Old Bay Insurance Agency of Annapolis

Old Bay Insurance Agency of Annapolis is an Insurance Agent in Annapolis, MD. The agency offers personal insurance solutions including auto, home, watercraft, and life coverage, as well as business policies such as general liability, business auto, contractor, landlord and rental, and landscaping services insurance. With more than 60 years of combined experience among its licensed professionals, the team serves individuals and businesses throughout Annapolis, Greater Anne Arundel County, and Queen Anne’s County. The agency holds a perfect 5.00 rating and has earned 85 five‑star reviews from satisfied clients.

The agency emphasizes relationship‑focused service, positioning itself as an independent broker that prioritizes client needs over any single carrier. Led by Neal Tatterson, the office has celebrated 30 years of operation, during which it has assisted thousands of customers in finding affordable coverage and applicable discounts. The staff highlights professionalism, fair pricing, and the financial strength of its partner carriers, aiming to make insurance straightforward while providing personalized attention to each policyholder.

Old Bay Insurance Agency occupies Suite 214 at 133 Defense Highway. It is situated just 0.1 mile from both Annapolis Neurology Associates and Chesapeake Medical Imaging, and a short 0.1 mile walk from Defense Highway itself. The location is also within 0.2 mile of the John Hanson Highway and 0.3 mile of both Aris T Allen Boulevard and Generals Highway, offering convenient access to major thoroughfares.

With three decades of continuous service to the Annapolis community and a reputation reflected in perfect ratings and numerous five‑star reviews, Old Bay Insurance Agency stands as a trusted source of insurance expertise for residents and businesses in the area.