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Find Business Insurance Agents Near You in Annapolis, MD

Looking for a business insurance agent in Annapolis? Review the directory below to compare your options.

20 agents listed
Updated May 2026
Annapolis, MD
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Maryland before hiring.
Showing 20 business insurance agents in Annapolis, MD Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Mathes Insurance Advisors, Inc.
2525 Riva Rd Suite 105, Annapolis, MD 21401
(410) 295-9900 mathesinsurance.com
JSR Insurance
793 Fairview Ave, Annapolis, MD 21403
(443) 529-9109 jsrichardsoninsurance.com
Debbie Hart - State Farm Insurance Agent
49 Old Solomons Island Rd Ste 203, Annapolis, MD 21401
(410) 266-5353 debbiehart.net
CNR Insurance Inc
166 West St, Annapolis, MD 21401
(410) 897-9890 cnrinsurance.com
Sylvia Hopkins - GEICO Insurance Agent
102 Old Solomons Island Rd Suite 301, Annapolis, MD 21401
(410) 571-7722 geico.com
Goosehead Insurance - Tim Coe
1125 West St Suite 200, Office 244, Annapolis, MD 21401
(443) 924-6704 goosehead.com
Old Bay Insurance Agency
133 Defense Hwy #214, Annapolis, MD 21401
(410) 777-5390 oldbayinsurance.com
Roslynne Ross: Auto Insurance
914 Forest Dr #201, Annapolis, MD 21403
(410) 280-1928 roslynnerossinsurance.com
Built For Life Financial Agency
147 Old Solomons Island Rd Suite 200, Annapolis, MD 21401
(240) 375-0404 bflagency.com
Marshelle Ball - State Farm Insurance Agent
175 Admiral Cochrane Dr # 200, Annapolis, MD 21401
(443) 808-8741 callagentball.com
Reyes Insurance LLC
1831 Forest Dr # A, Annapolis, MD 21401
(443) 440-0989 reyesinsuranceservices.com
O'Brien & Associates
339 Buschs Frontage Rd #206, Annapolis, MD 21409
(410) 571-5900 obrienandassoc.com
Bay Area Insurance
1 Annapolis St STE 100, Annapolis, MD 21401
(410) 647-7333 bayareains.com
Ramsey's Insurance, Inc
2049 West St Suite 202, Annapolis, MD 21401
(410) 266-9363 ramseys-insurance.com
Simpson and Blom Insurance
108 Old Solomons Island Rd Bldg 2, Annapolis, MD 21401
(410) 573-9104 simpsonandblom.com
Henry M Murray Insurance Agency
2498 Riva Rd, Annapolis, MD 21401
(410) 224-2664 henrymurray.com
Jack Martin Insurance Advisors
111 Forbes St, Annapolis, MD 21401
(410) 263-8000 askjack.cc
Goosehead Insurance - Silver Glover
1125 West St Suite 222, Annapolis, MD 21401
(443) 926-9113 goosehead.com
Full Sail Insurance
1997 Annapolis Exchange Ste 300, Annapolis, MD 21401
(410) 671-0928 fullsailinsurance.com
Goosehead Insurance - Brian Madden
1997 Annapolis Exchange Suite 410, Annapolis, MD 21401
(301) 476-6012 goosehead.com

Business insurance agents in Annapolis, Maryland help local companies secure coverage for property, liability, and workers compensation. Maryland law requires most employers to carry workers compensation insurance for their employees. An agent can guide you through the specific requirements for Annapolis businesses, including compliance with the Maryland Insurance Administration rules.

What Does a Business Insurance Agent in Annapolis Cost?

The cost of business insurance in Maryland varies by industry, revenue, and coverage limits. A small retail shop in Annapolis might pay between $500 and $1,500 per year for general liability. A construction contractor could pay $3,000 to $10,000 annually for a package policy including workers compensation. Premiums also depend on your claims history and payroll. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What types of business insurance are required in Maryland?
Maryland requires workers compensation insurance for most employers with one or more employees. Commercial auto insurance is required for any business-owned vehicles. Other coverages like general liability are not state-mandated but are often required by landlords or contracts.
How do I find a licensed business insurance agent in Annapolis?
You can verify an agents license through the Maryland Insurance Administration website. Many Annapolis agents specialize in local industries such as marine, hospitality, or construction. Ask for references and compare quotes from multiple agents.