400 North Ponce de Leon Blvd | St Augustine, FL 32084
904.829.2201
Herbie Wiles Insurance was founded in 1961 by Herbie Wiles, a WWII Navy veteran and lifelong St. Augustine resident. A Florida State University business graduate, Herbie began his career with State Farm before launching his own independent agency. He led the company for decades, remaining active in its operations and community service until his passing in 2019. Today, his son Doug continues the legacy. Herbie also served on boards and councils for local institutions including Flagler Hospital, Flagler College, and the St. Augustine Historical Society.
The hometown St. Augustine team at Herbie Wiles Insurance is united by a commitment to trust, service and genuine care for the communities we serve. Each insurance professional brings personal dedication to helping clients protect what matters most through thoughtful guidance and dependable coverage. With decades of integrity and local involvement behind us, we take pride in building real relationships, supporting meaningful community efforts, and delivering the kind of service that brings lasting peace of mind. Here, you’ll find a team that puts clients first — every time, in every interaction.
Tools for Schools collection drive & Sertoma Dodgeball Tournament
Herbie Wiles Insurance is deeply committed to enriching the St. Augustine community through active involvement and charitable support. The agency partners with a wide range of local organizations including ARC, EPIC Behavioral Healthcare, Wildflower Clinic, SAFE, Betty Griffin House, and Habitat for Humanity 1. Staff members regularly participate in initiatives such as food drives for St. Francis House, beach cleanups, and fundraising events like the Sertoma Dodgeball Tournament. They also run creative campaigns like “Jeans for Charity,” where employees donate to wear jeans, and “Tools for Schools,” supporting the St. Johns County Education Foundation. Their dedication reflects a genuine desire to make the community a better place for everyone.
