Estagacy Insurance Group

Statewide Marketplace guidance

Affordable Health Insurance in Florida

Floridians shop for individual and family coverage through the federal Marketplace at HealthCare.gov. The site works, but comparing deductibles, networks and drug lists on your own can take hours. Estagacy is a licensed agency that helps you do it for free, with a real person explaining each choice.

You may qualify for financial help based on your income, applied to your premium before you enroll. Start with a quick eligibility check, then talk with an agent when you are ready.

Free eligibility check

Takes about 30 seconds · Free · No obligation

(407) 974-5101

Help anywhere in Florida

Statewide by phone and video

Whether you live in Jacksonville, Tampa, Miami or a small town in between, we can review plans together over the phone or on a video call. We share our screen, check your doctors and prescriptions against each network, and walk through the HealthCare.gov application with you step by step.

In person at our Orlando office

Central Florida residents are welcome at 805 S Kirkman Rd Suite 202, Orlando, Monday through Friday from 9:00 AM to 6:00 PM. Bring any Marketplace letters and a list of your medications, and we will sort through everything in one visit.

Who we help across Florida

Families

Cover parents and children on one plan, and find out whether the kids may qualify for Florida KidCare through Medicaid or CHIP instead.

Self-employed and gig workers

Drivers, contractors, freelancers and side-business owners can shop on their own and may qualify for financial help based on your income.

People losing job-based coverage

A layoff, reduced hours or a new job without benefits usually opens a Special Enrollment Period. We help you move quickly to avoid a gap.

Early retirees under 65

A Marketplace plan can bridge the years before Medicare. We factor in pension income and savings withdrawals when estimating your help.

Newcomers to Florida

Moved here recently? A permanent move often qualifies you to enroll outside Open Enrollment, and we explain which documents may be needed.

Small business owners

If you run a small shop or service business, we help you cover yourself and your household and explain how business income is counted.

Florida cities we serve

Local guides for the communities where we help the most people.

Key 2027 dates

These deadlines apply to every Florida resident using HealthCare.gov:

  • Open Enrollment for 2027 coverage runs November 1 to December 15, 2026.
  • Enroll by December 15, 2026 for coverage starting January 1, 2027.
  • Outside Open Enrollment you need a Special Enrollment Period (moving, losing coverage, marriage, a baby).
  • Medicaid and CHIP can be applied for any time.

Florida health insurance FAQ

Florida uses the federal Marketplace at HealthCare.gov. You can enroll there on your own, or a licensed agent like Estagacy can help you compare plans and complete the application with you at no cost.

No. We help people across Florida by phone and video, from the Panhandle to the Keys. If you are in Central Florida and prefer to meet face to face, our Orlando office on S Kirkman Rd is open Monday through Friday.

Help is based on your expected household income and household size for the year. Many Floridians may qualify for financial help based on your income that lowers the monthly premium. Our free eligibility check gives you a starting point in about 30 seconds.

You will usually need a Special Enrollment Period, which can follow events such as moving, losing other coverage, getting married, or having a baby. Medicaid and CHIP applications are accepted any time of year.

No. Our guidance is free, and your premium is the same whether you enroll with us or on your own. We are compensated by the plans, not by you.

Learn more on our coverage benefits page or read the full health insurance FAQ.

Get free help anywhere in Florida

Book a phone or video appointment, visit us in Orlando, or call to speak with a licensed agent today.

We also speak Haitian Creole - Nou pale Kreyòl.

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