIP code, same plan — different carriers will quote different premiums. This is because each carrier sets its own base rates, files them independently with the state, and manages its own risk pool.

The starting premium is only part of the picture. A carrier's rate increase history matters just as much for your long-term cost. Some carriers have maintained modest, predictable annual increases for years. Others have raised rates aggressively — sometimes 10% to 15% in a single year — forcing policyholders to either absorb the increase or go through medical underwriting to switch plans.

A carrier with a low introductory rate but a history of large increases can end up costing significantly more over five or ten years than a carrier with a slightly higher starting rate and a stable track record. No carrier is always the lowest priced, and no carrier is immune to rate increases — but history is a useful guide.

No single carrier is always the lowest priced. The carrier that was most competitive last year may not be the most competitive today. The only way to know is to compare current rates from multiple carriers at the same time.

Household Discounts

Many carriers offer a household discount — typically 5% to 12% — when two people in the same household both hold policies with the same carrier. In most cases, both individuals must be enrolled in Medicare Supplement plans with that carrier, though some carriers extend the discount if one person holds a Medicare Advantage or other qualifying policy.

Household discounts are not universally available. They vary by carrier, by state, and sometimes by plan type. And they are not always automatically applied — you may need to request them or work with a broker who knows to ask.

For couples, the household discount can be a meaningful factor in the total cost comparison. A carrier that appears slightly more expensive on an individual basis may become the most cost-effective option once the household discount is applied to both premiums.

Tobacco Use

In Florida, carriers are permitted to apply a tobacco surcharge to Medicare Supplement premiums for applicants who use tobacco products. The surcharge varies by carrier but typically ranges from 10% to 20% above the standard non-tobacco rate.

Not all carriers apply a tobacco surcharge, and those that do define tobacco use differently. Some carriers ask about tobacco use within the past 12 months; others look back 24 months or longer. A few carriers do not rate for tobacco use at all, which can make them significantly more competitive for tobacco users.

If you currently use tobacco or have used it recently, this is an important factor to discuss when comparing quotes. The difference between a carrier that applies a 20% surcharge and one that does not can be substantial — and it is not visible unless you compare multiple carriers.

State Rating Methods

Florida allows carriers to use any of three rating methods for Medicare Supplement plans. Each method produces a different premium structure and a different long-term cost trajectory.

Attained-age rating is the most common in Florida. Premiums start lower but increase each year as you age, in addition to any general rate increases. Issue-age rating locks your premium to the age you were when you enrolled — your premium does not increase simply because you have a birthday, though general rate increases still apply. Community rating charges everyone in the same area the same premium regardless of age.

The rating method is not always prominently disclosed in a quote. A carrier using attained-age rating may appear to offer the lowest rate at age 65, but that same plan may be significantly more expensive by age 72 or 75. Understanding which method a carrier uses — and what it means for your premium over time — is part of making an informed comparison.

Why Comparing Multiple Carriers Is the Only Way to Find Your Best Rate

Each of the factors above interacts with the others in ways that are unique to your individual profile. A 67-year-old woman who uses tobacco and lives in Palm Coast will receive a very different set of quotes than a 65-year-old non-tobacco-using man in Daytona Beach — even if both are shopping for the same Plan G.

No single carrier is consistently the lowest priced for every profile. Carriers adjust their rates independently, file increases at different times, and compete more aggressively in some geographic areas than others. The carrier that was most competitive for your neighbor may not be the most competitive for you.

The only way to find your best rate is to pull current quotes from multiple carriers at the same time, using your actual age, ZIP code, gender, tobacco status, and household situation — and then evaluate those quotes alongside each carrier's rate increase history and financial strength.

That is exactly what an independent broker does. Unlike a captive agent who represents one company, an independent broker holds appointments with multiple carriers and has no financial incentive to steer you toward any particular one. Their job is to find the plan that fits your health and your budget — and to explain the tradeoffs clearly so you can make a confident decision.

Ready to See What Your Rates Actually Look Like?

Enter your information in the quote tool below to see current rates from multiple top-rated carriers side by side. It takes about two minutes and there is no obligation to enroll. If you would rather talk through the options first, call William directly — he can walk you through live quotes and answer any questions you have.

Free, no-obligation comparison

See What You Should Actually Be Paying for Medicare Supplement Coverage

Most Florida seniors are overpaying — sometimes by $100 a month or more — simply because they never compared. This tool shows you real rates from multiple top-rated carriers in about two minutes.

  • Compare rates from multiple A-rated carriers side by side
  • Same standardized coverage — only the price changes
  • No obligation to enroll — just information
  • Results in about 2 minutes
  • Independent broker reviews every quote with you
  • No cost to you — ever

Independent broker

Not captive to any single carrier

Licensed insurance agent since 1998

25+ years of local expertise

FL License #W690237

DFS Record ID 1996470

60+ plans compared

From 7 top-rated organizations

Prefer to talk first?

Prefer to talk first? Call William directly:

(386) 871-3858

By using this tool you agree that an independent licensed insurance agent may contact you. This is a free service with no obligation to enroll.

Or scroll down to compare online

Compare rates below

Questions people ask before they compare

Compare Your Rates Now

Enter your information below to see real rates from multiple top-rated carriers. Takes about 2 minutes. No obligation.

Prefer to talk first? Call William directly:

(386) 871-3858

Secure quote comparison — multiple top-rated carriers

By using this tool you agree that an independent licensed insurance agent may contact you. This is a free service with no obligation to enroll.

Complimentary guides

Download Free Medicare Supplement Resources

These guides are provided at no cost to help you make a more informed Medicare decision — no email required.

Reserve Fund Alternative Guide

Learn how the United American Reserve Fund Annuity can help Medicare Supplement policyholders accumulate money for Medicare deductibles, coinsurance, Part B excess charges, and other eligible out-of-pocket costs.

  • Allows lump sum or monthly deposits
  • No surrender fees for withdrawals according to the contract
  • Guarantees a minimum 3% interest rate
  • Can automatically pay eligible Medicare cost sharing if elected
  • May also be used as a traditional savings vehicle
  • Funds remaining in the account belong to the owner and may remain invested or be withdrawn subject to contract provisions and applicable taxes or penalties

United American Medicare Supplement Rate History

Download United American's Florida Medicare Supplement rate history brochure showing historical premium increases for Plan G, High Deductible Plan G, Plan N, High Deductible F, and Plan F.

Reviewing long-term rate history is an important part of selecting a Medicare Supplement company — not just comparing today's premium. A carrier with a lower rate today but a history of aggressive increases may cost significantly more over time.

Plans covered: Plan G · High Deductible Plan G · Plan N · High Deductible Plan F · Plan F

A smarter approach

Why This Strategy Is Different

Most Medicare Supplement buyers simply pay their monthly premium year after year — and if they stay healthy, those dollars are gone. There is no accumulation, no ownership, and no recovery of premiums paid.

With the High Deductible Plan G combined with a Reserve Fund, many healthy retirees choose to direct part of their monthly savings — the difference between a standard Plan G premium and the much lower High Deductible Plan G premium — into their own Reserve Fund account instead of paying a higher insurance premium.

If future Medicare expenses occur, those accumulated funds can help pay eligible out-of-pocket costs such as deductibles, coinsurance, and Part B excess charges.

If those funds are never needed for Medicare expenses, the owner still retains ownership of the accumulated value in the annuity, subject to the contract terms, applicable taxes, and any legal requirements. Withdrawals may be subject to ordinary income tax and, if taken before age 59½, a 10% federal penalty tax.

This strategy is not appropriate for everyone. Whether it makes sense depends on your health, financial situation, risk tolerance, and long-term goals. Speak with William to determine whether this approach fits your individual circumstances.

Ready to explore your options?

  • Compare Plan G vs High Deductible Plan G
  • Download Both Guides
  • Get a Personalized Quote
  • Schedule a Strategy Consultation

No obligation. No automated systems. You speak directly with William Gray, licensed insurance agent since 1998.

The Medicare DudeIndependent Medicare Insurance Agency

The Medicare Dude is the marketing brand of The Gray Insurance, an independent Medicare insurance agency helping beneficiaries across Northeast Florida compare Medicare Supplement, Medicare Advantage, and Part D plans from multiple carriers — at no cost.

The Medicare Dude, LLC | The Gray Insurance. We are an independent insurance agency. We are not affiliated with or endorsed by Medicare or any government agency.

Not a government website. The Medicare Dude is not affiliated with, endorsed by, or connected to the Centers for Medicare & Medicaid Services (CMS), the U.S. Department of Health and Human Services, or any federal or state government agency.

We do not offer every plan available in your area. Currently we represent 7 organizations which offer 60 products 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.

We can compare any Medicare Supplement or Advantage plan even if we don't sell those products.

We are a licensed, independent insurance broker. We represent multiple insurance carriers and may receive compensation from the carriers whose plans we sell. This does not affect the cost of your plan.

Agency License: The Gray Insurance · FL Agency License #L134055

Individual State Licenses (William Gray): FL #W690237 · GA #3718523 · ID #1345734 · IN #4150677 · KS · KY · MI · NC · OH · PA #1309973 · TX #3305385 · VA

© 2026 The Medicare Dude. All rights reserved.

Privacy PolicyTerms of Use

Licensed in FL, GA, ID, IN, KS, KY, MI, NC, OH, PA, TX, VA