Bayside Insurance Offers Customized Insurance Plans on the Eastern Shore and throughout Central Maryland

Contact our insurance agency today for a free, no-obligation quote!

From homeowners insurance to auto insurance to boat insurance and more, Bayside Insurance offers comprehensive insurance plans customized to fit your needs. With over 30 years of experience, our professionals are eager to advise when you need a superior local insurance company in the Eastern Shore and Central Maryland areas.

We understand that purchasing insurance, whether it be life insurance or liability insurance, is a very important decision. For your convenience, you can request a free quote online. If you’d prefer to speak to a knowledgeable member of our staff, we invite you to give us a call at our Easton or Chester, MD location. We’ll explain all the details—make your insurance decision an easy one.

Our comprehensive insurance offerings in include:

Auto Insurance

For auto insurance at competitive prices, look no further than Bayside. When you secure your car insurance policy through Bayside Insurance, you’ll benefit from our flexible policy options, superior customer service, discounted rates for coverage bundling, and much more.

Get your free, no-obligation auto insurance quote online today.

Motorcycle Insurance

Looking for motorcycle insurance in Maryland? Bayside Insurance offers customizable motorcycle insurance policies with coverage options that include:

  • • Liability insurance
  • • Bodily injury coverage per person
  • • Property damage coverage
  • • Medical expenses related to an accident (Personal Injury Protection or PIP)

Request a quote for motorcycle insurance today »

Homeowners Insurance

Whether you own a home, condo, apartment, or even a motor home in the Eastern Shore and Central Maryland area, we offer comprehensive homeowners insurance as well as renter’s insurance to accommodate your lifestyle and protect your property and personal items.

Did you know that an estimated 64 percent of homes are undervalued, and, therefore, potentially underinsured by an average 19 percent? At Bayside Insurance, we’ll help you make sure you’re covered in the event of a fire, tornado, flood, or other covered loss.

Contact us today for a:

Flood Insurance

Your home is more likely to be damaged by flood than by fire. There are different levels of flood insurance based on your home’s flood risk level—which Bayside Insurance can help you determine. Contact a Bayside Insurance agent to get a quote on Maryland flood insurance.

Life Insurance

From term life insurance to permanent and universal life insurance policies, Bayside Insurance is here to help you customize your life insurance policy to protect you and your family members.

You never know what tomorrow will bring, so get a free life insurance quote from Bayside Insurance today to help financially protect your family.

Business Insurance

If you own a business in Maryland, the professionals at Bayside Insurance can help you craft a custom business insurance policy to cover and protect your property, employees, and customers. From employment liability to workers’ compensation and more, our insurance agency can help keep your business safe—all the way down to insuring your delivery trucks or other business vehicles.

You’ve worked hard to grow your business, so protect it with a business insurance policy from Bayside Insurance.

Boat, Yacht, and Marine Insurance

Particularly in the Eastern Shore area, you’ll want to make sure your maritime property is safe and protected with personal watercraft insurance, including:

  • Boat insurance
  • • Yacht insurance
  • • Marina insurance
  • • Marine contractors insurance
  • • Boat dealers
  • • Personal watercrafts, like Jet Skis
  • • And more

We’ll help you customize your plan to include any on-water towing coverage or whatever type of coverage you need. Get a quote online today.

Why Choose Our Insurance Agency?

When you select Bayside Insurance as your insurance agency of choice in the Eastern Shore or Central Maryland area, we offer you:

    • • Insurance plans customized to fit your specific needs
    • • Over 30 years of experience
    • • Stress free, no-hassle customer service
    • • Superior insurance packages that are unequalled in the industry
    • • Quality, professional and knowledgeable staff

We would be pleased to provide you with a no-obligation insurance quote online and your request will be handled by one of our staff members as soon as possible.

We offer you:

    • Insurance plans customized to fit your specific needs
    • Over 30 years of experience
    • Stress free, no-hassle customer service
    • Superior insurance companies and insurance packages that are unequalled in the industry
    • Quality, professional & knowledgeable staff



We serve the following locations including, but not limited to:

Kent County Betterton, MD
Worton, MD
Rock Hall, MD
Kennedyville, MD
Chestertown, MD
Caroline County Denton, MD
Greensboro, MD
Goldsboro, MD
Ridgely, MD
Preston, MD
Federalsburg, MD
Dorchester County Cambridge, MD
Hurlock, MD
East New Market, MD
Secretary, MD
Queen Anne's County Church Hill, MD
Centreville, MD
Sudlersville, MD
Millington, MD
Queenstown, MD
Grasonville, MD
Chester, MD
Stevensville, MD
Kent Island, MD
Talbot County Cordova, MD
Wye Mills, MD
Easton, MD
Oxford, MD
St Michaels, MD
Trappe, MD
Tilghman, MD
Anne Arundel County Annapolis, MD
Glen Burnie, MD
Pasadena, MD
Arnold, MD
Severn, MD
Severna Park, MD
Broadneck, MD
Crofton, MD