About Us

Pilgrim Insurance is a member of The Plymouth Rock Group of Companies which together write and manage over $1 billion in annual automobile and homeowners’ insurance premiums. We are licensed in Massachusetts.

Established in 1987, Pilgrim Insurance Company has over twenty years of experience handling both Massachusetts personal and commercial lines of business in the voluntary and residual markets. We provide both turn-key and unbundled insurance services for the property and casualty industry. Our business model allows our clients to define both service levels and performance standards, and our flexibility lets the client select the level of support required.

Pilgrim is located in downtown Boston, within easy walking distance to the offices of both Commonwealth Automobile Reinsurers (CAR) and the Massachusetts Division of Insurance. While our expert staff has extensive experience in multiple lines of business and states, we specialize in the Massachusetts residual market. We pride ourselves in providing comprehensive outsourcing solutions for our clients on a modern integrated technology platform, and we are committed to the highest standards of integrity, excellence, and performance in dealing with both existing and prospective clients.

Pilgrim Insurance Company is rated "A- (Excellent)" for financial strength by A.M. Best, the insurance industry's premier independent rating service.

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  • (800) 721-8294


  • (617) 956-6000

Outsourcing Clients

  • (617) 956-6000