859-385-4060

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Get in Touch with A & I Insurance and Retirement

Thank you for your interest in A & I Insurance and Retirement—your trusted, independent insurance agency proudly serving Winchester, Lexington, Richmond, and communities throughout Central Kentucky. Whether you’re seeking the right personal insurance policy, protecting your growing business, or planning for a secure retirement, our team is here to guide you every step of the way.

We’re Here When You Need Us

Navigating the world of insurance and financial planning doesn’t have to be complicated. At A & I, we believe in keeping things simple, transparent, and client-focused. That starts with open lines of communication and responsive, knowledgeable support.

When you reach out to us, you can count on speaking with a real person—not a machine. Our team of licensed, experienced agents is ready to listen to your concerns, answer your questions, and help you make informed choices that align with your needs and budget.

We take the time to understand what matters most to you—because insurance isn’t just about paperwork. It’s about peace of mind, security, and preparation for whatever life brings next.


How to Reach Us

There are several ways to get in touch with our office:

📍 Visit Our Office

Address:
A & I Insurance and Retirement
131 South Main Street
Winchester, KY 40391

Our office is conveniently located in downtown Winchester, with easy parking and a welcoming atmosphere. We encourage walk-ins, but for your convenience, you may also schedule an appointment ahead of time by phone or email.


📞 Call Us Directly

Phone: (859) 385-4060
Whether you have a quick question or want to discuss your insurance needs in depth, we’re just a call away. During business hours, you’ll always reach a friendly and knowledgeable team member ready to help.


📧 Send Us a Message

Use the contact form on the right to send us a message anytime. Whether you need a quote, want to request a policy review, or simply have a question, we’ll respond as quickly as possible—usually within one business day.


🕒 Business Hours

Monday – Friday: 9:00 AM – 5:00 PM
Saturday & Sunday: Closed (Appointments available upon request)

We’re also happy to accommodate virtual appointments or after-hours consultations when needed. Just let us know what works best for you.

Contact Form

Contact Form Demo

Why Reach Out?

Connecting with us isn’t just about finding the lowest rate—it’s about finding the right coverage and building a relationship with professionals who genuinely care. Here are a few common reasons our clients contact us:

  • Get a Free, No-Obligation Quote: Compare plans from 30+ top-rated insurers.

  • Policy Review: Ensure your coverage still fits your lifestyle or business as things change.

  • Filing a Claim: Need help understanding or filing a claim? We’ll walk you through every step.

  • Medicare Assistance: We simplify Medicare enrollment and help you find the right supplemental coverage.

  • Retirement Planning: Ask us about annuities, life insurance, and strategies for long-term financial security.

  • Business Insurance Questions: Protect your livelihood with customized business coverage options.

More Than Just a Policy—A Partnership for Life

At A & I Insurance and Retirement, we take pride in being more than just another insurance agency. We’re family-owned, deeply rooted in the Central Kentucky community, and committed to treating every client like part of our extended family. That means no high-pressure sales tactics, no confusing jargon—just honest guidance and reliable support.

Our agents are your allies, working on your behalf to find the best policies, the most competitive pricing, and the highest level of protection. We work with trusted national carriers including Humana, Anthem Blue Cross Blue Shield, Aetna, Progressive, Safeco, United Healthcare, and Mutual of Omaha—so you can feel confident that you’re getting quality coverage from companies you know and trust.

We’re here to make your life easier. We believe that the best service comes from people who genuinely care—and we’re honored that so many of our clients trust us year after year, often referring their friends and family to us.


Ready to Start the Conversation?

Whether you’re a new visitor or a long-time client, we invite you to contact us today. Let’s talk about how we can protect your future, support your goals, and bring you greater peace of mind.

👉 Fill out the contact form on the right
📞 Give us a call at (859) 385-4060
📍 Stop by our Winchester office

We look forward to hearing from you and becoming a trusted part of your journey.