I N S U R E N
400 North Ponce de Leon Blvd | St Augustine, FL 32084 904.829.2201

Office Address

  • 121 King Street, Australia
  • example@gmail.com
  • (00) 2500-123-4567

Pinterest

Social List

Welcome to
Herbie Wiles

Our success is built upon a proud tradition of providing our clients with quality insurance protection they can count on, and superior service from agents they can trust.

Read More
Image
Image
Image

Auto Insurance Experts

Let your local professionals at Herbie Wiles conduct a free analysis of your auto insurance policy. We represent numerous insurance companies, which guarantees you’re getting the best coverage at the best price.

Read More
Image
Image
Image

Business & Commercial Insurance

Safeguard your business with tailored insurance solutions. From commercial auto to general liability and workers compensation, Herbie Wiles Insurance has been protecting Florida businesses with trusted coverage since 1961.

Read More
Image
Image
Image

Life & Health Insurance

Support your team with smart, comprehensive benefits. Herbie Wiles Insurance offers expert guidance and competitive pricing on health, life, and disability coverage to help your business attract and retain top talent.

Read More
Image
Image
Image

Herbie Wiles Insurance has been a trusted name in Florida since 1961, delivering tailored insurance solutions with a legacy rooted in integrity and community care. Serving individuals, families, and businesses across Northeast and Central Florida, the agency offers comprehensive coverage—from auto and homeowners insurance to specialized commercial policies for industries like construction, hospitality, and nonprofits. With decades of experience and a commitment to lasting relationships, Herbie Wiles Insurance proudly upholds its reputation as “The House that Trust Built.

Services

Insure Anything

Life & Health

Health Insurance Made Simple. Get guidance on individual and group plans with quick quotes...

Read More

Auto Insurance

Protect yourself from unexpected financial losses caused by accidents, theft, or liability. Herbie Wiles...

Read More

Home Insurance

Herbie Wiles Homeowner Insurance has you covered Explore homeowners insurance options and get a...

Read More

Construction Insurance

Building your future? We’re here to help contractors get the coverage they need to...

Read More

Religious Institutions

Insurance for Churches Service Details St. Augustine has many historic churches and they present...

Read More

Condo Insurance

Get expert condo and HOA insurance solutions to protect your property and community. Condo...

Read More

Restaurant Insurance

Safeguard your restaurant today! Start with quick quotes and expert guidance on commercial coverage....

Read More

Cyber Insurance

As our lives increasingly move online, cyber insurance becomes more necessary than ever. Get...

Read More
What We Offer

Insurance Made Simple—Protection for Every Part of Your Life

Herbie Wiles Insurance makes it easy to protect what matters most—your home, your family, and your business. With tailored solutions across personal and commercial insurance, we’re here to help you feel secure, confident, and prepared.

  • Auto, Motorcycle & Boat Insurance
  • Homeowners, Renters & Flood Insurance
  • Businessowners & General Liability Coverage
  • Specialized Insurance for Restaurants, Churches & More

Reviews for
Herbie Wiles

Herbie Wiles Insurance also received a rating of 5.0 out of 5 based on 518 reviews on IWantInsurance.com. 

Herbie Wiles Insurance
4.1
Based on 89 reviews
powered by Google
review us on
Joyce Nuzzolese
19:47 04 Sep 25
Alyssa Staley gets 5+ stars. Alyssa assisted us with our insurance policy.
She is extremely efficient. Responds quickly & is knowledgeable in her field.
I will continue to refer clients to her. Highly recommend!
Lacy Bullard
18:01 20 May 25
Herbie Wiles Insurance came to my rescue when I needed a homeowners policy for my mortgage. My other company unexpectedly cancelled my policy. Rick Onstott was friendly, informative and helpful. #1 in my book. Thank you Rick and all of you at Herbie Wiles!!
Joni Smith
21:53 12 Feb 25
Brittini was very helpful and responsive. She explained everything to me and I received the paperwork she had promised very quickly! Thank you Brittini!
Lisa Marino
00:51 16 Apr 24
I have been a Herbie Wiles customer for about 18 years. The personal service is outstanding. Cathy Pruitt cares about her customers!!
Response from the owner 21:17 16 Apr 24
Thank you Lisa for your kind words! We're happy to hear that Cathy provided you with excellent service. We look forward to many more years of caring for your insurance needs 🙂
Kylie Ross
15:01 29 Mar 24
Spoke to Taryn Sickler and she was fantastic! She was so patient while explaining coverages and made the insurance process a breeze! Can’t recommend Herbie Wiles enough and will be using them for all my future insurance needs.
Response from the owner 21:12 16 Apr 24
Thank you for the kind words, Kylie! We are so grateful for the opportunity to work with you!
John Horner
02:01 27 Mar 24
Cannot recommend Herbie Wiles enough. They have an excellent corporate structure and they give you the tools to be your own boss. Trish Sharma is excellent.
Response from the owner 11:24 27 Mar 24
Thank you for your trust and business, John.

60

Years in business

30

Licensed Professionals

55

Million Premiums Saved

24

Hour Certificate Request Line
Contact a Broker