Portland, Maine

Cross Insurance
2331 Congress Street
Portland, ME 04102

Cross Insurance logo


Your Local Portland Insurance Agents

 Contact our Portland, Maine insurance agency to work with one of our representatives to find the right insurance policy for you. From home insurance to professional liability coverage, Cross provides you with the best insurance solutions to keep both your family and business protected.

Insurance Solutions for Your Family 

  • Auto Insurance 
  • Home Insurance 
  • Renters Insurance 
  • Life Insurance
  • Motorcycle Insurance 
  • Boat Insurance 

Insurance Solutions for Your Business 

  • Commercial Auto  
  • Commercial Property 
  • General Liability 
  • Workers' Comp 
  • Flood/Earthquake 
  • Cyber Liability 


How Much Coverage Do I Need?

Protecting your team goes beyond a one-size-fits-all policy. That’s why we take the time to listen to you to learn what is happening in your life and craft custom solutions to meet your needs.



Call or e-mail the Portland, Maine office today for quotes, coverage options, and premium comparisons.  

Phone: 800-286-5352

Fax: 207-780-6377


Personal Insurance: karicyr@crossagency.com

Commercial Insurance: pdimillo@crossagency.com


Claims Reporting for Portland

Submit a new Commercial Auto claim.
Submit a new Commercial General Liability claim.
Submit a new Commercial Property claim.

**To submit a new Workers Compensation Claim please contact your insurance provider directly.


Featured Staff

David Messersmith Branch Manager