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Your Trusted Insurance Partner in Williamsburg, VA
At Webster Insurance, we are proud to serve the Williamsburg, VA community with over 40 years of dedicated experience. As a locally owned and operated independent agency, we prioritize personalized service and deep community knowledge to deliver tailored insurance solutions. Our team takes the time to understand each clients unique needs, whether for personal property, vehicles, or business assets, ensuring comprehensive coverage. We partner with reputable carriers like Progressive and Safeco to provide diverse options, empowering clients to choose the best fit for their circumstances.

Our commitment extends beyond policy saleswe are here to guide clients through claims and life changes, offering ongoing support with integrity. By combining local expertise with a broad network of insurance providers, we help protect what matters most to our neighbors and friends. With transparent communication and a focus on trust, we aim to be the lifelong insurance partner for every client we serve.
Services
Auto Insurance Home Insurance Life Insurance Business Insurance Contractor Insurance Flood Insurance Umbrella Coverage General Liability Workers Compensation Valuable Possessions
Highlights and features
  • We offer over 40 years of personalized service to Williamsburg, VA residents and businesses.
  • Our local expertise ensures tailored insurance solutions for unique regional needs.
  • We partner with top carriers like Progressive and Safeco to provide diverse coverage options.
  • Our independent agency model prioritizes client needs over one-size-fits-all policies.
  • We provide ongoing support through claims, policy changes, and evolving life circumstances.
Services
Auto Insurance
Our auto insurance protects personal and business vehicles against accidents, theft, and damage. Policies include liability, collision, and comprehensive coverage with customizable options. Tailored rates and discounts available for safe drivers and multi-policy holders.
Home Insurance
Home insurance safeguards your residence and belongings against fire, natural disasters, and theft. Coverage includes structural damage, personal property, and liability for guest injuries. We offer replacement cost coverage without caps for full rebuilding assurance.
Business Insurance
Business insurance protects companies from liability claims, property damage, and operational disruptions. Options include general liability, business owners policies, and industry-specific solutions. We help businesses in Williamsburg mitigate risks unique to their operations.
Umbrella Coverage
Umbrella policies provide additional liability protection beyond standard auto or home insurance. This coverage addresses severe claims like lawsuits or major accidents. We ensure clients have sufficient asset protection against catastrophic events.
Flood Insurance
Flood insurance covers property damage from rising water not included in standard policies. We offer NFIP-backed plans and private carrier options for homes and businesses in flood-prone areas. Coverage includes structural and content protection against weather-related events.
People
Bob
Owner
Bob leads Webster Insurance with a commitment to personalized service and 40+ years of local expertise. He prioritizes community-focused solutions and partnerships with top insurers to protect clients' unique assets.
Questions
What types of insurance do you offer?
We provide personal auto, home, life insurance, business owners policies, workers compensation, flood, umbrella, and industry-specific coverage for contractors, retailers, and restaurants in Williamsburg, VA.
Why choose an independent agency?
As an independent agency, we partner with multiple carriers like Progressive and Safeco to offer unbiased recommendations. This ensures you get coverage tailored to your specific needs rather than limited products.
Does homeowners insurance cover flood damage?
No, standard homeowners policies exclude flood damage. We offer separate flood insurance through the National Flood Insurance Program or private carriers to protect properties against water-related disasters.
How do umbrella policies work?
Umbrella insurance provides additional liability coverage beyond your auto or home policy limits. We recommend it for significant lawsuits, covering legal fees and settlements that exceed primary policy amounts.
How can I get a quote?
Request a free quote through our website, call 757-253-2777 during office hours (9-4:30 M-F), or visit our Williamsburg office at 1490-5A Quarterpath Road #329 for personalized assistance.
Reviews (3)
Johanna Zheng
Jan 27, 2020 Report
He is worst one insurance agency I ever had in past years. I own a business This company renewal your policy without notice you. Be careful with money. He is rude.
Raymond Thomas
Dec 08, 2019 Report
Mr Webster has been my insurance agent for over 25 years and I highly recommend him for all insurance needs. He is honest, always giving me options and keeping me updated on changes that might affect me. If you need insurance he is the best.
Heather Anderson
Dec 12, 2017 Report
Bob Webster has been the best. He has always been pleasant. I now have car insurance, flood and home owners. I think he is the BEST! (Not sure if it shows my name but I am Heather Anderson). I will refer him to EVERYONE I know.