Florida coastal home

Licensed in FL, MI, TX & MO

Protection You Can Count On, Wherever You Call Home.

Windward Group Insurance has been safeguarding families and businesses for over 20 years across Florida, Michigan, Texas, and Missouri. Get your personalized quote today.

Get Your Free Quote

No obligation. A licensed agent will reach out within 1 business day.

What we cover

Coverage for Every Chapter of Your Life

Florida family at home

Personal Insurance

From your home to your car to your family's future — we build coverage that fits your life, not a generic policy.

Explore Personal Coverage
Florida small business owner

Commercial Insurance

Your business is your livelihood. We protect it with the same care you put into building it.

Explore Commercial Coverage
Homeowners
Auto
Life & Health
Business Owner Policy
General Liability
Workers Comp

Trusted by Families & Businesses Across 4 States

4 states

States Served

40+

Carrier Partners

3,800+

Clients Protected

What Our Clients Say

"

After Hurricane Ian, Windward had our claim handled before our neighbors even heard back from their agents. They're not just our insurance agency — they're our peace of mind.

Maria T.

Homeowners Insurance, Coral Gables

"

I've been running my restaurant for 12 years. Windward put together a commercial package that actually made sense for my business. I finally feel like I'm covered the right way.

James R.

Business Owner Policy, Fort Lauderdale

"

Switching to Windward saved us money and gave us better coverage. The team took the time to explain everything — no pressure, just honest advice.

Sandra & Tom K.

Auto & Home Bundle, Boca Raton

Ready to Get Covered?

It takes less than 2 minutes to start your quote. Our team will reach out with options tailored to you — no pressure, no jargon.

Get My Free Quote

No commitment required.

Insurance Insights

Tips, updates, and guidance to help you make the most of your coverage.

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Windward Group InsuranceWindward Group
Insurance

Protecting what matters most for families and businesses across Florida, Michigan, Texas, and Missouri since 2003.

Coverage

  • Homeowners Insurance
  • Auto Insurance
  • Life Insurance
  • Business Owner Policy
  • General Liability
  • Commercial Auto
  • Workers Compensation

Contact Us

  • (813) 309-5991
  • chammill@windwardgroup.co
  • Facebook

© 2026 Windward Group Insurance. All rights reserved.

Florida License #L123456  |  Licensed in FL, MI, TX, MO