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Compare Supplemental Insurance Agents in St. Augustine, FL

Compare supplemental insurance agents in St. Augustine. Review contact information and insurance categorys before you decide.

20 agents listed
Updated May 2026
St. Augustine, FL
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Florida before hiring.
Showing 20 supplemental insurance agents in St. Augustine, FL Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Perry Unwalla - State Farm Insurance Agent
3791 A1A S ste a, St. Augustine, FL 32080
(904) 461-5400 perryunwalla.com
Christopher Brown - GEICO Insurance Agent
224 State Rte 312, St. Augustine, FL 32086
(904) 506-6500 geico.com
Leigh Insurance Agency
1797 Old Moultrie Rd STE 111, St. Augustine, FL 32084
(904) 826-0799 leigh-insurance.com
Tim Huber Insurance
28 Clark St, St. Augustine, FL 32084
(904) 824-2555 timhuberins.com
The Bailey Group – An NFP Company
1200 Plantation Island Dr S UNIT 210, St. Augustine, FL 32080
(904) 461-1800 mbaileygroup.com
Ancient City Insurance
2800 N 5th St #301, St. Augustine, FL 32084
(904) 827-1915 ancientcityinsurance.com
Fender Insurance Agency
101 E Town Pl #225, St. Augustine, FL 32092
(904) 639-4333 fenderagency.com
Benchmark Insurance
1 Spencer St, St. Augustine, FL 32084
(904) 829-2296 benchmarkins.com
Oldest City Insurance
212 San Marco Ave Suite D, St. Augustine, FL 32084
(904) 824-7283 oldestcityinsurance.com
Brightway Insurance, The Casey Agency
108 Sea Grove Main St suite b, St. Augustine, FL 32080
(904) 217-7547 brightway.com
Herbie Wiles Insurance
400 N Ponce De Leon Blvd, St. Augustine, FL 32084
(904) 829-2201 herbiewiles.com
Thompson Baker Agency, Inc.
61 Cordova St, St. Augustine, FL 32084
(904) 824-1631 thompsonbaker.com
Twin Palms Insurance Group, The Ward Agency
320 High Tide Dr Suite 100F, St. Augustine, FL 32080
(904) 643-9002 twinpalms.us
Knox Insurance Network
2528 US-1 South, St. Augustine, FL 32086
(904) 797-2000 knoxinsnetwork.com
Gilliland Insurance Group: Scott Gilliland
701 Market St STE 113, St. Augustine, FL 32095
(904) 824-9877 gillilandinsurance.com
Bates Hewett & Floyd Insurance
165 Southpark Blvd C, St. Augustine, FL 32086
(904) 794-5455 bates-hewett.com
Beck Agency
661 A1A Beach Blvd, St. Augustine, FL 32080
(904) 417-7717 beckagency.org
Brightway Insurance, St. Augustine
2801 N 3rd St Unit B, St. Augustine, FL 32084
(904) 217-7496 brightway.com
Old Town Insurance
700 Plantation Island Dr S Suite 104, St. Augustine, FL 32080
(904) 429-9444 oldtowninsuranceservices.com
Sweetwater Senior Insurance Solutions
701 Market St, St. Augustine, FL 32095
(904) 571-4191 sweetwatersis.com

Supplemental insurance agents in St. Augustine help residents choose Medigap or Medicare Advantage plans that fill gaps in Original Medicare. Florida law requires agents to be licensed and follow strict marketing guidelines during the Annual Enrollment Period. Local agents understand the needs of retirees and part-time residents in St. Johns County.

What Does a Supplemental Insurance Agent in St. Augustine Cost?

Supplemental insurance agents do not charge a standard fee for their services. Instead they earn commissions from insurance companies, which are built into the plan premiums. Medigap Plan G premiums in Florida typically range from $120 to $250 per month depending on age and location. Medicare Advantage plans often have $0 monthly premiums but may have higher out-of-pocket costs. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What is the best time to enroll in a supplemental insurance plan in St. Augustine?
The initial enrollment period starts when you turn 65 and lasts for six months. During this time you cannot be denied coverage due to pre-existing conditions. Florida also has a Medigap birthday rule that allows a one-time switch within 60 days of your birthday.
Do supplemental insurance agents in Florida charge a fee for their services?
Most agents are paid by insurance carriers through commissions, so there is no direct cost to you. However some agents may charge a consultation fee for complex cases. Always ask about fees before signing any agreement.
Can a supplemental insurance agent help me switch plans outside of open enrollment?
In Florida you can switch Medigap plans during your birthday month and the following 30 days without medical underwriting. For Medicare Advantage you can only switch during the Annual Enrollment Period or a Special Enrollment Period. An agent can explain your specific options.