Landmark Insurance & Financial Group 

The Premier Source for Home and Auto Insurance in Princess Anne and Salisbury, MD 

We are a privately owned and operated agency that delivers insurance and risk management solutions in Southeast Maryland.  For more than thirty years we’ve served individuals, families, and businesses with comprehensive products and fast, efficient services, and as a result we’ve become a mainstay in the communities we serve.  We’re proud to contribute to our service areas as insurers and as citizens and in addition to the products and services we provide we take advantage of every opportunity to make the areas we serve better places to live and work.

We have a wide variety of personal and commercial insurance programs through which we develop broad and flexible packages.  These packages are tailored to the needs of individual clients and keep these clients secure for the right prices.  Home, auto, flood, and recreational vehicle are among our personal programs and general business, farm, and contractors are some of our commercial programs.  Our general business program contains coverages like workers compensation, umbrella insurance, and bonds, all of which cover businesses fully when paired with other coverages from our other commercial programs. 

To learn more please contact us or give us a call.  We’ll connect you with an agent you’ll find the solution you’re looking for.  To get started, feel free to also request a quote; this will give you details instantly.


Click here to see a list of local businesses we currently support

Local Events Calendar 



"Landmark Insurance has handled all of our insurance needs since 1993. We have been very pleased with the coverage that is offered and the service has always been outstanding. Everyone in the Landmark office is always very professional and courteous."
Sandy Atkins, Somerset Community Services, MD
"I am writing to thank you for your excellent service in guiding me and helping me select a Medicare Part B plan when I retired last June. You are extremely knowledgeable of the plans available and guided me to a plan that met my specific needs."
Gerald R. Demi
"This letter is a confirmation that the staff at Landmark have annually helped my wife and me in our search for the right medical insurance without charge or obligation. Their kind assistance is greatly appreciated."
Philip and Mary Morris, Church of God Delmarva-DC Historical Commission
"My life since retiring has greatly changed. Knowing I will have reliable health insurance, and at an affordable price, has finally returned some stability to my daily living. You can rest assured that if I learn of a similar situation similar to mine, your organization will be referred."
Orville N. Fleming, Jr.
"Just a note of thanks to those involved in straightening out the FSA accounts for our employees."
Patricia A. Tiger, Tri-County Council for the Lower Eastern Shore of MD
I worked with Janet, part of Jill's team, and she was great! She was very attentive, patient, efficient and knowledgeable. Health Insurance especially with the new requirements, subsidies, etc. is so vague and complicated for the average person. Janet got me through the whole process! Thank you Janet and thank you ELP and Dave Ramsey.
Thanks for the information. You have been such a great resource for information.
Barry B.
Thank you so much for your help tonight, Jill. You went above and beyond the call of duty. We are great full for your help with securing our insurance. I'll be referring you!