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Want to Win Orioles Tickets?
Home & Auto Insurance
Life Insurance
Coverage for Your Business
Personal Umbrella Insurance

Our Locations

Old Bay Insurance Agency - Main Office

133 Defense Hwy, Suite 214
Annapolis, MD 21401
Main office: 410-713-4689

Office Hours:

Mon: 9:00 AM - 5:00 PM
Tues: 9:00 AM - 5:00 PM
Wed: 9:00 AM - 5:00 PM
Thurs: 9:00 AM - 5:00 PM
Fri: 9:00 AM - 5:00 PM
Sat: Closed
Sun: Closed

Old Bay Insurance Agency - Satellite Office

2002 Annapolis Mall
Annapolis, MD 21401
Main office: 410-713-4689

Office Hours:

Mon: 10:00 AM - 9:30 PM
Tues: 10:00 AM - 9:30 PM
Wed: 10:00 AM - 9:30 PM
Thurs: 10:00 AM - 9:30 PM
Fri: 10:00 AM - 9:30 PM
Sat: 10:00 AM - 9:30 PM
Sun: 11:00 AM - 6:00 PM

Our Providers

Welcome to our site!

Want to Win Oriole's Tickets?!

We at Old Bay Insurance want to celebrate our fantastic customers and feel there is no better way to do that than to celebrate with an all-American baseball game! We are giving away four 5th row tickets and a parking pass to the Orioles game July 29th. To enter, fill out the form on the top right corner of our site. 


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Through our agency and our various insurance companies, you can secure home, auto, business and life policies, all backed by an A+ financial strength. Especially in these trying economic times, that’s important. It lets you know that your claims will be taken care of, even in the midst of costly disasters.


Here’s what we offer:                                                                                                       

1. Professionalism: As licensed insurance professionals, we not only know the industry lingo but also the coverage options to meet your auto, home, business and life insurance needs. Our experience and knowledge will help you select the best coverage to protect all the things that matter to you the most.


2. Fair Pricing: Times are tough, we know. Many factors influence insurance rates and we can explain the details. We can also help lower your rate with a variety of discounts. And you’ll be glad to know that our agency supports a daily commitment to keep insurance rates as low as possible through smart business practices.


3. Financial Strength: You want to select an insurance company that is financially sound. Independent rating agencies offer insight on the numbers. So if you pair our agency—licensed professionals with extensive experience and product knowledge—with the long-term financial strength and industry experience of our carriers, you can feel confident that your family is well protected.


Neal and his team are so wonderful to work with, you can even text with them if you need anything. They were able to lower my auto insurance rates, and do the same for my brother and a good friend of mine - all with great coverage. Highly recommend them for anyone looking for an independent insurance company.
- Niki Rogers
Neal Tatterson reviewed my insurance coverage and was able to lower my cost by 50%!!! Old Bay Insurance Agency has amazing customer service. I will be referring all my friends and family to Neal and his team!!
- Leticia Bustamante Guzman
Neal is awesome - and he looks so suave in his picture. Kinda like a secret agent, agent.
- Erik Lytikainen
Neal was a great help switching our insurance and saved us about $400.00 this year!! We highly recommend Old Bay Insurance!
- Jennifer Tollberg-Van Breevoort
Neal did a great job with helping my daughter switch her auto to a lower rate and got her homeowners insurance. All was done fast and precise.
- Mary Stokes
I just wanted to drop you a short line and thank you for always being their for our families' insurance needs. First off, you have been our agent through many transitions and challenging times, whether it be a car accident or just questions about how to proceed next. You have been our agent for about 15 years and I would never change insurance agents, as you are the best!!! You always seem to have the answer to whatever issue comes up and the resources and ability to solve it quickly. Case in point, when I called yesterday to ask you a question about the MVA and a recent letter they had sent me, you said let me check it out on the internet and then call them directly. Within twenty minutes you called me back to say that it was all worked out and that it was just a mistake in their computer file for our car. That saved me the potential headache and aggravation with having to make a personal visit to the MVA to resolve the situation. Thank you for that and so many other situations that you have helped us out on through our long relationship. The other thing that I have to say is that working with Allied Insurance has been quite wonderful as well. I always liked Erie insurance too when we were with them for all those years. I have to say though, the ease of contacting them and paying my bill or talking to an agent on the phone, has always been easy and pleasurable and I like them even more than Erie. You teamed up with Allied, makes a pretty amazing combination for anyone's insurance needs!!! Thanks as always and peace to you and your family.
- Chris Luzier
I've know Neal Tatterson for over 20 years. Always been a pleasure doing business with him. He is knowledgable about all aspects of insurance. I would highly recommend him as an agent.
- Albert Lee
Neal Tatterson and Old Bay Insurance have been fantastic to work with over the years. Neal is always prompt in his replies to my requests and always finds ways to get my family exactly what we need for our insurance needs. I highly recommend Neal and his company!
- Joe Burcham